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Results: 951 Rentals

  • Wave view condo with balcony, pool, smart TVs, elevator access, W\/D, & AC
    From $298 per night (USD)

    VRBO

    Wave view condo with balcony, pool, smart TVs, elevator access, W\/D, & AC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    White Marlin 303B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $298 per night (USD)

    VRBO

    Details
  • Lily Pad 2 - Brand New and Dog Friendly!
    From $205 per night (USD)

    Expedia

    Lily Pad 2 - Brand New and Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    “Not all who wander are lost…..” Welcome to Lily Pad 2 in the very heart of Chincoteague Island! If you’ve been looking ...

    From $205 per night (USD)

    Expedia

    Details
  • Ocean City Snug Harbor Sunrise Entire Home
    From $656 per night (USD)

    VRBO

    Ocean City Snug Harbor Sunrise Entire Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    What better way then to enjoy the Maryland coast than relaxing at out direct bay front home with AMAZING views! The prop ...

    From $656 per night (USD)

    VRBO

    Details
  • Groups and families welcome, 2 bedroom 1 bath downtown OC
    From $300 per night (USD)

    Expedia

    Groups and families welcome, 2 bedroom 1 bath downtown OC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to this charming vacation rental in downtown Ocean City, MD! This comfortable and well-appointed space is perfec ...

    From $300 per night (USD)

    Expedia

    Details
  • The Beautiful Belmont towers! Book now for 2024! An Exclusive Condo!
    From $264 per night (USD)

    VRBO

    The Beautiful Belmont towers! Book now for 2024! An Exclusive Condo!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Come stay at one of the most exclusive addresses in OCMD! This 3-BR, 2.5-BA condo is located in the Downtown Boardwalk ...

    From $264 per night (USD)

    VRBO

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  • 5th St Downtown Beach House - 4 Bedroom\/2 Bath
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    Expedia

    5th St Downtown Beach House - 4 Bedroom\/2 Bath

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    16

    5th Street Beach House - Downtown OC - Great for Groups or Families! Enjoy this 4 bedroom/2 bath home located on 5th st ...

    Click For Pricing

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  • The Pelican of Bahia Vista discover your coastal sanctuary with direct bay views
    From $789 per night (USD)

    VRBO

    The Pelican of Bahia Vista discover your coastal sanctuary with direct bay views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to your coastal haven! This ground-level apartment, cradled by the bay, blends comfort and elegance. Featuring 3 ...

    From $789 per night (USD)

    VRBO

    Details
  • The Light of Seabright Your luxury retreat in OC. Walking distance to Boardwalk!
    From $799 per night (USD)

    Expedia

    The Light of Seabright Your luxury retreat in OC. Walking distance to Boardwalk!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Gorgeous three bedroom, 2.5 bath penthouse condominium with sweeping views of both the ocean and Assateague Island. Loc ...

    From $799 per night (USD)

    Expedia

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  • Brant Creek Cottage-Single Family Home-Waterfront-LINENS AND TOWELS PROVIDED
    From $317 per night (USD)

    VRBO

    Brant Creek Cottage-Single Family Home-Waterfront-LINENS AND TOWELS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Amenities: /4BR, 21/2 bath home. (2 bedrooms on 1st floor, each with Queen beds. 2nd level loft with 2 Twin Beds and si ...

    From $317 per night (USD)

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  • Newly Built Townhome in Amenity Filled Community
    From $439 per night (USD)

    Expedia

    Newly Built Townhome in Amenity Filled Community

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    9

    The Space: Large, newly-built townhome in the amenity filled Bayside community of West Ocean City, Maryland. This home ...

    From $439 per night (USD)

    Expedia

    Details
  • Heron Creek on Chincoteague Island!
    From $278 per night (USD)

    VRBO

    Heron Creek on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Heron Creek - Relax, Rejuvenate, and Reconnect….. Life is busy - schedules, school, meetings, and games - it’s nonstop. ...

    From $278 per night (USD)

    VRBO

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  • 2 miles to the Boardwalk!  4 Level Townhome with rooftop deck
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    Expedia

    2 miles to the Boardwalk! 4 Level Townhome with rooftop deck

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Amazing location! This home has it all. This wonderfully decorated townhouse will provide you with tons of space (includ ...

    Click For Pricing

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  • Ocean City Getaway w\/ Balcony, Steps to Boardwalk!
    From $342 per night (USD)

    VRBO

    Ocean City Getaway w\/ Balcony, Steps to Boardwalk!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Spend your next beachy getaway at this 2-bedroom, 2.5-bathroom vacation rental in Ocean City. Conveniently located betwe ...

    From $342 per night (USD)

    VRBO

    Details
  • Mom and Dad's Sweet Memories - Single home - Pet Friendly, NO LINENS PROVIDED
    From $244 per night (USD)

    Expedia

    Mom and Dad's Sweet Memories - Single home - Pet Friendly, NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Amenities: 3BR/2B*** {1Q, 1D, 2T, QSS } Amenities: WiFi, Roku TV, Microwave, Dishwasher, Window A/C 's ,W/D, TV, Deck, ...

    From $244 per night (USD)

    Expedia

    Details
  • Touch of Grey- Waterfront, Pet Friendly
    From $332 per night (USD)

    VRBO

    Touch of Grey- Waterfront, Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to "Touch of Grey," a delightful waterfront rental that blends comfort, style, and convenience into a perfect li ...

    From $332 per night (USD)

    VRBO

    Details
  • Ms Kitty's Bayside Bungalow, Park, Pet Friendly
    From $185 per night (USD)

    Expedia

    Ms Kitty's Bayside Bungalow, Park, Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Ms Kitty's Bayside Bungalow! A charmingly remodeled home now available for rent on Eastside Drive. This deli ...

    From $185 per night (USD)

    Expedia

    Details
  • Spectacular Water Views and Short Walk to the Boardwalk
    From $184 per night (USD)

    VRBO

    Spectacular Water Views and Short Walk to the Boardwalk

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    ****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...

    From $184 per night (USD)

    VRBO

    Details
  • Amazing New Construction Home in West Ocean City!
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    Expedia

    Amazing New Construction Home in West Ocean City!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    Absolutely stunning! Brand new construction at it's finest! Be one of the first to stay in this incredible home, with o ...

    Click For Pricing

    Expedia

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  • Studio Boardwalk and Beach Access in Ocean City
    From $494 per night (USD)

    VRBO

    Studio Boardwalk and Beach Access in Ocean City

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Situated on the famous Ocean City Boardwalk, just steps from the beach and a variety of shops, restaurants, and ...

    From $494 per night (USD)

    VRBO

    Details
  • Jay's Retreat
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    Expedia

    Jay's Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    OConnor Coastal Home Management is pleased to offer Jay’s Waterside Retreat. We provide a vacation experience designed ...

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    Expedia

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  • Pearl In the Pines
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    VRBO

    Pearl In the Pines

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coast ...

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  • Sea Ridge-Pet Friendly-Fenced Yard\/Firepit-Screened Porch,NO LINENS PROVIDED
    From $216 per night (USD)

    Expedia

    Sea Ridge-Pet Friendly-Fenced Yard\/Firepit-Screened Porch,NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Room and Amenities: Kitchen: Full Kitchen, Refrigerator, Keurig Coffeemaker, Microwave, Toaster Oven, Dishwasher, Cook ...

    From $216 per night (USD)

    Expedia

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  • Surf Crest 103-Oceanside downtown, W\/D, AC, Free WIFI
    From $225 per night (USD)

    VRBO

    Surf Crest 103-Oceanside downtown, W\/D, AC, Free WIFI

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This three story, walk-up, building is only a short hop to the beach and world famous Ocean City Boardwalk. Amusements, ...

    From $225 per night (USD)

    VRBO

    Details
  • Egret's Cove - Pet friendly w\/ Hot tub!
    From $412 per night (USD)

    Expedia

    Egret's Cove - Pet friendly w\/ Hot tub!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    Breathtaking views call your attention at this gorgeous waterfront home! 'Egret's Cove' is located next door to our ever ...

    From $412 per night (USD)

    Expedia

    Details
  • Amazing Coastal Resort Home, Indoor\/Outdoor Pools, Kayaking, Tennis, & Fishing
    From $713 per night (USD)

    VRBO

    Amazing Coastal Resort Home, Indoor\/Outdoor Pools, Kayaking, Tennis, & Fishing

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Gorgeous luxury coastal home in the water-oriented community of Bayside! Ideally located just five miles to Ocean City, ...

    From $713 per night (USD)

    VRBO

    Details
  • Chic Oceanfront Condo < 1\/2 Mi to Boardwalk!
    From $507 per night (USD)

    Expedia

    Chic Oceanfront Condo < 1\/2 Mi to Boardwalk!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    - 0068627 - Furnished Balcony w/ Ocean View - Free WiFi Escape to the shores of Ocean City when you book this 2-bedroom ...

    From $507 per night (USD)

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  • Assateague House 309 - Breathtaking Bayfront Views!
    From $232 per night (USD)

    VRBO

    Assateague House 309 - Breathtaking Bayfront Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Assateague House 309 ~ Sky above, Sand Below, Peace within! This beautiful Condo is tucked right in the heart of downt ...

    From $232 per night (USD)

    VRBO

    Details
  • Island Retreat - Nice Townhome - Close to Town, Screened porch NO LINENS
    From $123 per night (USD)

    Expedia

    Island Retreat - Nice Townhome - Close to Town, Screened porch NO LINENS

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Amenities: Central A/C, Dishwasher, Cable, WiFi, TV, Blu-Ray Player, W/D, Microwave, Screened Porch Tastefully decorate ...

    From $123 per night (USD)

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    Details
  • Kate's Cottage - Nice location, large screened  porch. NO LINENS & TOWELS
    From $151 per night (USD)

    VRBO

    Kate's Cottage - Nice location, large screened porch. NO LINENS & TOWELS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Window A/C, Microwave, W/D, Dishwasher, Cable TV, WiFi, DVD, Charcoal Grill, Outside Shower, Screened Porch ...

    From $151 per night (USD)

    VRBO

    Details
  • Island Escape - Townhouse - Enclosed back porch. NO LINENS
    From $162 per night (USD)

    Expedia

    Island Escape - Townhouse - Enclosed back porch. NO LINENS

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, 4 TV's with Firestick, WiFi, DVD, W/D, Enclosed Sun Porch Totally upgrad ...

    From $162 per night (USD)

    Expedia

    Details
  • Misty Manor - 3BR home, sc. porch & pet friendly. NO LINENS PROVIDED
    From $140 per night (USD)

    VRBO

    Misty Manor - 3BR home, sc. porch & pet friendly. NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Amenities: Central A/C, W/D, Dishwasher, Microwave, 2 TVs, WiFi, DVD, Screened Porch, PETS UNDER 40 LBS ONLY This brigh ...

    From $140 per night (USD)

    VRBO

    Details
  • Always Sunny - island home. Pet Friendly - Close to Carnival. NO LINENS
    From $167 per night (USD)

    Expedia

    Always Sunny - island home. Pet Friendly - Close to Carnival. NO LINENS

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Amenities: Central A/C, WiFi, Gas Grill, TV, DVD, Microwave, Outside Shower Charming and quaint, this restored island h ...

    From $167 per night (USD)

    Expedia

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  • Misty Sails - Lovely  spacious 3BR duplex , community pool.NO LINENS PROVIDED
    From $191 per night (USD)

    VRBO

    Misty Sails - Lovely spacious 3BR duplex , community pool.NO LINENS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, W/D, 4 TVs, DVD, Gas Grill, Screened porch, Deck, WiFi, Fireplace, Outsid ...

    From $191 per night (USD)

    VRBO

    Details
  • Josie's Getaway - Pet Friendly - LINENS AND TOWELS PROVIDED  - Firepit
    From $160 per night (USD)

    Expedia

    Josie's Getaway - Pet Friendly - LINENS AND TOWELS PROVIDED - Firepit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Fall Special: $ 100 per night plus tax and fees 2 night minimum. Central A/C, Dishwasher, Microwave, New full ...

    From $160 per night (USD)

    Expedia

    Details
  • Sea Pines -2BR  CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided
    From $139 per night (USD)

    VRBO

    Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Amenities: Central A/C, Microwave, W/D, Cable, Smart TV, DVD, Internet, Outside Shower (cold only), Screen Porch, Charco ...

    From $139 per night (USD)

    VRBO

    Details
  • Eel Creek Escape -  Water Front  - Water Access - Screened Porch NO LINENS
    From $162 per night (USD)

    Expedia

    Eel Creek Escape - Water Front - Water Access - Screened Porch NO LINENS

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Amenities: New for 2024 WIFI and 65" Smart TV. Central A/C, W/D, Microwave, Dishwasher, TV, DVD, Screened Porch, Outsid ...

    From $162 per night (USD)

    Expedia

    Details
  • Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS
    From $180 per night (USD)

    VRBO

    Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Amenities: Central A/C, Dishwasher, TV w/Chromecast only (no cable), DVD, WiFi, W/D, Microwave, Jacuzzi Tub, Deck, 2 Scr ...

    From $180 per night (USD)

    VRBO

    Details
  • Belmont Towers 603 - Pure Bliss on the Beach!
    From $296 per night (USD)

    Expedia

    Belmont Towers 603 - Pure Bliss on the Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Belmont Towers 603 - Heaven seems a little closer when you’re sitting by the Ocean! The waves crashing on the Shore, bu ...

    From $296 per night (USD)

    Expedia

    Details
  • Assateague Pointe home - gated community with tons of amenities for family fun. Located next door to FrontierTown.
    From $216 per night (USD)

    VRBO

    Assateague Pointe home - gated community with tons of amenities for family fun. Located next door to FrontierTown.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Located within the private gated community of Assateague Pointe, with all the comforts of home, this 3bedroom home offer ...

    From $216 per night (USD)

    VRBO

    Details
  • The Harborview - 5 Bedrooms, 3 Bathrooms, Sleeps 10, Handicap Access, Non Group Rental
    From $477 per night (USD)

    Expedia

    The Harborview - 5 Bedrooms, 3 Bathrooms, Sleeps 10, Handicap Access, Non Group Rental

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Be where the action is! West Ocean City Harbor Location. Pet Friendly! Linens and towels provided! Conveniently locate ...

    From $477 per night (USD)

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    Details
  • Cozy 3 Bedroom Home - Bay views & Multiple pools
    From $143 per night (USD)

    VRBO

    Cozy 3 Bedroom Home - Bay views & Multiple pools

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Located near West Ocean City within the private gated community of Assateague Pointe Resort. This community offers some ...

    From $143 per night (USD)

    VRBO

    Details
  • Bel Mare 202! Gorgeous 3 bedroom downtown with outdoor pool, pkg 2 cars, 2 blocks to beach and boards.
    From $409 per night (USD)

    Expedia

    Bel Mare 202! Gorgeous 3 bedroom downtown with outdoor pool, pkg 2 cars, 2 blocks to beach and boards.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful 3 br /2 bath condo downtown, just a short walk to the beach, boardwalk, and all the amusements! Enjoy an outdo ...

    From $409 per night (USD)

    Expedia

    Details
  • Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED
    From $710 per night (USD)

    VRBO

    Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Amenities: Central A/C, Cable TV, DVD, W/D, Microwave, Dishwasher, Foosball Table, Outside Shower, WiFi, Decks, Balcony ...

    From $710 per night (USD)

    VRBO

    Details
  • Ocean House - duplex -1st level bedroom. Deck, NO LINENS PROVIDED
    From $144 per night (USD)

    Expedia

    Ocean House - duplex -1st level bedroom. Deck, NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, W/D, Cable TV, VCR, WiFi, ChromeCast, Propane Grill, Firepit, Outside Sh ...

    From $144 per night (USD)

    Expedia

    Details
  • Vanity Fair - 4BR\/2.5B HUGE DECKS,LINENS AND TOWELS
    From $184 per night (USD)

    VRBO

    Vanity Fair - 4BR\/2.5B HUGE DECKS,LINENS AND TOWELS

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    7

    Amenities: Central A/C, Dishwasher, Microwave, Keurig, TV, W/D, Deck, WiFi, Enclosed Porch, Gas Grill, Outside Shower. L ...

    From $184 per night (USD)

    VRBO

    Details
  • Contemporary townhome with 21-foot dock, 4 decks, WiFi, AC & shared pool
    From $585 per night (USD)

    Expedia

    Contemporary townhome with 21-foot dock, 4 decks, WiFi, AC & shared pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Seaside Village- Bowline 13009-1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...

    From $585 per night (USD)

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    Details
  • Lighthouse View - Waterfront, Boat Docking
    From $250 per night (USD)

    VRBO

    Lighthouse View - Waterfront, Boat Docking

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Fabulous townhome overlooking Assateague Channel and Lighthouse. Lighthouse View has exceptional decor and is superbly ...

    From $250 per night (USD)

    VRBO

    Details
  • Cattail Cottage-quite and cozy cottage with a view
    From $290 per night (USD)

    Expedia

    Cattail Cottage-quite and cozy cottage with a view

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful home in a pristine, natural setting. Enjoy wildlife and sunrises. Great wraparound porch. Crabbing/kayaking ...

    From $290 per night (USD)

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    Details
  • Cedarfield
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    VRBO

    Cedarfield

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful location for this cottage - in the woods and close to the beach Great Screened Porch This home is on peacefu ...

    Click For Pricing

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  • Cedar Gables
    From $722 per night (USD)

    Expedia

    Cedar Gables

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Once a renown bed & breakfast seaside inn, Cedar Gables is now the ultimate vacation home! Stunning views and sunrises ...

    From $722 per night (USD)

    Expedia

    Details
  • Aramabad-Closest Neighborhood to Beach!
    From $248 per night (USD)

    VRBO

    Aramabad-Closest Neighborhood to Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Delightful, country home in peaceful location on Piney Island. Close to entrance of Assateague, perfect for biking and ...

    From $248 per night (USD)

    VRBO

    Details
  • Assateague VistaPool, Shared Water Access, Views of Assateague!
    From $249 per night (USD)

    Expedia

    Assateague VistaPool, Shared Water Access, Views of Assateague!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nicely appointed townhome with pool and dock access. Great views of Assateague Island. Shared boat dock, also great fo ...

    From $249 per night (USD)

    Expedia

    Details
  • Blue Heron-Closest Neighborhood to Beach w\/shared community water access!
    From $212 per night (USD)

    VRBO

    Blue Heron-Closest Neighborhood to Beach w\/shared community water access!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Comfortable home in the woods. Close to Assateague Island for biking to the wildlife trails or the beach. Blue Heron is ...

    From $212 per night (USD)

    VRBO

    Details
  • Brittany at Chincoteague
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    Brittany at Chincoteague

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    Delight the entire family with this superbly appointed and spacious home. Canoe, fish or crab from the dock; or simply ...

    Click For Pricing

    Expedia

    Details
  • Bayside and Beyond - Sunset Bay Villa 105- Waterfront
    From $364 per night (USD)

    VRBO

    Bayside and Beyond - Sunset Bay Villa 105- Waterfront

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Just Listed! Stylish comfort, sunset views, and pool with this nicely decorated condo Ist Floor Unit with Private Boat ...

    From $364 per night (USD)

    VRBO

    Details
  • Stylish bayside condo with amazing views, pool, balcony, and washer\/dryer
    From $311 per night (USD)

    Expedia

    Stylish bayside condo with amazing views, pool, balcony, and washer\/dryer

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Cori Noel 101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $311 per night (USD)

    Expedia

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  • Lighthouse Lookout - Waterfont, Boat Docking
    From $303 per night (USD)

    VRBO

    Lighthouse Lookout - Waterfont, Boat Docking

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Spacious townhome with superb views of Assateague & the Lighthouse. Located on deep water with Private 20' Boat Dock. ...

    From $303 per night (USD)

    VRBO

    Details
  • Kambarn Place - Waterfront, Private Dock
    From $420 per night (USD)

    Expedia

    Kambarn Place - Waterfront, Private Dock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Waterfront, single-family home on Eastside with deep water dock & fabulous views of Assateague Island. Kambarn Place fe ...

    From $420 per night (USD)

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    Details
  • Laughing Gull - Oyster Bay Area
    From $296 per night (USD)

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    Laughing Gull - Oyster Bay Area

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Comfortable home in a quiet, private community. Just a short stroll down the lane to Oyster Bay's community boat launch ...

    From $296 per night (USD)

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  • Island Generations - Water Access, Boat Docking
    From $215 per night (USD)

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    Island Generations - Water Access, Boat Docking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Traditional Chincoteague Island home charmingly updated Newly bulkheaded boat dock on Little Oyster Bay Two bedrooms, ...

    From $215 per night (USD)

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    Details
  • Heron's Roost-Waterfront, Oyster Bay
    From $582 per night (USD)

    VRBO

    Heron's Roost-Waterfront, Oyster Bay

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Location, Location Location... Situated on Oyster Bay, this inviting home has two hundred feet of Shoreline with boat do ...

    From $582 per night (USD)

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  • Holly House
    From $307 per night (USD)

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    Holly House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Full amenities including a boat dock in a quiet, private community. Holly House features a large, comfortable screened ...

    From $307 per night (USD)

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    Details
  • Grace Street Refuge-Beautiful VIEWS of the Chincoteague Bay, Firepit!
    From $405 per night (USD)

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    Grace Street Refuge-Beautiful VIEWS of the Chincoteague Bay, Firepit!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Beautiful furnishings and superbly appointed Decks on each level afford beautiful sunset views Plenty of room for the ...

    From $405 per night (USD)

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  • Fowling View
    From $229 per night (USD)

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    Fowling View

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Comfortable Townhouse in a quiet, natural setting. Perfect for Birdwatching. First floor screened-in porch off living r ...

    From $229 per night (USD)

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  • Great Blue
    From $396 per night (USD)

    VRBO

    Great Blue

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Deepwater docking and great views of Little Oyster Bay. First floor features: Eat-in kitchen, living room and a full b ...

    From $396 per night (USD)

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    Details
  • Halcyon-Community Pool, Firepit
    From $411 per night (USD)

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    Halcyon-Community Pool, Firepit

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    New Construction 2020. Fabulous and spacious duplex unit Tastefully and comfortably appointed home in quiet Silver Sails ...

    From $411 per night (USD)

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  • Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove
    From $435 per night (USD)

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    Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Superbly appointed duplex unit located on a quiet cul de sac. Drop Anchor is an extremely comfortable home with fun and ...

    From $435 per night (USD)

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  • Fiddler Bay #6 - Lighthouse Views & Shared Pier
    From $318 per night (USD)

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    Fiddler Bay #6 - Lighthouse Views & Shared Pier

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Bright and open floor plan with wide stunning views of Assateague and Lighthouse. Shared pier for canoeing and crabbing. ...

    From $318 per night (USD)

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    Details
  • Avocet-Close to Beach, Shared Community Water Access, Limited Water View
    From $219 per night (USD)

    VRBO

    Avocet-Close to Beach, Shared Community Water Access, Limited Water View

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Spacious home on Piney Island Close to the entrance of Assateague. Private Master Suite features: Sitting room with TV ...

    From $219 per night (USD)

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  • Edgewater - WATERFRONT!!
    From $332 per night (USD)

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    Edgewater - WATERFRONT!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    On the edge of Oyster Bay. Stunning sunrises. Quiet private community. Very comfortably appointed. Charming artistic d ...

    From $332 per night (USD)

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  • Fiddler Bay #5
    From $247 per night (USD)

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    Fiddler Bay #5

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Well-appointed, comfortable townhome with stunning views of Assateague and Lighthouse. Enjoy the shared pier for canoein ...

    From $247 per night (USD)

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    Details
  • Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED
    From $199 per night (USD)

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    Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    2BR/2.5B*** (2 Q) Amenities: Central AC, Microwave, W/D, Dishwasher, WiFi,Fireplace Located within minutes of the ...

    From $199 per night (USD)

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    Details
  • Tin Cup Palace - One of a Kind, Oyster Bay, Fire Pit
    From $340 per night (USD)

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    Tin Cup Palace - One of a Kind, Oyster Bay, Fire Pit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New, architect-designed, contemporary lines with midcentury modern flair, vaulted ceilings and open floor plan. Serene ...

    From $340 per night (USD)

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    Details
  • Topaz - 4 BR Canal front, Screened Porch, Oyster Bay
    From $336 per night (USD)

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    Topaz - 4 BR Canal front, Screened Porch, Oyster Bay

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Great Family Getaway. Decks, boat dock and a quiet location in the Oyster Bay Community. Topaz has lots of deck space ...

    From $336 per night (USD)

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    Details
  • The Honeymooner-Waterfront w\/ Private Pier
    From $352 per night (USD)

    VRBO

    The Honeymooner-Waterfront w\/ Private Pier

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Stunning unobstructed views of Chincoteague Bay and gorgeous sunsets Relax and watch the boats go by from second level s ...

    From $352 per night (USD)

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    Details
  • Snug Harbor Cottage with Boat Dock
    From $378 per night (USD)

    VRBO

    Snug Harbor Cottage with Boat Dock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    4 BRs - 21/2 Bathroom, located on a wide canal with 75' docking area for your boat. Relax on the upstairs deck and take ...

    From $378 per night (USD)

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    Details
  • Sea Star-Views of the Lighthouse!
    From $249 per night (USD)

    VRBO

    Sea Star-Views of the Lighthouse!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Well appointed townhouse complete with sunrises over Assateague Channel and boat docking at your door. Comfortable livi ...

    From $249 per night (USD)

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    Details
  • The View-Fiddler Bay #10
    From $321 per night (USD)

    Expedia

    The View-Fiddler Bay #10

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    For nature lovers seeking the ultimate retreat, "The View" invites you! Our beautiful waterfront townhome presents breat ...

    From $321 per night (USD)

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    Details
  • Willet's Way-Waterfront w\/ Private Dock, Closest Neighborhood to Beach
    From $373 per night (USD)

    VRBO

    Willet's Way-Waterfront w\/ Private Dock, Closest Neighborhood to Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Nestled in the pines, this secluded home affords outstanding views of Assateague Island Close to Wildlife Refuge and ent ...

    From $373 per night (USD)

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    Details
  • Vacation Diggs - Close to Memorial Park!
    From $260 per night (USD)

    Expedia

    Vacation Diggs - Close to Memorial Park!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Close to Memorial Park for boat or kayak launch, fishing and crabbing. Vacation Diggs has a large back yard and screene ...

    From $260 per night (USD)

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    Details
  • Wildcat Cove- Luxury Waterfront Home w\/ Private Dock On Chincoteague Bay
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    Wildcat Cove- Luxury Waterfront Home w\/ Private Dock On Chincoteague Bay

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Vacationer's Dream Home. Enjoy the Panoramic Views of Chincoteague Bay. Widow's Walk affords views from Assateague Islan ...

    Click For Pricing

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  • Wishful Thinking- Beautiful Home, Quiet Community, Canal Front w\/ Boat Dock
    From $402 per night (USD)

    Expedia

    Wishful Thinking- Beautiful Home, Quiet Community, Canal Front w\/ Boat Dock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Fabulous home with deep water docking. Limited view of Oyster Bay and Assateague Island. First-floor features... Cozy ...

    From $402 per night (USD)

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    Details
  • Pony Swim Ridge-Limited WATERVIEW!
    From $196 per night (USD)

    VRBO

    Pony Swim Ridge-Limited WATERVIEW!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Relax & enjoy views of Assateague Channel & Lighthouse from this two-story duplex All new flooring and fresh updates. ...

    From $196 per night (USD)

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    Details
  • Sailer Moon - Sunset & Waterviews!
    From $217 per night (USD)

    Expedia

    Sailer Moon - Sunset & Waterviews!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Renovated Victorian home with great views of Chincoteague Channel and Sunsets from the balcony. Screened porch, with a ...

    From $217 per night (USD)

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    Details
  • Miller's Marsh - Marsh & Wetland Views
    From $214 per night (USD)

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    Miller's Marsh - Marsh & Wetland Views

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Exceptional decor and natural settings Shared crabbing pier on the inland creek The eat-in kitchen, living room, laund ...

    From $214 per night (USD)

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  • Ocean Grove Beach House
    From $201 per night (USD)

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    Ocean Grove Beach House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Townhouse offering Stylish Comfort and views Screened porch has views of Assateague Island First-floor open plan with ...

    From $201 per night (USD)

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    Details
  • Assateague Lookout - Water Front townhome W\/view. - Shared Pier, No Linens
    From $137 per night (USD)

    VRBO

    Assateague Lookout - Water Front townhome W\/view. - Shared Pier, No Linens

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, W/D, WiFi, Microwave, TV, DVD, STREAMING TV ONLY , Fireplace, Screen Porch, Dishwasher, Deck, Ga ...

    From $137 per night (USD)

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    Details
  • Nature's Retreat - Marsh & Wetland Views
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    Nature's Retreat - Marsh & Wetland Views

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Well cared for Townhome with shared private pier on inland creek. Wetland setting is great for birding. All new floorin ...

    Click For Pricing

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    Details
  • Sialang at Chincoteague
    From $506 per night (USD)

    VRBO

    Sialang at Chincoteague

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Situated on the Chincoteague Bay, this fabulous home has marvelous views & room for the whole family. Private Pier, per ...

    From $506 per night (USD)

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  • Sunny Delightful
    From $228 per night (USD)

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    Sunny Delightful

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nicely updated home located on a quiet side street Comfortable screen porch perfect for relaxing Access to an adjoinin ...

    From $228 per night (USD)

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    Details
  • Sun n' Fun - Shared POOL & BOAT DOCK!
    From $237 per night (USD)

    VRBO

    Sun n' Fun - Shared POOL & BOAT DOCK!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Comfortable townhome with shared dock and swimming pool access. Dock your boat at the shared pier, fish or crab, or si ...

    From $237 per night (USD)

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  • Sunrise Bay-WATERFRONT! Oyster Bay
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    Sunrise Bay-WATERFRONT! Oyster Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Delightfully remodeled home on Oyster Bay. Expansive views of Assateague Island in a quiet, peaceful location. Large g ...

    Click For Pricing

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    Details
  • Saltwater Sunrise-Pond Front Cottage Memorial Park
    From $193 per night (USD)

    VRBO

    Saltwater Sunrise-Pond Front Cottage Memorial Park

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy Pond Front Living at Saltwater Sunrise. This end unit townhome has it all-beautifully furnished and great views! J ...

    From $193 per night (USD)

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  • The Tree House-Close to Beach Beautiful Views!
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    The Tree House-Close to Beach Beautiful Views!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    The “Tree House and Casita” have been completely renovated from top to bottom! (New pictures will be posted after the ...

    Click For Pricing

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  • Captain Jay's Retreat-Pool, Close to Downtown
    From $324 per night (USD)

    VRBO

    Captain Jay's Retreat-Pool, Close to Downtown

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy the fun, comfortable beachy decor from this well-equipped townhome. Guests have the use of the fantastic community ...

    From $324 per night (USD)

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  • Ride The Wave-Updated Townhome w\/ Crabbing Pier!!!
    From $184 per night (USD)

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    Ride The Wave-Updated Townhome w\/ Crabbing Pier!!!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    NEWLY LISTED!! Ride the Wave is a freshly updated townhome located just minutes away from the beach! Enjoy crabbing off ...

    From $184 per night (USD)

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  • Bunting House - Waterfront  w\/ Shared Dock &  LINENS PROVIDED. Pet friendly.
    From $270 per night (USD)

    VRBO

    Bunting House - Waterfront w\/ Shared Dock & LINENS PROVIDED. Pet friendly.

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Amenities:3BR/2B***(2B down/2BR 2nd floor/1BR 3rd floor) {1Q,1D, 2Q S/S, 1T S/S}. Waterfront with shared dock. Central ...

    From $270 per night (USD)

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  • Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED
    From $439 per night (USD)

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    Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Amenities: Central A/C, Microwave, Dishwasher, W/D, Screen Porch, 2 Deck, Gas Grill, WiFi, TV w/Roku (bring your own log ...

    From $439 per night (USD)

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    Details
  • Rise & Shine- Adorable Efficiency w\/ Views & Pool!
    From $207 per night (USD)

    VRBO

    Rise & Shine- Adorable Efficiency w\/ Views & Pool!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy amazing marsh and wetland views from this Assateague Inn efficiency!! Shared private pier perfect for crabbing and ...

    From $207 per night (USD)

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  • ⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️
    From $193 per night (USD)

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    ⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    "Book 2 nights and get a weeknight free for stays now thru March 13th" Newly renovated for 2024! Ocbeachfrontrentals . ...

    From $193 per night (USD)

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    Details