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Assawoman Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
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 holiday rentals

Room

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (617 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is HK$1,708
HK$1,919 total
includes taxes & fees
8 Sept - 9 Sept
Key West Cottages
Living area

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 HK$1,592
HK$4,047 total
includes taxes & fees
1 Sept - 2 Sept
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 HK$1,985
HK$3,553 total
includes taxes & fees
26 Aug - 27 Aug
Pet-friendly creekside cottage w/ backyard
Private kitchen

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 HK$1,051
HK$2,100 total
includes taxes & fees
23 Aug - 24 Aug
Cozy Barn Loft: Country Views & Central to Beaches
Living area

5. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (30 reviews)
"Had a great stay! Place was very clean and host was great a communication."
United States
Jen G.
The price is HK$922
HK$1,643 total
includes taxes & fees
15 Sept - 16 Sept
Assateageue Inn 104 by Seaside Vacations & Sales
Living area

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 HK$1,235
HK$3,533 total
includes taxes & fees
23 Aug - 24 Aug
The purple door at the bay.
Beach

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 HK$1,569
HK$3,118 total
includes taxes & fees
19 Sept - 20 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Beach

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 HK$1,764
HK$4,306 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$1,193
HK$2,492 total
includes taxes & fees
22 Aug - 23 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 HK$913
HK$1,615 total
includes taxes & fees
13 Sept - 14 Sept
Assateague Inn 203 by Seaside Vacations & Sales
Living area

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 HK$1,098
HK$2,668 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$1,733
HK$4,385 total
includes taxes & fees
14 Sept - 15 Sept
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 HK$1,242
HK$2,696 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 HK$1,193
HK$2,794 total
includes taxes & fees
22 Aug - 23 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 HK$1,236
HK$2,061 total
includes taxes & fees
15 Sept - 16 Sept
Assateague Inn 102 by Seaside Vacations & Sales
Living area

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 HK$1,411
HK$2,562 total
includes taxes & fees
23 Aug - 24 Aug
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 HK$635
HK$1,479 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 HK$805
HK$1,496 total
includes taxes & fees
14 Sept - 15 Sept
Assateague Inn 213 by Seaside Vacations & Sales
Living area

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 HK$895
HK$1,613 total
includes taxes & fees
14 Sept - 15 Sept
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 HK$841
HK$1,536 total
includes taxes & fees
13 Sept - 14 Sept
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

Refuge Inn

Refuge Inn

10/10 Excellent
"We had a lovely, large room with a very comfortable bed, small table for breakfast, excellent coffee available just outside the lobby, and a nice balcony. The pool was lovely and there were lounge chairs and towels, as well as a shower to rinse off in before swimming. In addition, having the proximity to the Chincoteague National Refuge and easy driving to local restaurants and downtown were pluses. The Refuge Inn has a small-town, family feeling with all the amenities you could ask for."
Kathleen 2-night trip
Posted 1 hour ago
Refuge Inn

Find out more about Assawoman

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Frequently asked questions

Can I find holiday rentals in Assawoman?

Yes, there are holiday rentals close to the most popular sights in Assawoman, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Assawoman has to offer?

Blufin Bungalows & Marina: This holiday home rental outside of 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 wider area, you’ll find Assateague Point and Robert N. Reed Downtown Waterfront Park.

What are holiday rentals like in Assawoman?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Assawoman. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.