A beach with gentle waves and a clear sky.

Assateague Island Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Assateague Island vacation rentals

A waterfront house with a balcony, dock, and a view of the water.

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (677 reviews)
"First time here and we absolutely loved it."
United States
Melissa
$126 nightly
The price is $142
Dec 16 - Dec 17
Total with taxes and fees
Key West Cottages
Exterior

2. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (344 reviews)
"We had a wonderful stay! The bungalow was nice, clean, and peaceful. It was the perfect place to relax and unwind. Would definitely stay again!"
United States
Rebecca
$137 nightly
The price is $154
Dec 16 - Dec 17
Total with taxes and fees
Blufin Bungalows & Marina
A covered porch with wicker chairs and a view of the outdoors.

3. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (141 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
$304 nightly
The price is $329
Nov 16 - Nov 17
Total with taxes and fees
Pet-friendly creekside cottage w/ backyard
A beach with waves and a sunset.

4. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (87 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
$249 nightly
The price is $280
Dec 3 - Dec 4
Total with taxes and fees
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
A modern living room with a sliding glass door to a deck, a dining area with a table and chairs, and a cozy seating area with a sofa and cushions.

5. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (35 reviews)
"Our room was clean and ready for our stay. We could walk to some shops, miniature golfing,restaurants."
United States
Paula
$178 nightly
The price is $193
Nov 17 - Nov 18
Total with taxes and fees
Assateageue Inn 104 by Seaside Vacations & Sales
A two-story building with a central entrance and a wooden walkway leading to it.

6. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (39 reviews)
"Great for a quick weekend trip! Everything in listing was as described"
United States
mckenzie S.
$178 nightly
The price is $193
Nov 17 - Nov 18
Total with taxes and fees
Assateague Inn 111 by Seaside Vacations & Sales
A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

7. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (405 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
$105 nightly
The price is $118
Nov 19 - Nov 20
Total with taxes and fees
Shore Point Cottages
A cozy living room with a sofa, a coffee table, and a TV mounted on the wall.

8. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (7 reviews)
"Ramsey is a great host and provided everything we needed!"
United States
Kendall M.
$246 nightly
The price is $276
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2-bedroom house in Chincoteague
A sunroom with wicker furniture, large windows, and a view of the water.

9. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (69 reviews)
"Great location"
United States
Rick K.
$381 nightly
The price is $421
Nov 16 - Nov 17
Total with taxes and fees
The purple door at the bay.
A sandy beach with footprints and a person walking.

10. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (49 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
$350 nightly
The price is $393
Nov 17 - Nov 18
Total with taxes and fees
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

11. Central Location~Walk 2 Dining! Beach Pass & Gear!

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (11 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
$235 nightly
The price is $255
Nov 17 - Nov 18
Total with taxes and fees
Central Location~Walk 2 Dining! Beach Pass & Gear!
A balcony with a view of a river, greenery, and distant buildings.

12. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,332 reviews)
"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"
United States
cara
$94 nightly
The price is $106
Nov 28 - Nov 29
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A large house with a swimming pool, a covered patio, and a view of the water.

13. Coastal Retreat - EV Charger - Near Marina & Beaches

Coastal Retreat - EV Charger - Near Marina & Beaches
Captain's Cove
$348 nightly
The price is $384
Nov 28 - Nov 29
Total with taxes and fees
Coastal Retreat - EV Charger - Near Marina & Beaches
A house surrounded by dense trees and a wooden dock extending into a body of water.

14. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (21 reviews)
"This was an amazing property and a wonderful experience from start to finish."
United States
Benjamin G.
$367 nightly
The price is $411
Dec 1 - Dec 2
Total with taxes and fees
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
A two-story building with a central entrance and a wooden walkway leading to it.

15. Assateague Inn 105 by Seaside Vacations & Sales

Assateague Inn 105 by Seaside Vacations & Sales
Chincoteague Island
8.6 out of 10, Excellent, (19 reviews)
"As usual we had a wonderful stay at the Assateague Inn and cannot wait for our next visit. "
United States
Sarah M.
$178 nightly
The price is $193
Nov 30 - Dec 1
Total with taxes and fees
Assateague Inn 105 by Seaside Vacations & Sales
A two-story building with a central entrance and a wooden walkway leading to it.

16. Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"Great stay!"
United States
Lauren P.
$178 nightly
The price is $193
Nov 17 - Nov 18
Total with taxes and fees
Assateague Inn 213 by Seaside Vacations & Sales
A living room with a blue sofa, a wooden dining table with chairs, a TV, and a balcony with blue curtains.

17. Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 by Seaside Vacations & Sales
Chincoteague Island
9.2 out of 10, Wonderful, (12 reviews)
"Cute rooms in close proximity to several restaurants. "
United States
Sandy G.
$178 nightly
The price is $193
Nov 17 - Nov 18
Total with taxes and fees
Assateague Inn 106 by Seaside Vacations & Sales
A large outdoor swimming pool with people swimming and lounging, surrounded by a fence and shaded areas.

18. Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (58 reviews)
"The cottage location is great for golf, less than 20 minutes ride to most courses. Also dining in Berlin is better than traffic to Oean City."
United States
Joe
$309 nightly
The price is $346
Nov 17 - Nov 18
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague
A living room with a sofa, ottoman, and dining table with chairs. There is a television on the wall and a window with a view of the outside.

19. Assateague Inn 110 by Seaside Vacations & Sales

Assateague Inn 110 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (12 reviews)
"The whole stay was excellent and the property was in an excellent location. Surprisingly quiet considering the proximity to restaurants and activities."
United States
Anonymous traveler
$200 nightly
The price is $218
Nov 17 - Nov 18
Total with taxes and fees
Assateague Inn 110 by Seaside Vacations & Sales
A two-story building with a central entrance and a wooden walkway leading to it.

20. Assateague Inn 100 by Seaside Vacations & Sales

Assateague Inn 100 by Seaside Vacations & Sales
Chincoteague
8.6 out of 10, Excellent, (14 reviews)
"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"
United States
Sue S.
$178 nightly
The price is $193
Nov 17 - Nov 18
Total with taxes and fees
Assateague Inn 100 by Seaside Vacations & Sales
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Assateague Island Hotel Reviews

The Americana Hotel

The Americana Hotel

10/10 Excellent
"Its our go to place to stay when visiting OC."
earl 4-night trip
Posted less than an hour ago
The Americana Hotel

Find out more about Assateague Island

Everything you need to know about Assateague Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Assateague Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Assateague Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Assateague Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Assateague Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Assateague Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Assateague Island rentals

At Expedia, we put the best Assateague Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Assateague Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Assateague Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Assateague Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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