Assateague Island, Virginia Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Assateague Island, Virginia on RentalSaver.com!

Assateague Island Rentals

From $215 per night (USD)
VRBO
Enjoy all that Chincoteague has to offer! Bbb bbb.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...
From $215 per night (USD)
VRBO
From $393 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 $393 per night (USD)
Expedia
From $226 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 $226 per night (USD)
VRBO
From $153 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 $153 per night (USD)
Expedia
From $179 per night (USD)
VRBO
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 $179 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $324 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 $324 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Boardwalk Bungalow | Whole House Downtown OC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: You want to be right in the middle of the action? Wait until you see this downtown Ocean Side beach cottage wit ...
From $455 per night (USD)
Expedia
From $371 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 $371 per night (USD)
VRBO
$Updated waterfront condo with washer\/dryer, central AC, & seasonal pool$
From $270 per night (USD)
Expedia
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 $270 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
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)
Expedia
From $325 per night (USD)
VRBO
EVENTIDE on Chincoteague Island!
Bedrooms:
3
Bathrooms:
2
Sleeps:
10
“Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...
From $325 per night (USD)
VRBO
From $236 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 $236 per night (USD)
Expedia
From $165 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 $165 per night (USD)
VRBO
From $264 per night (USD)
Expedia
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 $264 per night (USD)
Expedia
From $463 per night (USD)
VRBO
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 $463 per night (USD)
VRBO
From $497 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 $497 per night (USD)
Expedia
From $358 per night (USD)
VRBO
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 ...
From $358 per night (USD)
VRBO
From $281 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 $281 per night (USD)
Expedia
$Home in private gated community - Assateague Pointe\/tons of fun amenities$
From $188 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 $188 per night (USD)
VRBO
From $598 per night (USD)
Expedia
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 $598 per night (USD)
Expedia
From $278 per night (USD)
VRBO
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 $278 per night (USD)
VRBO
From $434 per night (USD)
Expedia
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 $434 per night (USD)
Expedia
From $326 per night (USD)
VRBO
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 $326 per night (USD)
VRBO
From $330 per night (USD)
Expedia
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 $330 per night (USD)
Expedia
From $295 per night (USD)
VRBO
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 $295 per night (USD)
VRBO
From $854 per night (USD)
Expedia
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 $854 per night (USD)
Expedia
From $229 per night (USD)
VRBO
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 enter ...
From $229 per night (USD)
VRBO
$Charming cottage near beach\/boardwalk with modern amenities, AC, WiFi$
From $231 per night (USD)
Expedia
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 enter ...
From $231 per night (USD)
Expedia
From $232 per night (USD)
VRBO
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 enter ...
From $232 per night (USD)
VRBO
From $265 per night (USD)
Expedia
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)
Expedia
From $598 per night (USD)
VRBO
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 $598 per night (USD)
VRBO
From $320 per night (USD)
Expedia
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 $320 per night (USD)
Expedia
From $576 per night (USD)
VRBO
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 $576 per night (USD)
VRBO
From $356 per night (USD)
Expedia
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 ...
From $356 per night (USD)
Expedia
From $274 per night (USD)
VRBO
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 $274 per night (USD)
VRBO
From $275 per night (USD)
Expedia
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 $275 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Closest Community to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
“Time has a wonderful way of showing us what really matters…..” ~ Unknown Time flies, as they say - you blink and the k ...
From $231 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Cozy downtown villa near boardwalk and beach sleeps 10 persons
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
New listing Alert!!! Welcome to Fifth Street Downtown Villa—a spacious and charming two-level home perfectly situated in ...
From $464 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Tranquil 3-bedroom house in Ocean City with AC, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming house in Ocean City offers a tranquil retreat for guests. With 3 cozy bedrooms and 2 bathrooms, this gorge ...
From $219 per night (USD)
VRBO
From $651 per night (USD)
Expedia
One of the largest oceanfront balconies overlooking the beach and boardwalk!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Just Purchased! No interior photos as the owner is putting in new floors, new furniture and painting! Will be ready fo ...
From $651 per night (USD)
Expedia
From $317 per night (USD)
VRBO
2 Bedroom downtown, with a pool, , close to the beach and boardwalk
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to Parrot Bay Unit 7, a delightful vacation rental located just a short walk from the famous Ocean City Boardwal ...
From $317 per night (USD)
VRBO
$Epic Bay Views Steps to M.R. Duck\/Boardwalk\/Beach\/Bikes - A$
From $610 per night (USD)
Expedia
Epic Bay Views Steps to M.R. Duck\/Boardwalk\/Beach\/Bikes - A
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
This is an OCBeachfrontRentals. com premiere property! PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 LINENS & TOWEL ...
From $610 per night (USD)
Expedia
$Epic Bay Views Steps to M.R. Duck\/Boardwalk\/Beach\/Bikes - C$
From $418 per night (USD)
VRBO
Epic Bay Views Steps to M.R. Duck\/Boardwalk\/Beach\/Bikes - C
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
This is an OCBeachfrontRentals. com premiere property! PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 LINENS & TOWELS PR ...
From $418 per night (USD)
VRBO
$Epic Bay Views Steps to M.R. Duck\/Boardwalk\/Beach\/Bikes - B$
From $421 per night (USD)
Expedia
Epic Bay Views Steps to M.R. Duck\/Boardwalk\/Beach\/Bikes - B
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
This is an OCBeachfrontRentals. com premiere property! PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 LINENS & TOWELS PR ...
From $421 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Belmont Towers 707 |Ocean View| Balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: This is an Ocean City Vacation Homes property. Experience breathtaking ocean views from Belmont Towers 707, a s ...
From $349 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Your Chincoteague adventure begins at this 2-bedroom townhome. Step inside and be greeted by the gorgeous decor and soot ...
From $126 per night (USD)
Expedia
$Cantering Sands- 3BR\/2Bath home w\/ lovely landscaped yard patio & Sc Porch.$
From $304 per night (USD)
VRBO
Cantering Sands- 3BR\/2Bath home w\/ lovely landscaped yard patio & Sc Porch.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Amenities:3BR/2B***(1B Down2T , 2 bedroom (2Q) up) {2T,2Q} Linens and Towels Provided, screen porch, wifi, ROKU TV. NO S ...
From $304 per night (USD)
VRBO
$Sanibel Seas 4BR 3.5BA Townhome w\/pool$
From $581 per night (USD)
Expedia
Sanibel Seas 4BR 3.5BA Townhome w\/pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Summary: Discover brand new luxury vacationing in this exquisite 4 BR 3.5BA townhome w/a garage just a short walk from t ...
From $581 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Beautiful 2 Bedroom Condo with a View of the Bay and an Bayfront Outdoor Pool Only Two Blocks to the Beach and Boardwalk!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Downtown Ocean City: The Assateague House is two blocks from the Boardwalk and Beach on Worcester Street. Assateague Ho ...
From $466 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Charming 2-bedroom cottage in the heart of West Ocean City
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unwind in Ocean City at this lovely cottage. Thoughtful coastal vibe enhances this 900 sf home with everything you could ...
From $188 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Boho chic modern 1-bedroom cottage with AC, WiFi in the heart of West Ocean City
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This marvelous cottage in Ocean City offers a cozy retreat for guests. With a comfortable king bed in the bedroom and a ...
From $194 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Cozy Heaven 17 2bd sleeps 4 West OC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your cozy retreat in the heart of West Ocean City! Located in a tranquil neighborhood surrounded by nature an ...
From $229 per night (USD)
Expedia
From $940 per night (USD)
VRBO
Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Tie up your boat at our Deep Water Dock. Swim from the Dock! Escape to this brilliant 4-bedroom Chincoteague retreat o ...
From $940 per night (USD)
VRBO
$2 Br \/ 2 bath townhouse downtown OC by Rt 50 bridge, great location for festivals$
From $435 per night (USD)
Expedia
2 Br \/ 2 bath townhouse downtown OC by Rt 50 bridge, great location for festivals
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $435 per night (USD)
Expedia
$2 Br\/2Ba townhouse in downtown OC by Rt 50 bridge, perfect location for festival goers$
From $426 per night (USD)
VRBO
2 Br\/2Ba townhouse in downtown OC by Rt 50 bridge, perfect location for festival goers
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $426 per night (USD)
VRBO
$2 Br \/ 2 Ba townhouse, downtown OC next to Rt 50 Bridge, perfect location for festival goers!$
From $428 per night (USD)
Expedia
2 Br \/ 2 Ba townhouse, downtown OC next to Rt 50 Bridge, perfect location for festival goers!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $428 per night (USD)
Expedia
$Brand new Villas by the Rt 50 bridge, perfect location for festival goers, 2 br \/ 2 baths occ 8$
From $401 per night (USD)
VRBO
Brand new Villas by the Rt 50 bridge, perfect location for festival goers, 2 br \/ 2 baths occ 8
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $401 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Downtown 3 bedroom condo. 2 blocks to the boardwalk, beach and Atlantic Ocean! NW2
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
DOWNTOWN Ocean City 3 bedroom modern townhouse in one of the best locations you will find - just a couple of blocks away ...
From $314 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Bay Pony on Chincoteague - Pool and 5 min. to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Isn't it time for a new romance.....with Life?! A visit to fabulous Bay Pony is certainly the place to begin. This pheno ...
From $251 per night (USD)
VRBO
From $525 per night (USD)
Expedia
OCbeachparadise, Paradise Off The Boardwalk
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A rare find to be a part of the magic and excitement of the downtown boardwalk area, inlet, and vast open beach area. Th ...
From $525 per night (USD)
Expedia
From $633 per night (USD)
VRBO
OC Downtown Dream Home sleeps 10
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
*** 21+ to book, no senior week rentals*** Welcome to your dream home in the heart of Ocean City, Maryland! This spacio ...
From $633 per night (USD)
VRBO
From $2076 per night (USD)
Expedia
Indulge in coastal luxury for your vacation escape
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
Indulge in coastal luxury for your vacation escape. This home showcases exquisite craftsmanship and mesmerizing ocean vi ...
From $2076 per night (USD)
Expedia
From $508 per night (USD)
VRBO
605 RENOVATED Belmont Towers Ocean Boardwalk EPIC, 605 RENOVATED Belmont Towers Ocean Boardwalk EPIC
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
"Book 2 nights and get a weeknight free for stays now thru March 13th" This is an OCBeachfrontRentals. com premiere pro ...
From $508 per night (USD)
VRBO
From $268 per night (USD)
VRBO
3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Close to the beach! Enjoy this unique and tranquil 2 bedroom home with occupancy for 6. Pack and play crib is also avail ...
From $268 per night (USD)
VRBO
From $146 per night (USD)
VRBO
Soothing apartment with private parking in Ocean City - Perfect for a getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the perfect beach getaway! This charming rental offers one bedroom, one bathroom, a fully equipped kitchen, a ...
From $146 per night (USD)
VRBO
From $418 per night (USD)
VRBO
My Happy Place : Space for EVERYONE plus a PRIVATE POOL too!
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
If you're looking for a spacious vacation home suitable for ALL of your friends and family members, My Happy Place will ...
From $418 per night (USD)
VRBO
Click For Pricing
VRBO
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
VRBO
From $278 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 $278 per night (USD)
Expedia
$Riptide’s Crossing: A waterfront getaway w\/deep water dock and incredible views$
From $406 per night (USD)
VRBO
Riptide’s Crossing: A waterfront getaway w\/deep water dock and incredible views
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
When you need to check off ALL of the boxes, you'll find everything you’re looking for at "Riptide's Retreat". Named ...
From $406 per night (USD)
VRBO
From $457 per night (USD)
VRBO
Sunset in Sunnywood: A peaceful retreat with a PRIVATE POOL!
Bedrooms:
3
Bathrooms:
4
Sleeps:
18
Nestled away on a serene and private lot in the sought-after Sunnywood neighborhood, this beloved vacation home will mak ...
From $457 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Surf Crest 205 |Boardwalk| South OC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Surf Crest 205, a charming coastal retreat in the heart of Ocean City, MD! Perfectly located just st ...
From $376 per night (USD)
VRBO
From $573 per night (USD)
VRBO
Beautiful & Comfortable Waterfront Home with Private Dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to this comfortable two-story coastal home that provides the tranquility of a stunning waterfront retreat while ...
From $573 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Walk to the Marinas & all the fun stuff! Cottage from the movie Ping Pong Summer
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quaint historic fishermans cottage on the commercial fishing harbor in West Ocean City. Walk to Harborside Bar and Gril ...
From $373 per night (USD)
VRBO
From $731 per night (USD)
VRBO
Waterfront Home in West Ocean CIty
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Waterfront home located on the commercial fishing harbor in West Ocean City. Close to numerous restaurants, marinas and ...
From $731 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Belmont Towers Beauty in the Heart of Ocean City
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
YOU WONT BE DISSAPOINTED! Not your typical Ocean City rental. Belmont Towers was built in 2007 Located on the widest spa ...
From $361 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Wildflower - Waterfront; Deep water dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio per ...
From $292 per night (USD)
Expedia
$Return - Waterfront w\/ Boat dock!$
From $623 per night (USD)
VRBO
Return - Waterfront w\/ Boat dock!
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Isl ...
From $623 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Almost Heaven - Pet friendly; Waterfront home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A lovely 3 bedroom waterfront Victorian home that features a first-floor bedroom with a queen bed and full bathroom with ...
From $326 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Misty's Thicket - Water access; Screened porches!
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Located on South Ridge Road, this lovely town-home features a private pier, central air conditioning, and galley style k ...
From $243 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Shady Side - Water access, screened porch!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Shady Side is located in Piney Island, which is among the closest communities to the beach. There is community water acc ...
From $318 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Morning Memories - Pet friendly; Shared pool & dock!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
A light, bright and airy beach rental with community pool and water access with shared dock. The spacious 2 bedroom, 2.5 ...
From $242 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Stingray - Waterfront; Waterside balcony!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, fea ...
From $286 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Moon Rising - Waterfront; Shared dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck ...
From $311 per night (USD)
VRBO
$Mermaid Crossing - Pet friendly; Waterfront w\/ Dock!$
From $336 per night (USD)
Expedia
Mermaid Crossing - Pet friendly; Waterfront w\/ Dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Comfortable, pet friendly home on large, side-creek lot with fantastic views from both the front and back of house! Exce ...
From $336 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Marsh Point - Screened Porch & Shared Dock!
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Located just off of Ridge Road on the southern portion of the island, you'll find Marsh Point. A two bedroom, two and a ...
From $249 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Southern Exposure - Waterfront; Boat dock!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Southern Exposure is nestled along the natural shoreline of the Assateague Channel, offering some of the most beautiful ...
From $512 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Tall Pines - Pet friendly; Screened porch!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in lovely Piney Island within a short bike ride to the beach. This single story 2 bedroom, 1.5 bathroom house of ...
From $238 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Island Estate - Pet friendly; Private pool & dock!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This ...
From $535 per night (USD)
Expedia
$Dockside - Waterfront Condo w\/ Boat Dock!$
From $452 per night (USD)
VRBO
Dockside - Waterfront Condo w\/ Boat Dock!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic vie ...
From $452 per night (USD)
VRBO
$Channel Watch - Waterfront home w\/ Private Pier!$
From $442 per night (USD)
Expedia
Channel Watch - Waterfront home w\/ Private Pier!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Located down a gravel road that runs parallel to Assateague Channel, you'll find Channel Watch nestled in between the pi ...
From $442 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Island Thyme - Hot tub; Carnival location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-i ...
From $238 per night (USD)
VRBO
$Conch Shell - Waterfront villa w\/ wrap around deck!$
From $416 per night (USD)
Expedia
Conch Shell - Waterfront villa w\/ wrap around deck!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The house is located on Pine Drive in Piney Island - the closest neighborhood to the beach - convenient for shopping and ...
From $416 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Island Sunrise - Pet friendly; waterfront duplex!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Island Sunrise is gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this house ...
From $382 per night (USD)
VRBO
$Blue Chair Bay - Waterfront townhome w\/ Fishing pier!$
From $315 per night (USD)
Expedia
Blue Chair Bay - Waterfront townhome w\/ Fishing pier!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
If you're looking for a little slice of paradise at the beach, look no further! This delightful townhome is adorned with ...
From $315 per night (USD)
Expedia
$Blue Point - Pet friendly w\/ Outdoor shower!$
From $263 per night (USD)
VRBO
Blue Point - Pet friendly w\/ Outdoor shower!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague-style home features a large ...
From $263 per night (USD)
VRBO
Click For Pricing
Expedia
Lighthouse Estates #11 - Water views; Pool & Dock!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Great 2 bedroom, 2.5 bath townhome in Lighthouse Estates community off East Side Drive. This home features all amenities ...
Click For Pricing
Expedia
From $211 per night (USD)
VRBO
Heron Landing - In town; Coastal Cottage!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Three words : Charming. Coastal. Cottage. Located just off of Ridge Road, in the center of the island, you'll find this ...
From $211 per night (USD)
VRBO
$Horseshoe Hideaway - Cozy home w\/ screened porches!$
From $257 per night (USD)
Expedia
Horseshoe Hideaway - Cozy home w\/ screened porches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in a secluded neighborhood, in the middle of town, 'Horseshoe Hideaway' is comfortably situated back off of a ba ...
From $257 per night (USD)
Expedia

Search Your Destination Now!

Assateague Island Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 694 Rentals