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Assawoman Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Assawoman holiday rentals

Exterior

1. 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 HK$1,194
HK$1,781 total
includes taxes & fees
13 Oct - 14 Oct
Blufin Bungalows & Marina
A waterfront house with a balcony, dock, and a view of the water.

2. 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 HK$1,519
HK$1,706 total
includes taxes & fees
6 Oct - 7 Oct
Key West Cottages
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 HK$800
HK$2,678 total
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Downtown: Tranquil Abode in Chincoteague!
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.

4. 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 HK$814
HK$1,522 total
includes taxes & fees
6 Oct - 7 Oct
Assateageue Inn 104 by Seaside Vacations & Sales
A two-story building with a central entrance and a wooden walkway leading to it.

5. Assateague Inn 203 by Seaside Vacations & Sales

Assateague Inn 203 by Seaside Vacations & Sales
Chincoteague Island
9.2 out of 10, Wonderful, (9 reviews)
"We had a mommy-daughter mini-getaway to celebrate her 9th birthday! The area is very walkable, but also easy to drive and navigate the rest of the island. Our room was clean, as advertised, and the perfect place to relax, eat, and recharge. We loved the pool! The check-in/check-out process was very easy."
United States
Nora T.
The price is HK$898
HK$1,632 total
includes taxes & fees
6 Oct - 7 Oct
Assateague Inn 203 by Seaside Vacations & Sales
A cozy living room with a dining area, featuring a ceiling fan, a sofa, a coffee table, and a bookshelf.

6. 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 HK$1,020
HK$2,573 total
includes taxes & fees
11 Oct - 12 Oct
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
A sandy beach with footprints and a person walking.

7. 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 HK$934
HK$3,243 total
includes taxes & fees
9 Oct - 10 Oct
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
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.

8. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
9.8 out of 10, Exceptional, (9 reviews)
"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."
United States
Katlyn
The price is HK$518
HK$2,741 total
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

9. 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 HK$804
HK$2,259 total
includes taxes & fees
19 Oct - 20 Oct
Central Location~Walk 2 Dining! Beach Pass & Gear!
A sunroom with wicker furniture, large windows, and a view of the water.

10. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (68 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$1,236
HK$3,536 total
includes taxes & fees
12 Oct - 13 Oct
The purple door at the bay.
A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.

11. 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 HK$867
HK$3,709 total
includes taxes & fees
6 Oct - 7 Oct
Bayfront Modern Retreat • Dock, Kayaks, Views
A beach with waves and a sunset.

12. 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 HK$902
HK$2,247 total
includes taxes & fees
3 Nov - 4 Nov
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
A covered outdoor seating area with wooden benches and a glass door leading to a room with a sofa and a bed.

13. 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$1,188
HK$1,988 total
includes taxes & fees
6 Oct - 7 Oct
Assateague Inn 102 by Seaside Vacations & Sales
A cozy living room with a sofa, a coffee table, and a TV mounted on the wall.

14. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
"The host was very responsive and brought toys over for our children to help occupy them while we were there. The host is also connected to the Daisey's Island Cruises and gave us a discounted price to take in the cruise while we were on the island. That was very enjoyable and helped us learn more about the island and the annual pony round-up. It suited our family of 5 well."
United States
Cleason H.
The price is HK$1,271
HK$2,388 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 2-bedroom house in Chincoteague
A staircase with a dark door at the bottom and a light fixture above it.

15. 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$1,194
HK$2,494 total
includes taxes & fees
11 Oct - 12 Oct
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
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.
The price is HK$814
HK$1,531 total
includes taxes & fees
19 Oct - 20 Oct
Assateague Inn 213 by Seaside Vacations & Sales
A covered porch with wicker chairs and a view of the outdoors.

17. 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$1,284
HK$2,663 total
includes taxes & fees
7 Oct - 8 Oct
Pet-friendly creekside cottage w/ backyard
A covered porch with a red swing chair, white chairs, and a view of the street.

18. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay close to town. Charming screened porch, well appointed kitchen, plenty of space for us."
United States
Veronika B.
The price is HK$1,256
HK$3,781 total
includes taxes & fees
6 Oct - 7 Oct
The Neigh-Neigh - Location! Location! Location!
A living room with a blue sofa, a wooden dining table with chairs, a TV, and a balcony with blue curtains.

19. Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (9 reviews)
"Cute rooms in close proximity to several restaurants. "
United States
Sandy G.
The price is HK$814
HK$1,522 total
includes taxes & fees
7 Oct - 8 Oct
Assateague Inn 106 by Seaside Vacations & Sales
A two-story house with a front porch, a number '23314' on the door, and a small bench.

20. 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, (22 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$1,194
HK$2,797 total
includes taxes & fees
12 Oct - 13 Oct
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
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

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent
"We were greeted upon entering the hotel by the 2 desk clerks. The kitchen staff and cleaning crew, along with the front desk personnel, were all very friendly and attentive. The bed was comfortable. It was a nice touch to have 2 choices for pillow, fiber fill or down. The room was spacious and adequate for our needs. We love that there is a night light in a bathroom. That is so helpful in the middle of the night in a very dark room. The hot tub was relaxing. The second night of our stay, the water was hot but, the jets were not working. The breakfast was good and the staff kept everything well stocked. It would be really nice to have a pitcher of citrus water available, as well. Thank you for a great stay in Chincoteague. What a great town."
Kathy 2-night trip
Posted 16 hours ago
Hampton Inn & Suites Chincoteague Waterfront

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.