Holiday Rentals in Assawoman

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Holiday Rentals in Assawoman

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (351)
"I would have liked to have been greeted when we arrived. Kerri Moller wasn't very friendly :( The other workers on the property were very nice and friendly. The first impression means a lot! All guest should be greeted with a smile and if working with another guest, an I'll be right with you would be nice and not to mention PROFESSIONAL!"
The price is €177
includes taxes & fees
28 Apr - 29 Apr
Key West Cottages

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (99)
"We loved staying in the floating bungalows- what a cool experience! "
Blufin Bungalows & Marina

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (22)
"We stayed at this property for 3 nights. It was perfect for a weekend getaway for a couple located within 10-15 minutes of all the popular spots on the island. The space was fairly small but it met our needs and has a nice waterfront porch. The listing mentioned there was laundry on site but it was not in the unit and I didn’t see any information given about where it was, but this wasn’t a problem for us. I’m sure if we asked, the representative would’ve told us how to access it if we had...
Waterfront on Marsh Island!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

10.0 out of 10, Exceptional, (42)
"Enjoyed staying at the place with some friends and colleagues— the place was clean and cutely decorated. The bikes were nice and wish we had time for the kayaks but we were working for part of the weekend! Thanks for the stay ! Cheers!"
The price is €253
includes taxes & fees
30 Apr - 1 May
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

SeaLaVie!!!

9.8 out of 10, Exceptional, (40)
"Wonderful town, friendly people, good food, amazing Refuge with horses, wildlife. We just absolutely adore Chincoteague. Cottage was cozy, comfortable, good location. Dogs loved the nearby fog park. Hostess was friendly, very helpful with local events. Just a wonderful time"
SeaLaVie!!!

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

9.6 out of 10, Exceptional, (38)
"Such a lovely weekend! Property manager was awesome and super responsive. "
The price is €396
includes taxes & fees
22 Apr - 23 Apr
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Only 5 min. from the Beach!

9.0 out of 10, Wonderful, (20)
"Had a great time "
The price is €170
includes taxes & fees
23 Apr - 24 Apr
Only 5 min. from the Beach!

Only 5 min to Assateague National Seashore!

9.4 out of 10, Exceptional, (13)
"Although the place was small, it was nice and clean.As noted in other reviews, finding the location was a bit difficult since we were a late arrival and it truly is not marked very well.Did not see any staff in the lobby when we arrived, but the cleaning stuff was very pleasant."
The price is €170
includes taxes & fees
27 Apr - 28 Apr
Only 5 min to Assateague National Seashore!

The Hideaway Cottage

9.8 out of 10, Exceptional, (79)
"Has what you need. It is cozy. Close to town and the beach. Third time staying here. Love it. "
The Hideaway Cottage

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

9.8 out of 10, Exceptional, (11)
"Right on the water. "
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (43)
"This quaint treasure was amazingly friendly, very clean, perfect for a relaxing vaca. We had an awesome time and an incredible experience "
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

Cozy Little Cottage on chincoteague island va.

9.4 out of 10, Exceptional, (36)
"The cottage is as described. There is no stove but it truly didn’t matter. Bed is very compfy. Shower is clean and hot. Quit neighborhood. The screened in porch is the best! Coffee and reading in the rockers. The cottage is close to everything !Thank you Don. We loved our stay."
Cozy Little Cottage on chincoteague island va.

NEW FOR '2025 SEASON!!

10.0 out of 10, Exceptional, (1)
"We stayed here for several days during Pony Penning Week. The cottage is small, but cute, comfortable, and well appointed. We had a minor plumbing issue on day 2, and our host responded immediately and rectified the problem with no interruption to our plans. AC units in each room kept us cool, despite hot, muggy weather. You'll want bug spray; the mosquitoes are fierce at dawn and dusk. (The island is on a salt marsh after all.) The cottage location is convenient to plenty of restaurants, shops,...
NEW FOR '2025 SEASON!!

Cottage near the Bay

8.8 out of 10, Excellent, (31)
"We have stayed here before and will again."
The price is €176
includes taxes & fees
22 Apr - 23 Apr
Cottage near the Bay

The purple door at the bay.

9.4 out of 10, Exceptional, (40)
"We loved the view and can not wait to go back!"
The price is €426
includes taxes & fees
22 Apr - 23 Apr
The purple door at the bay.

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (160)
"Rented this awesome cabin to spend Valentines Day with spouse and friends. The cabin was more than we expected. There’s a cute bar area, tons of comfortable seating, gas fireplace, cool decorations including antique items, beautiful property, and much more. There was lots of essentials already there so we only brought food. The pool table and dart board gave us plenty to do in addition to the tvs both in living room and bedroom. The host answered all my questions in a timely manner and I had a...
Cabin at Holdens Creek on Eastern Shore of VA

Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

7.0 out of 10, Good, (10)
"The Salty Sailor was an excellent, affordable, and pet friendly rental. Nice location on ridge rd next to Mr Baldys which is a must to try if you stay here. The rooms are a bit older but maintained well. I didn’t experience any of the conditions that were listed in the other reviews here. We would certainly stay here again."
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

Waterfront on Marsh Island!

9.4 out of 10, Exceptional, (9)
"Spent a long weekend with the wife. Location was perfect. Property manager was very communicative. Easy check in process. Unit is small, like an efficiency, but perfect for our needs. Nothing fancy, but has everything you need."
Waterfront on Marsh Island!

Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS

7.8 out of 10, Good, (19)
"The location and view was nice. The house itself was in poor condition. The deck was worn and had many splinters . The appliances and furniture needs updating. The master bed was extremely hard. The door to the patio was hard to open and close."
Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS

Daisey Cottage - Pet friendly w/ Fenced yard!

9.6 out of 10, Exceptional, (50)
"Will stay again if available on our next trip"
Daisey Cottage - Pet friendly w/ Fenced yard!
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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Other types of properties in Assawoman you may be interested in

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (351)
"I would have liked to have been greeted when we arrived. Kerri Moller wasn't very friendly :( The other workers on the property were very nice and friendly. The first impression means a lot! All guest should be greeted with a smile and if working with another guest, an I'll be right with you would be nice and not to mention PROFESSIONAL!"
The price is €177
includes taxes & fees
28 Apr - 29 Apr
Key West Cottages

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (99)
"We loved staying in the floating bungalows- what a cool experience! "
Blufin Bungalows & Marina

Refuge Inn

3.0 star property
9.8 out of 10, Exceptional, (1005)
"The "
The price is €149
includes taxes & fees
22 Apr - 23 Apr
Refuge Inn
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.

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.