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Assateague Island National Seashore Rentals

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  • 🏖️Just Renovated! Amazing Penthouse Unit Breathtaking Views of Ocean, Bay, Inlet🏖️
    From $358 per night (USD)

    VRBO

    🏖️Just Renovated! Amazing Penthouse Unit Breathtaking Views of Ocean, Bay, Inlet🏖️

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    STUNNING! 60 FT BALCONY WITH VIEWS IN ALL DIRECTIONS! One of the most popular vacation rentals in the sought after Belmo ...

    From $358 per night (USD)

    VRBO

    Details
  • SUNSHINE & VITAMIN SEA IS CALLING!
    From $293 per night (USD)

    VRBO

    SUNSHINE & VITAMIN SEA IS CALLING!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Grab your copy of ‘Misty’ and head to Chincoteague Island as everyone loves a little Vitamin Sea! This veteran-owned cot ...

    From $293 per night (USD)

    VRBO

    Details
  • 🏖️FABULOUS Boardwalk Oceanfront unit, Renovated with Pella noise reduction doors  🏖️
    From $329 per night (USD)

    VRBO

    🏖️FABULOUS Boardwalk Oceanfront unit, Renovated with Pella noise reduction doors 🏖️

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    June to August: Full week rentals Sunday-Sunday or Thursday-Thursday; mini-week rentals Sunday-Thursday or Thursday-Sun ...

    From $329 per night (USD)

    VRBO

    Details
  • 🏖️Spectacular Spacious Ocean Front Condo on Boardwalk, this one you've got to see! 🏖️
    From $782 per night (USD)

    Expedia

    🏖️Spectacular Spacious Ocean Front Condo on Boardwalk, this one you've got to see! 🏖️

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    VERY POPULAR CONDO FILLS EARLY EVERY SUMMER BOOK YOUR DATES FOR VACATION NOW June to August this unit offers partial wee ...

    From $782 per night (USD)

    Expedia

    Details
  • 🏖️ Boardwalk Oceanfront unit Renovated with Pella noise reduction doors!🏖️
    From $328 per night (USD)

    VRBO

    🏖️ Boardwalk Oceanfront unit Renovated with Pella noise reduction doors!🏖️

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    This vacation rental offers all the items you want for a perfect beach vacation with a touch of luxury! This is a rental ...

    From $328 per night (USD)

    VRBO

    Details
  • Beach Central. Spacious unit sleeps 12.    Pool in complex,  parking included
    From $513 per night (USD)

    VRBO

    Beach Central. Spacious unit sleeps 12. Pool in complex, parking included

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    This is a very sunny unit that overlooks the pool. Bedrooms are situated strategically so that kids can be in one room ...

    From $513 per night (USD)

    VRBO

    Details
  • Luxury 5BD-4BTH, Spacious. home indoor-outdoor pool; waterfront community..
    From $423 per night (USD)

    VRBO

    Luxury 5BD-4BTH, Spacious. home indoor-outdoor pool; waterfront community..

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    Welcome to your dream vacation home just west of Ocean City! This spacious brand new 5-bedroom, 4-bathroom retreat is th ...

    From $423 per night (USD)

    VRBO

    Details
  • Pony's Hideaway - 2Bd\/1Ba Waterfront property with dock and designated boat slip
    From $185 per night (USD)

    VRBO

    Pony's Hideaway - 2Bd\/1Ba Waterfront property with dock and designated boat slip

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Wake up and enjoy your cup of coffee overlooking the sights of Assateague Island from your second story condo. This 2-b ...

    From $185 per night (USD)

    VRBO

    Details
  • Only 5 min. from the Beach!
    From $189 per night (USD)

    VRBO

    Only 5 min. from the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $189 per night (USD)

    VRBO

    Details
  • Only 5 min to Assateague National Seashore!
    From $189 per night (USD)

    Expedia

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    GORGEOUS updates! Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wan ...

    From $189 per night (USD)

    Expedia

    Details
  • A Bargain on Chincoteague Island!
    From $189 per night (USD)

    VRBO

    A Bargain on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $189 per night (USD)

    VRBO

    Details
  • West Ocean City Large Townhome
    From $1017 per night (USD)

    VRBO

    West Ocean City Large Townhome

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    16

    Great Living space, short walk to the pool, outlet shopping and a short drive to beach/boardwalk, Casino and numerous Go ...

    From $1017 per night (USD)

    VRBO

    Details
  • Island Sage on Chincoteague Island!
    From $245 per night (USD)

    VRBO

    Island Sage on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Island Sage on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with tho ...

    From $245 per night (USD)

    VRBO

    Details
  • A Beach Bargain min from Assateague!
    From $188 per night (USD)

    Expedia

    A Beach Bargain min from Assateague!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $188 per night (USD)

    Expedia

    Details
  • Pony Paradise - Gaze at Ponies, Walk to the Carnival, and bring your family dog!
    From $198 per night (USD)

    VRBO

    Pony Paradise - Gaze at Ponies, Walk to the Carnival, and bring your family dog!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Are you all about ponies in paradise? If so, you will love comfy and cozy ‘Pony Paradise’ in the very heart of Chincotea ...

    From $198 per night (USD)

    VRBO

    Details
  • CATCHTHEWAVE!! And a discounted rate to get us started!!
    From $421 per night (USD)

    Expedia

    CATCHTHEWAVE!! And a discounted rate to get us started!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Catch the wave at this pet friendly cabin in the heart of Chincoteague. Within walking distance and biking distance of m ...

    From $421 per night (USD)

    Expedia

    Details
  • Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil
    From $194 per night (USD)

    VRBO

    Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Ocean East 1 - Because not all who wander are lost....... Welcome to Ocean East 1 on the Eastside of Chincoteague Isl ...

    From $194 per night (USD)

    VRBO

    Details
  • Newly Remodeled Condo - Steps to Beach & Boardwalk
    From $192 per night (USD)

    Expedia

    Newly Remodeled Condo - Steps to Beach & Boardwalk

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This first floor, (no steps) condo is in a great location - just a short walk to the boardwalk and beach! This condo is ...

    From $192 per night (USD)

    Expedia

    Details
  • Harbor House Vacation Home - Plenty of Parking!
    From $430 per night (USD)

    VRBO

    Harbor House Vacation Home - Plenty of Parking!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Enjoy your summer vacation stay in this large modern beach home with plenty of space for the entire family. Just minutes ...

    From $430 per night (USD)

    VRBO

    Details
  • Oceanfront on boardwalk, efficiency, pool, gym,steps to the beach,great location
    From $384 per night (USD)

    VRBO

    Oceanfront on boardwalk, efficiency, pool, gym,steps to the beach,great location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Arrive early, park on the property, enjoy being close to all the fun and excitement of Ocean City Maryland. We are only ...

    From $384 per night (USD)

    VRBO

    Details
  • Gorgeous Lighthouse Views right from the Pool!
    From $228 per night (USD)

    VRBO

    Gorgeous Lighthouse Views right from the Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Think you can't have it ALL on your next Vacation? Think again - and check out fabulous Dancing Plover on Chincoteague I ...

    From $228 per night (USD)

    VRBO

    Details
  • A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!
    From $447 per night (USD)

    Expedia

    A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Black Skimmer - The Best Days are Beach Days..... Black Skimmers are known for their unique grace as they forage in ...

    From $447 per night (USD)

    Expedia

    Details
  • Oceanfront Efficiency direct ocean views pool, gym & near all
    From $375 per night (USD)

    VRBO

    Oceanfront Efficiency direct ocean views pool, gym & near all

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Best location for parking your car on the property & walking a few steps to the beach, bike riding, the inlet, places to ...

    From $375 per night (USD)

    VRBO

    Details
  • This house is a 3 bedroom(s), 2.5 bathrooms, located in Berlin, MD.
    From $214 per night (USD)

    Expedia

    This house is a 3 bedroom(s), 2.5 bathrooms, located in Berlin, MD.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Nestled within the serene and picturesque community of Bayside Landing in West Ocean City lies our stunning townhome, of ...

    From $214 per night (USD)

    Expedia

    Details
  • Find your 'Sea Treasure' on Chincoteague Island!
    From $184 per night (USD)

    VRBO

    Find your 'Sea Treasure' on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Looking for an incredible Chincoteague Island Vacation Experience? You just found it at Sea Treasure - a beautiful Duple ...

    From $184 per night (USD)

    VRBO

    Details
  • Painted Pony Cottage - Pet Friendly!
    From $207 per night (USD)

    Expedia

    Painted Pony Cottage - Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe ...

    From $207 per night (USD)

    Expedia

    Details
  • Seaside Serendipity on Chincoteague Island!
    From $208 per night (USD)

    VRBO

    Seaside Serendipity on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Seaside Serendipity - where happiness comes in waves.... Looking for the perfect beach getaway for your fam ...

    From $208 per night (USD)

    VRBO

    Details
  • Find your peace at One Peace Cottage
    From $176 per night (USD)

    Expedia

    Find your peace at One Peace Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Peace. Love. Beach. Have you been yearning for a break from the hectic day to day? An affordable getaway that will brin ...

    From $176 per night (USD)

    Expedia

    Details
  • Oyster Bay Hideaway on Chincoteague Island!
    From $161 per night (USD)

    VRBO

    Oyster Bay Hideaway on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Oyster Bay Hideaway - Beach Days are the Best Days….. Just imagine relaxing on the Deck taking in that salty, sweet bay ...

    From $161 per night (USD)

    VRBO

    Details
  • Welcome to Paradise!!
    From $239 per night (USD)

    Expedia

    Welcome to Paradise!!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Of all the paths you take in life, make sure a few of them are sandy….. Welcome to ‘Paradise’ on dreamy Chincoteague Is ...

    From $239 per night (USD)

    Expedia

    Details
  • Serendipity on Chincoteague - The perfect getaway!
    From $191 per night (USD)

    VRBO

    Serendipity on Chincoteague - The perfect getaway!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Just give me the Sea, and a little Cottage just to be….. Work, meetings, school, traffic, homework, repeat - right?! It ...

    From $191 per night (USD)

    VRBO

    Details
  • Sugar Shores - A sweet Vacation awaits you!
    From $216 per night (USD)

    Expedia

    Sugar Shores - A sweet Vacation awaits you!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sugar Shores - Your next Vacation can be both Salty and Sweet! When was the last time you had a Vacation that took your ...

    From $216 per night (USD)

    Expedia

    Details
  • Sunny Shack on Chincoteague Island!
    From $304 per night (USD)

    VRBO

    Sunny Shack on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Sunny Shack - The Best Days are Beach Days..….. Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This ...

    From $304 per night (USD)

    VRBO

    Details
  • Shore Beats Work - Affordable and Great Location!
    From $139 per night (USD)

    Expedia

    Shore Beats Work - Affordable and Great Location!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Ready to kick back and enjoy a little “island time”? ‘Shore Beats Work’! If you’re looking for the perfect Home Base f ...

    From $139 per night (USD)

    Expedia

    Details
  • Sunrise Serenade - AMAZING Views!
    From $107 per night (USD)

    VRBO

    Sunrise Serenade - AMAZING Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Have you always wanted to Vacation on Chincoteague Island, but couldn't bear the thought of 4 of you in a hotel room? Lo ...

    From $107 per night (USD)

    VRBO

    Details
  • starbright Cottage - Perfect Location and Pet Friendly!
    From $254 per night (USD)

    Expedia

    starbright Cottage - Perfect Location and Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    Reach for the Stars on your next Chincoteague Island Vacation….. Welcome to whimsical Starbright Cottage on beautiful C ...

    From $254 per night (USD)

    Expedia

    Details
  • Luxury Townhome WestOC -4 BRS \/ golf \/ asssateague
    From $740 per night (USD)

    VRBO

    Luxury Townhome WestOC -4 BRS \/ golf \/ asssateague

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    Summary: This luxurious 2,700 foot sq. foot townhouse is the perfect place to enjoy golf, fishing, or enjoying nearby at ...

    From $740 per night (USD)

    VRBO

    Details
  • Sea Bright 205-Bayside Downtown, Free WiFi, Elev, W\/D, AC
    Click For Pricing

    Expedia

    Sea Bright 205-Bayside Downtown, Free WiFi, Elev, W\/D, AC

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    This beautiful building and unit are located downtown in the heart of Old Town Ocean City. The secured building offers o ...

    Click For Pricing

    Expedia

    Details
  • Have a \Shell of a Time\ on Chincoteague Island!
    From $174 per night (USD)

    VRBO

    Have a \"Shell of a Time\" on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Ready to have a ‘Shell of a Time’ on your next trip to our Little Island by the Sea?! You will absolutely fall in love w ...

    From $174 per night (USD)

    VRBO

    Details
  • Inviting condo near the beach with balcony, central AC, & full kitchen
    From $154 per night (USD)

    Expedia

    Inviting condo near the beach with balcony, central AC, & full kitchen

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Sea Foam 7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...

    From $154 per night (USD)

    Expedia

    Details
  • Comfortable condo near the beach & downtown with private balcony
    From $155 per night (USD)

    VRBO

    Comfortable condo near the beach & downtown with private balcony

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Sea Foam 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...

    From $155 per night (USD)

    VRBO

    Details
  • Wonderview 208 - Breathtaking Channel Views!
    From $158 per night (USD)

    Expedia

    Wonderview 208 - Breathtaking Channel Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Wonderview 208 ~ Take the Journey to enjoy the View….. Life gets busy - work, kids, appointments, pets - it never seems ...

    From $158 per night (USD)

    Expedia

    Details
  • The Pearl at Grand Bay on Chincoteague Island!
    From $179 per night (USD)

    VRBO

    The Pearl at Grand Bay on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled ...

    From $179 per night (USD)

    VRBO

    Details
  • K and S Paradise on Chincoteague Island!
    From $223 per night (USD)

    Expedia

    K and S Paradise on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Life’s a Beach - If you’re not barefoot, you’re overdressed…. When was the last time your Vacation made you happier tha ...

    From $223 per night (USD)

    Expedia

    Details
  • Belmont Towers 405 - A Luxury Vacation Experience
    From $460 per night (USD)

    VRBO

    Belmont Towers 405 - A Luxury Vacation Experience

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Belmont 405 - Life is Better in Flip Flops! Day to day life gets busy, isn’t it time to make some of those unforgettabl ...

    From $460 per night (USD)

    VRBO

    Details
  • Huge private 4 Bedroom Home in an enriched amenity community with indoor pool!
    From $562 per night (USD)

    Expedia

    Huge private 4 Bedroom Home in an enriched amenity community with indoor pool!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    15

    Welcome to your perfect family retreat! This expansive private home offers an ideal setting for creating lasting memorie ...

    From $562 per night (USD)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $189 per night (USD)

    VRBO

    Only 5 min. from the Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Assateague Inn 213-2R has been TOTALLY updated and is STUNNING! All new bedding, carpet, paint, appliances and more! Sit ...

    From $189 per night (USD)

    VRBO

    Details
  • Surf Crest 101 - Pet Friendly Condo in a Great Downtown OCMD Location!
    From $376 per night (USD)

    Expedia

    Surf Crest 101 - Pet Friendly Condo in a Great Downtown OCMD Location!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Surf Crest 101 - Let the waves kiss your feet, and the sand be your seat! Have you been yearning for a little sun and s ...

    From $376 per night (USD)

    Expedia

    Details
  • Somerset on 2nd - Gorgeous Condo right on the Historic OCMD Boardwalk!
    From $491 per night (USD)

    VRBO

    Somerset on 2nd - Gorgeous Condo right on the Historic OCMD Boardwalk!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Somerset at 2nd 202 - Heaven seems a little closer when you’re sitting by the Ocean! The waves crashing on the Shore, b ...

    From $491 per night (USD)

    VRBO

    Details
  • Seaside Village 4-Spacious family home in West OC!
    From $267 per night (USD)

    Expedia

    Seaside Village 4-Spacious family home in West OC!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Looking for the Luxury OCMD Vacation of your dreams? Look no further than Seaside Village 4, a hidden Treasure right in ...

    From $267 per night (USD)

    Expedia

    Details
  • True Ocean Front
    From $539 per night (USD)

    VRBO

    True Ocean Front

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Stay on the beach with unobstructed ocean views and beautiful sun rises from your own private balcony. Access to Ocean C ...

    From $539 per night (USD)

    VRBO

    Details
  • Enjoy all that Chincoteague has to offer! Bbb bbb.
    From $185 per night (USD)

    VRBO

    Enjoy all that Chincoteague has to offer! Bbb bbb.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...

    From $185 per night (USD)

    VRBO

    Details
  • Catch of the Day on Chincoteague Island!
    From $260 per night (USD)

    VRBO

    Catch of the Day on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Memories at the Beach last a lifetime….. Hoping to land the big one this year for your Chincoteague Island Vacation? L ...

    From $260 per night (USD)

    VRBO

    Details
  • The Coastal Retreat you've been longing for!
    From $481 per night (USD)

    Expedia

    The Coastal Retreat you've been longing for!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Live for the moments you can’t put into words….. When was the last time you took a Vacation that truly took your breat ...

    From $481 per night (USD)

    Expedia

    Details
  • Channel View Charmer - Water Views and Pet Friendly!
    From $165 per night (USD)

    VRBO

    Channel View Charmer - Water Views and Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Channel View Charmer - Every moment has the potential to be amazing…. **Now Dog Friendly!** Looking for the perfect b ...

    From $165 per night (USD)

    VRBO

    Details
  • George's Retreat - Tucked away, yet close to the Beach!
    From $107 per night (USD)

    Expedia

    George's Retreat - Tucked away, yet close to the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Traveling - it leaves you speechless, then turns you into a Storyteller. Welcome to the Chincoteague Island Retreat you' ...

    From $107 per night (USD)

    Expedia

    Details
  • Lighthouse Overlook - Amazing Views!
    From $216 per night (USD)

    VRBO

    Lighthouse Overlook - Amazing Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lighthouse Overlook - Every day should be a Beach Day….. Life is busy - too busy at times, it seems. When was the last ...

    From $216 per night (USD)

    VRBO

    Details
  • Island Retreat - Lovely Marsh Views and Pet Friendly!
    From $155 per night (USD)

    Expedia

    Island Retreat - Lovely Marsh Views and Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of ...

    From $155 per night (USD)

    Expedia

    Details
  • Whelks on Willow - Private Pool!
    From $267 per night (USD)

    VRBO

    Whelks on Willow - Private Pool!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Whelks on Willow - Live in the Sunshine, Swim the Sea, drink the Wild Air..... Welcome to Whelks on Willow - a lovely ...

    From $267 per night (USD)

    VRBO

    Details
  • Comfortable home with tennis court, jetted tub, pool, W\/D, patio, & full kitchen
    From $180 per night (USD)

    Expedia

    Comfortable home with tennis court, jetted tub, pool, W\/D, patio, & full kitchen

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Assateague Pointe - Yardarm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...

    From $180 per night (USD)

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  • PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS
    From $428 per night (USD)

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    PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    4BR/2.5B***(Single Level Home) {2Q,2T, Bunk Q/T} Amenities: Central A/C, WiFi, Microwave, W/D, Dishwasher, hot tub, fir ...

    From $428 per night (USD)

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  • Boardwalk Bungalow | Whole House Downtown OC
    From $228 per night (USD)

    Expedia

    Boardwalk Bungalow | Whole House Downtown OC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    You want to be right in the middle of the action? Wait until you see this downtown Ocean Side beach cottage within walki ...

    From $228 per night (USD)

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  • Beach Breeze - Charming cottage; Close to town!
    From $273 per night (USD)

    VRBO

    Beach Breeze - Charming cottage; Close to town!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to "Beach Breeze"! This tastefully adorned vacation rental is a single story rancher home that has undergone maj ...

    From $273 per night (USD)

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  • Crystal Sands 11th st Unit#5
    From $211 per night (USD)

    Expedia

    Crystal Sands 11th st Unit#5

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Keep it simple at this peaceful and centrally-located place. Renovated, all new furnishings and finishes. Book your vaca ...

    From $211 per night (USD)

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  • Updated waterfront condo with washer\/dryer, central AC, & seasonal pool
    From $176 per night (USD)

    VRBO

    Updated waterfront condo with washer\/dryer, central AC, & seasonal pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    White Marlin 202A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $176 per night (USD)

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  • South Beach Boardwalk with Rooftop &  Indoor pool. Perfect Location!
    From $414 per night (USD)

    Expedia

    South Beach Boardwalk with Rooftop & Indoor pool. Perfect Location!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Experience the ultimate beach retreat at our 3BD/3BA condo in the sought-after South Beach building of Ocean City, MD. ...

    From $414 per night (USD)

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  • Chincoteague Pony Penning Hideaway
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    Chincoteague Pony Penning Hideaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our unique getaway is perfect for large families or a personal spot just for two. We have a great advantage because we a ...

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  • Lost Pearl
    From $256 per night (USD)

    Expedia

    Lost Pearl

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Comfortable home on a quiet street. Conveniently located close to town and Memorial Park. Great for a family vacation. ...

    From $256 per night (USD)

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  • EVENTIDE on Chincoteague Island!
    From $229 per night (USD)

    VRBO

    EVENTIDE on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    “Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been ...

    From $229 per night (USD)

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  • Happy Ours- Firepit, Close to Beach!
    From $245 per night (USD)

    Expedia

    Happy Ours- Firepit, Close to Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...

    From $245 per night (USD)

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  • Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
    From $178 per night (USD)

    VRBO

    Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Boho Beach Cottage, located in the heart of West Ocean City. Where elegant boho style meets the beach. Th ...

    From $178 per night (USD)

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    Details
  • Driftwood-  Close to Beach!!
    From $247 per night (USD)

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    Driftwood- Close to Beach!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Wonderful location - quiet street and close to the beach. Great one-level floor plan features: Updated fully equipped ki ...

    From $247 per night (USD)

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  • Amazing Bay view from this Assateague House Condo with Outdoor Pool!
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    Amazing Bay view from this Assateague House Condo with Outdoor Pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Spectacular corner unit with a big bay view! This property will WOW you from the moment you walk in! Beautifully decor ...

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  • 🌅🎢Bungalow 1 block to boardwalk on 4th st!
    From $296 per night (USD)

    Expedia

    🌅🎢Bungalow 1 block to boardwalk on 4th st!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Last original petite 1940 cottage at the beach. 300sqft. 2 blocks off the boardwalk, 1 block to the bay, skate park, tal ...

    From $296 per night (USD)

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  • Home in private gated community - Assateague Pointe\/tons of fun amenities
    From $190 per night (USD)

    VRBO

    Home in private gated community - Assateague Pointe\/tons of fun amenities

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Recently renovated Assateague Point unit. This 2 bedroom is well appointed and has that beachy feel from every corner. ...

    From $190 per night (USD)

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  • Somerset at 2nd 401 is a Family beach escape in a Dream location!
    From $464 per night (USD)

    Expedia

    Somerset at 2nd 401 is a Family beach escape in a Dream location!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Somerset at 2nd 401 - Live in the sunshine, swim in the sea, drink in the wild air! Life at the Beach, the waves crashi ...

    From $464 per night (USD)

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  • 107 Somerset Ave., Unit 301, Ocean City, Maryland
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    107 Somerset Ave., Unit 301, Ocean City, Maryland

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy a true beach experience for this year's vacation in this beautiful, large, end unit in Bel Mare with four balconie ...

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  • Lovely 2 Bedroom condo closer to Downtown and view of the Bay
    From $222 per night (USD)

    Expedia

    Lovely 2 Bedroom condo closer to Downtown and view of the Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A perfect location for a perfect vacation. This property's unique location is located across the street from the new 4t ...

    From $222 per night (USD)

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  • Beechnut Villa-Waterfront-Cozy
    From $234 per night (USD)

    VRBO

    Beechnut Villa-Waterfront-Cozy

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Waterfront duplex offers some of the best views of Assateague Island and the Lighthouse. Enjoy amazing views from the s ...

    From $234 per night (USD)

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  • Captain Freeland in Oyster Bay! Amazing Views of the Canal and Bay.
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    Expedia

    Captain Freeland in Oyster Bay! Amazing Views of the Canal and Bay.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Captain Freeland - Let the Sea set you Free..... Freedom - it's a State of Mind. The sense of freedom that comes with ...

    Click For Pricing

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  • Summer Creek - Waterview - Shared Dock, LINENS & TOWELS
    From $156 per night (USD)

    VRBO

    Summer Creek - Waterview - Shared Dock, LINENS & TOWELS

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, Dishwasher, WIFI, DVD, WiFi, Smart TV Streaming Only, W/D, Microwave, Deck, Shared Dock. The ...

    From $156 per night (USD)

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  • Discover luxury at our 5-bedroom beachfront property, designed for ultimate comfort and elegance
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    Expedia

    Discover luxury at our 5-bedroom beachfront property, designed for ultimate comfort and elegance

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Discover luxury at our 5-bedroom beachfront property, designed for ultimate comfort and elegance. Boasting a modern kitc ...

    Click For Pricing

    Expedia

    Details
  • Family-sized townhome in Berlin. 8 minute drive to Assateague Island.
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    VRBO

    Family-sized townhome in Berlin. 8 minute drive to Assateague Island.

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Large fully stocked kitchen. Incredible family room with sofa bed, shuffleboard table and game table. Short drive to Oce ...

    Click For Pricing

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  • Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
    From $216 per night (USD)

    Expedia

    Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Parrot Bay 25 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $216 per night (USD)

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  • 2 Bedroom Condo with Outdoor Pool!
    From $512 per night (USD)

    VRBO

    2 Bedroom Condo with Outdoor Pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Fantastic property for a family getaway! Perfectly located, The White Marlin complex is walking distance to many food, ...

    From $512 per night (USD)

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  • OCHG Bay Mist Bottom
    From $144 per night (USD)

    Expedia

    OCHG Bay Mist Bottom

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Classic Ocean City beach cottage with bay views! This charming bottom floor condo has all you need to complete ...

    From $144 per night (USD)

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  • OCHG Bay Mist House S
    From $151 per night (USD)

    VRBO

    OCHG Bay Mist House S

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Lovely beach bungalow with beautiful bay views. This classic beach house is located in downtown Ocean City step ...

    From $151 per night (USD)

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  • OCHG Bay Mist Top Sum
    From $143 per night (USD)

    Expedia

    OCHG Bay Mist Top Sum

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Beautiful 2 second floor condo in a charming Ocean City cottage! This 2 bedroom condo features serene bay views ...

    From $143 per night (USD)

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  • Four Bedroom West Ocean City Home with Pool
    From $823 per night (USD)

    VRBO

    Four Bedroom West Ocean City Home with Pool

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    The Space: Plenty of space for the whole family in this coastal-inspired West Ocean City home. This home offers four be ...

    From $823 per night (USD)

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    Details
  • Charming cottage near the boardwalk & beach with AC, WiFi, kitchen
    From $200 per night (USD)

    Expedia

    Charming cottage near the boardwalk & beach with AC, WiFi, kitchen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Cottages on St. Louis #2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...

    From $200 per night (USD)

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  • Charming cottage near beach\/boardwalk with modern amenities, AC, WiFi
    From $216 per night (USD)

    VRBO

    Charming cottage near beach\/boardwalk with modern amenities, AC, WiFi

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Cottages on St. Louis #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...

    From $216 per night (USD)

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  • Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette
    From $203 per night (USD)

    Expedia

    Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cottages on St. Louis #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...

    From $203 per night (USD)

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  • Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor
    From $265 per night (USD)

    VRBO

    Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Just completely Updated! Interior Photos Coming Soon, It is worth the wait! This beautiful unit offers spectacular view ...

    From $265 per night (USD)

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  • Mermaid Manor-Water Lovers Paradise
    From $632 per night (USD)

    Expedia

    Mermaid Manor-Water Lovers Paradise

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Just Listed! More Photos Coming Soon! This gorgeous home is located directly on the Assateague Channel and affords brea ...

    From $632 per night (USD)

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  • The Salty Pinecone-Waterfront-Peaceful
    From $365 per night (USD)

    VRBO

    The Salty Pinecone-Waterfront-Peaceful

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Fully Updated townhome with stunning views of Assateague Island & the Lighthouse. Located on deep water with Private B ...

    From $365 per night (USD)

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    Details
  • Oyster Catcher - Pet friendly; Deep water access!
    From $437 per night (USD)

    Expedia

    Oyster Catcher - Pet friendly; Deep water access!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...

    From $437 per night (USD)

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  • OCHG Oceanfront Villa 3
    From $296 per night (USD)

    VRBO

    OCHG Oceanfront Villa 3

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    20

    Summary: Close to all the action is this 5 bedroom 3 bath apartment. This place is perfect for family and friends that e ...

    From $296 per night (USD)

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    Details
  • Beautiful Townhome in West Ocean City - Indoor and Outdoor Pool
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    Expedia

    Beautiful Townhome in West Ocean City - Indoor and Outdoor Pool

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    7

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

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  • Gather family\/friends here! Poker table, foosball, Aracde machine and much more!
    From $1072 per night (USD)

    VRBO

    Gather family\/friends here! Poker table, foosball, Aracde machine and much more!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    15

    This is truly a vacation dream home! Leaving the neighborhood to the right is Ocean City, ride the waves or build sand c ...

    From $1072 per night (USD)

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    Details
  • Sunset Breeze - Waterfront!
    From $209 per night (USD)

    Expedia

    Sunset Breeze - Waterfront!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sunset Breeze - if you’re not wearing flip flops, you’re overdressed….. At the Beach, Life is different - Time doesn’t ...

    From $209 per night (USD)

    Expedia

    Details