A beach with gentle waves and a clear sky.

Assateague Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (650 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is CA $276
CA $310 total
includes taxes & fees
Oct 5 - Oct 6
Key West Cottages
Exterior

2. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (333 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is CA $217
CA $324 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina
A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

3. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is CA $145
CA $486 total
includes taxes & fees
Oct 8 - Oct 9
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A two-story building with a central entrance and a wooden walkway leading to it.

4. Assateague Inn 203 by Seaside Vacations & Sales

Assateague Inn 203 by Seaside Vacations & Sales
Chincoteague Island
9.2 out of 10, Wonderful, (9 reviews)
"Beautiful place. I’ve stayed at Assateague Inn on several occasions over the years but this was my first time in 203 and by far the nicest one I’ve stayed in. Newly renovated and tastefully d"
United States
Annette H.
The price is CA $163
CA $296 total
includes taxes & fees
Oct 6 - Oct 7
Assateague Inn 203 by Seaside Vacations & Sales
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
The price is CA $148
CA $276 total
includes taxes & fees
Oct 6 - Oct 7
Assateageue Inn 104 by Seaside Vacations & Sales
A covered porch with wicker chairs and a view of the outdoors.

6. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 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
The price is CA $233
CA $484 total
includes taxes & fees
Oct 7 - Oct 8
Pet-friendly creekside cottage w/ backyard
A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.

7. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (69 reviews)
"Overall nice stay!"
United States
Becky S.
The price is CA $171
CA $690 total
includes taxes & fees
Oct 5 - Oct 6
Bayfront Modern Retreat • Dock, Kayaks, Views
A cozy living room with a dining area, featuring a ceiling fan, a sofa, a coffee table, and a bookshelf.

8. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
9.8 out of 10, Exceptional, (19 reviews)
"Great location, easy check in, very clean, well decorated"
United States
sue g.
The price is CA $185
CA $467 total
includes taxes & fees
Oct 5 - Oct 6
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
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, (67 reviews)
"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."
United States
Francis
The price is CA $224
CA $642 total
includes taxes & fees
Oct 11 - Oct 12
The purple door at the bay.
A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

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

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (10 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is CA $156
CA $424 total
includes taxes & fees
Oct 20 - Oct 21
Central Location~Walk 2 Dining! Beach Pass & Gear!
A sandy beach with footprints and a person walking.

11. 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, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $170
CA $589 total
includes taxes & fees
Oct 5 - Oct 6
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
A house surrounded by dense trees and a wooden dock extending into a body of water.

12. 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, (20 reviews)
"This place was perfect. Beds were comfy, it had everything i needed in the kitchen, secluded enough to feel like you were alone with nature but close enough to drive to tourist attractions. Literally everything we we looking for. Added bonus was napping in the screened in porch."
United States
Jackie P.
The price is CA $169
CA $588 total
includes taxes & fees
Oct 19 - Oct 20
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
A beach with waves and a sunset.

13. 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, (82 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is CA $180
CA $432 total
includes taxes & fees
Oct 12 - Oct 13
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
A two-story building with a central entrance and a wooden walkway leading to it.

14. 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.
The price is CA $148
CA $276 total
includes taxes & fees
Oct 19 - Oct 20
Assateague Inn 213 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'.

15. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (384 reviews)
"The owners are awesome!! I couldn’t ask for a better experience."
United States
Jennifer
Shore Point Cottages
A two-story building with a central entrance and a wooden walkway leading to it.

16. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (37 reviews)
"The location was central with a deck out on the marsh, which was lovely. The pool seemed well kept and was nice. It was clean and the communication with the hosts was quite good. The smart TVs didn’t really work and could only work with live tv. No apps worked. Overall, though, would stay again."
United States
Erin
The price is CA $148
CA $276 total
includes taxes & fees
Oct 14 - Oct 15
Assateague Inn 111 by Seaside Vacations & Sales
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.

17. 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 traveller
The price is CA $177
CA $313 total
includes taxes & fees
Oct 5 - Oct 6
Assateague Inn 110 by Seaside Vacations & Sales
A two-story building with a central entrance and a wooden walkway leading to it.

18. Assateague Inn 100 by Seaside Vacations & Sales

Assateague Inn 100 by Seaside Vacations & Sales
Chincoteague
9.0 out of 10, Wonderful, (11 reviews)
"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"
United States
Sue S.
The price is CA $148
CA $276 total
includes taxes & fees
Oct 5 - Oct 6
Assateague Inn 100 by Seaside Vacations & Sales
A beachside view with a wooden deck, a chair, and a table.

19. Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (17 reviews)
"Nice pet friendly accommodation. "
United States
Claudia w.
Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
A beachside boardwalk with shops, a Ferris wheel, and a tram.

20. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (43 reviews)
"A perfect location if you want to explore downtown Berlin. It’s right in the heart of Main Street walking distance to everything.The apartment had everything we needed and was very cozy and clean . Would definitely book this spot again."
United States
Sarah V.
The price is CA $103
CA $327 total
includes taxes & fees
Oct 18 - Oct 19
On Main Street - Apartment C - Berlin, MD
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

Hotel Bethany Beach

Hotel Bethany Beach

10/10 Excellent
"Everything was perfect about this hotel! It was so clean, and we really enjoyed the free chocolate chip cookies and 2 adult beverages upon our arrival. Such a nice touch! We will definitely stay here again!"
Heidi 1-night trip
Posted 11 hours ago
Hotel Bethany Beach

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Assateague Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Assateague Island vacation rentals we have selected for you start as low as CA $152 per night. Entering your travel dates in the search wizard 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.