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, (651 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is ￥30,559
￥34,318 total
includes taxes & fees
Oct 6 - Oct 7
Key West Cottages
Exterior

2. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (334 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is ￥24,017
￥35,835 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 ￥16,101
￥53,863 total
includes taxes & fees
Oct 8 - Oct 9
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A building with a red roof and a dock extending into a body of water, surrounded by grassy areas and trees.

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 ￥18,060
￥32,833 total
includes taxes & fees
Oct 6 - Oct 7
Assateague Inn 203 by Seaside Vacations & Sales
Take in that salty, sweet sea breeze.

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 ￥16,366
￥30,612 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 ￥25,837
￥53,559 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 ￥17,979
￥75,198 total
includes taxes & fees
Oct 6 - Oct 7
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 ￥20,521
￥51,763 total
includes taxes & fees
Oct 11 - Oct 12
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 ￥24,861
￥71,124 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 ￥17,064
￥46,445 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 ￥18,784
￥65,235 total
includes taxes & fees
Oct 6 - Oct 7
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)
"Beautiful, clean, well appointed house in a peaceful setting. Easy & quick (20 minute) access to Assateague & Ocean City beaches without the chaos of staying in OC. Berlin and Snow Hill are fun historic eastern shore towns to explore. Take a day trip south to Pokomoke State Park for a calming non-beach nature experience. So nice we booked it again on our first day there."
United States
David M.
The price is ￥19,045
￥65,533 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 ￥21,310
￥49,281 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥16,366
￥30,612 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, (388 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
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 ￥16,366
￥30,612 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 traveler
The price is ￥19,566
￥34,674 total
includes taxes & fees
Oct 7 - Oct 8
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 ￥17,119
￥31,619 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥11,365
￥36,419 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

Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"Nice place. Great location"
Adrienne 2-night trip
Posted less than an hour ago
Princess Bayside Beach Hotel

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