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Assawoman Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Assawoman vacation rentals

Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (619 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is AED 800
AED 899 total
includes taxes & fees
8 Sep - 9 Sep
Key West Cottages
Smart TV, offices

2. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is AED 706
AED 1,856 total
includes taxes & fees
25 Aug - 26 Aug
Bayfront Modern Retreat • Dock, Kayaks, Views
Interior

3. 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 AED 919
AED 1,653 total
includes taxes & fees
26 Aug - 27 Aug
Pet-friendly creekside cottage w/ backyard
Coffee/tea maker, fridge, microwave, oven

4. Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (23 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is AED 493
AED 984 total
includes taxes & fees
23 Aug - 24 Aug
Cozy Barn Loft: Country Views & Central to Beaches
TV, DVD player

5. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (31 reviews)
"Had a great stay! Place was very clean and host was great a communication."
United States
Jen G.
The price is AED 432
AED 782 total
includes taxes & fees
14 Sep - 15 Sep
Assateageue Inn 104 by Seaside Vacations & Sales
TV, DVD player

6. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (66 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 AED 579
AED 1,655 total
includes taxes & fees
23 Aug - 24 Aug
The purple door at the bay.
Beach nearby, sun loungers

7. 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, (78 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is AED 735
AED 1,460 total
includes taxes & fees
19 Sep - 20 Sep
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Beach nearby

8. 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, (47 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is AED 661
AED 1,807 total
includes taxes & fees
21 Sep - 22 Sep
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Interior

9. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is AED 559
AED 1,167 total
includes taxes & fees
23 Aug - 24 Aug
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Exterior

10. Assateague Inn 203 by Seaside Vacations & Sales

Assateague Inn 203 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (7 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 AED 428
AED 769 total
includes taxes & fees
13 Sep - 14 Sep
Assateague Inn 203 by Seaside Vacations & Sales
Smart TV, books

11. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful space. Lots of space for sleeping options. Easy check in process. Close to different shops!"
United States
Virginia D.
The price is AED 514
AED 1,250 total
includes taxes & fees
8 Sep - 9 Sep
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Interior

12. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
9.8 out of 10, Exceptional, (6 reviews)
"Loved staying at this house…plenty of room for everyone."
United States
ashley b.
The price is AED 808
AED 2,050 total
includes taxes & fees
21 Sep - 22 Sep
The Neigh-Neigh - Location! Location! Location!
Exterior

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

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (9 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is AED 574
AED 1,254 total
includes taxes & fees
24 Aug - 25 Aug
Central Location~Walk 2 Dining! Beach Pass & Gear!
Exterior

14. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is AED 559
AED 1,309 total
includes taxes & fees
23 Aug - 24 Aug
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Terrace/patio

15. Assateague Inn 102 by Seaside Vacations & Sales

Assateague Inn 102 by Seaside Vacations & Sales
Downtown Chincoteague
8.6 out of 10, Excellent, (10 reviews)
"Perfect location, unit was exactly as listed, very clean, had the essentials. We very much enjoyed our stay and the ease of checking in and out was the cherry on top."
United States
Julia S.
The price is AED 541
AED 924 total
includes taxes & fees
21 Sep - 22 Sep
Assateague Inn 102 by Seaside Vacations & Sales
Smart TV, books

16. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 608
AED 1,120 total
includes taxes & fees
21 Sep - 22 Sep
Cozy 2-bedroom house in Chincoteague
Interior

17. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (59 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is AED 298
AED 693 total
includes taxes & fees
23 Aug - 24 Aug
Cottage near the Bay
Exterior

18. 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 AED 377
AED 701 total
includes taxes & fees
15 Sep - 16 Sep
Assateague Inn 213 by Seaside Vacations & Sales
TV

19. Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 by Seaside Vacations & Sales
Chincoteague Island
9.8 out of 10, Exceptional, (8 reviews)
"Cute rooms in close proximity to several restaurants. "
United States
Sandy G.
The price is AED 419
AED 756 total
includes taxes & fees
14 Sep - 15 Sep
Assateague Inn 106 by Seaside Vacations & Sales
Exterior

20. Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.2 out of 10, Very Good, (10 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is AED 394
AED 728 total
includes taxes & fees
13 Sep - 14 Sep
Bella's Beach Retreat 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 Assawoman Hotel Reviews

Blufin Bungalows & Marina

Blufin Bungalows & Marina

8/10 Good
"Room was clean food on island wasn't to great and was pretty expensive. Blu fin was great other then septic system fills quick ac worked amazing very cold was great"
Scott 4-night trip
Posted 4 hours ago
Blufin Bungalows & Marina

Frequently asked questions

Can I find vacation rentals in Assawoman?

Yes, we give you a choice of vacation rentals near popular local attractions in Assawoman, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Assawoman?

Blufin Bungalows & Marina: This vacation home rental near Assawoman is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What can I see and do in Assawoman?

While exploring the area, visit family-friendly sights like Wallops Flight Facility, or get outside and enjoy nature at Chincoteague Channel. In the larger area, you’ll find Assateague Point and Robert N. Reed Downtown Waterfront Park.

What are vacation rentals like in Assawoman?

Vacation rentals are private accommodations you can stay in for a couple days or more in Assawoman. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.