Title: Assawoman Vacation Rentals from $133: Search Short-Term Rentals | Expedia.com

[Hotels in Assawoman](https://expedia.com/Assawoman-Hotels.d553248635975860175.Travel-Guide-Hotels)[Car Rentals in Assawoman](https://expedia.com/Car-Rentals-In-Assawoman.d553248635975860175.Car-Rental-Guide)[Assawoman Vacation Packages](https://expedia.com/Assawoman.d553248635975860175.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=553248635975860175&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248635975860175&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=553248635975860175&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=553248635975860175&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Assawoman vacation rentals

![Palm Cottage | 1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, kayaking, fishing](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/e71b74fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oyster Cottage | View from room](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/50c3bcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/9a7af02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key West Cottages

[](https://www.expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information)

Downtown Chincoteague

9.8/10

Exceptional

(510 reviews)

"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

CHRISTIE

$118 nightly

$133 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/f433b4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/7584c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/18455432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/05c1436f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cottage w/ creekside fire pit & pet-friendly

[](https://www.expedia.com/Chincoteague-Hotels-Cottage-W-Private-Creek.h57536075.Hotel-Information)

Up the Neck

9.4/10

Exceptional

(137 reviews)

"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kato A.

$269 nightly

$292 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Cottage-W-Private-Creek.h57536075.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568361/6596bd74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568361/1a5992d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568361/02619db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568361/c13edc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flamingo Villa

[](https://www.expedia.com/Chincoteague-Hotels-2-Bedroom-Bath-12-Villa-Just-Minutes-To-The-Beaches-11.h76568361.Hotel-Information)

Piney Island

10/10

Exceptional

(2 reviews)

"We were on the shore for a wedding and it was fun being a tourist on Chincoteague for a weekend. Plenty of fun things for an 8 year old to do."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy W.

$181 nightly

$196 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-2-Bedroom-Bath-12-Villa-Just-Minutes-To-The-Beaches-11.h76568361.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568355/14c145df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568355/0fec7ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568355/bad10d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568355/4b07d519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Villa

[](https://www.expedia.com/Chincoteague-Hotels-2-Bedroom-Bath-12-Villa-Just-Minutes-To-The-Beaches-8.h76568355.Hotel-Information)

Piney Island

10/10

Exceptional

(6 reviews)

"This place was perfect for myself, two adult daughters, and 5 year old grandson. We enjoyed the quiet location that was still close to everything. The indoor pool was a great way to end our busy days. Communication and check in was winderful. Will stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie B.

$181 nightly

$196 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-2-Bedroom-Bath-12-Villa-Just-Minutes-To-The-Beaches-8.h76568355.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/9094d930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/c193bfc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/7a3388f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, offices](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/w4000h3010x0y5-e334e5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chincoteague-Hotels-Chincoteague-Island-House-Sir-Whelk-A-Lot-BikesKayaks-Included-DT-Location.h77029235.Hotel-Information)

Downtown Chincoteague

10/10

Exceptional

(66 reviews)

"Everything was just perfect! Enjoyed our three day stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary C.

$229 nightly

$257 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Chincoteague-Island-House-Sir-Whelk-A-Lot-BikesKayaks-Included-DT-Location.h77029235.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103850000/103842400/103842322/d1bb04d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/104000000/103850000/103842400/103842322/de04b78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/104000000/103850000/103842400/103842322/55781b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/104000000/103850000/103842400/103842322/3be0d7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chincoteague-Hotels-Bungalow-1-Bungalow-With-Two-Bedrooms.h103842322.Hotel-Information)

Down the Marsh

9.8/10

Exceptional

(25 reviews)

"Loved that it was right on the bay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra

[](https://www.expedia.com/Chincoteague-Hotels-Bungalow-1-Bungalow-With-Two-Bedrooms.h103842322.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568347/88419c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568347/a20af178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568347/40760b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76570000/76568400/76568347/ec0e8901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coral Villa

[](https://www.expedia.com/Chincoteague-Hotels-2-Bedroom-Bath-12-Villa-Just-Minutes-To-The-Beaches-5.h76568347.Hotel-Information)

Piney Island

8.4/10

Very Good

(5 reviews)

"Close to the beach. Peaceful stay. My family enjoyed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natasha M.

$181 nightly

$196 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-2-Bedroom-Bath-12-Villa-Just-Minutes-To-The-Beaches-5.h76568347.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/56e249c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/c001af70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/e4291777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/a4604a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The purple door at the bay.

[](https://www.expedia.com/Captains-Cove-Hotels-The-Purple-Door-At-The-Bay.h71438740.Hotel-Information)

Captain's Cove

9.2/10

Wonderful

(54 reviews)

"Price and location was the primary reason the purple door works for us!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick O.

$407 nightly

$448 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Captains-Cove-Hotels-The-Purple-Door-At-The-Bay.h71438740.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/095aeb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/a1b62a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/e09c58d4_edited_422e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/15c2cb75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chincoteague-Hotels-Great-Water-Views-In-Quiet-Pet-Friendly-Location-Facing-Lighthouse-Large-Yard.h27116281.Hotel-Information)

Birch Town

9.6/10

Exceptional

(42 reviews)

"It was family & friends that needed a get away and we really Enjoy the area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori D.

$356 nightly

$400 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Great-Water-Views-In-Quiet-Pet-Friendly-Location-Facing-Lighthouse-Large-Yard.h27116281.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/0fdde372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/119fb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/ec9b6aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/699af36c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 minutes to Assateague National Seashore!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Minutes-To-Assateague-National-Seashore.h92196888.Hotel-Information)

Chincoteague

8.8/10

Excellent

(10 reviews)

"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sue S.

$184 nightly

$192 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Minutes-To-Assateague-National-Seashore.h92196888.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/d36b6157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/20795d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/eea1738c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/ce17a112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Bargain on Chincoteague Island!

[](https://www.expedia.com/Chincoteague-Hotels-A-Bargain-On-Chincoteague-Island.h92196928.Hotel-Information)

Chincoteague Island

8.8/10

Excellent

(3 reviews)

"Overall the place was nice enough for the cost. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacey S.

$184 nightly

$192 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-A-Bargain-On-Chincoteague-Island.h92196928.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/3e5ad798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/b4e91f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/8a85532b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/d9e1a5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 min from Assateague National Seashore!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-Assateague-National-Seashore.h92196927.Hotel-Information)

Chincoteague Island

7.4/10

Good

(3 reviews)

"Low-quality furniture. needs to be updated"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan E.

$184 nightly

$192 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-Assateague-National-Seashore.h92196927.Hotel-Information)

![TV, DVD player](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/add5fa57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/17164d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/41392ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/4df23fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 min. from the Beach!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196914.Hotel-Information)

Chincoteague Island

9.4/10

Exceptional

(8 reviews)

"Close to everything, quiet, clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eileen D.

$206 nightly

$217 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196914.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196890/a10b00ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196890/49ceb154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196890/784ab7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196890/95a03838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 min to Assateague National Seashore!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-To-Assateague-National-Seashore.h92196890.Hotel-Information)

Chincoteague Island

8.0/10

Very Good

(6 reviews)

"The property and room were clean and neat. The facility and rooms are older, but all was functional and clean. Very communicative and easy and clear check in and out process! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellen K.

$184 nightly

$192 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-To-Assateague-National-Seashore.h92196890.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1338h959x2y0-02e717b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1799h1199x1y1-fe0affd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1800h1199x0y1-c5a4f3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1798h1199x1y1-1909c3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

[](https://www.expedia.com/Chincoteague-Hotels-Central-Location-Parking-Walk-To-Restaurants-Attractions.h106850933.Hotel-Information)

Deep Hole

10/10

Exceptional

(7 reviews)

"Beautiful home with everything needed for comfort and a great time! Great location for getting to the beach, shopping and dining out. Communication with host was very informative and helpful. Thank you Chip!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gil R.

$249 nightly

$279 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Central-Location-Parking-Walk-To-Restaurants-Attractions.h106850933.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/49e73d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/5d030417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/063bd1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/3a445cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 min. from the Beach!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196947.Hotel-Information)

Chincoteague Island

9.2/10

Wonderful

(31 reviews)

"I liked the location of the Inn on the island. The room(s) were very clean, well furnished and bed was super comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marie E.

$181 nightly

$189 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196947.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/95000000/94840000/94831300/94831271/4a08d94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94840000/94831300/94831271/f942bc7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94840000/94831300/94831271/f7322a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94840000/94831300/94831271/dc9163ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

[](https://www.expedia.com/Onancock-Hotels-A-Little-Serenity.h94831271.Hotel-Information)

Onancock

9.8/10

Exceptional

(7 reviews)

"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William M.

[](https://www.expedia.com/Onancock-Hotels-A-Little-Serenity.h94831271.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w917h683x47y0-f6e9924f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/a05564d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w509h683x258y0-a3af5f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w518h683x248y0-de37c58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Barn Loft: Country Views & Central to Beaches

[](https://www.expedia.com/Pocomoke-City-Hotels-Cozy-Barn-Loft-Country-Views-Central-To-Beaches.h91279858.Hotel-Information)

Pocomoke City

10/10

Exceptional

(19 reviews)

"Was wonderfully comfortable and clean. Would definitely recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joy D.

$239 nightly

$268 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Pocomoke-City-Hotels-Cozy-Barn-Loft-Country-Views-Central-To-Beaches.h91279858.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/b8765984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/w904h683x60y0-5b7bf54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/w1024h617x0y33-3549d214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/w905h683x60y0-587aa3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Neigh-Neigh - Location! Location! Location!

[](https://www.expedia.com/Chincoteague-Hotels-The-Neigh-Neigh-Location-Location-Location.h92452453.Hotel-Information)

Downtown Chincoteague

10/10

Exceptional

(4 reviews)

"Loved staying at this house…plenty of room for everyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ashley b.

$360 nightly

$404 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-The-Neigh-Neigh-Location-Location-Location.h92452453.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/70000000/69240000/69232400/69232325/90e59382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69240000/69232400/69232325/a2b402ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69240000/69232400/69232325/c9b3ded7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69240000/69232400/69232325/7f37575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Constructed Second Floor Modern Studio Apartment Unit 2 \~ Sleeps 6

[](https://www.expedia.com/Accomac-Hotels-Newly-Constructed-Second-Floor-Modern-Studio-Apartment-Unit-2-Sleeps-6.h69232325.Hotel-Information)

Accomac

10/10

Exceptional

(26 reviews)

"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen K.

$288 nightly

$318 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Accomac-Hotels-Newly-Constructed-Second-Floor-Modern-Studio-Apartment-Unit-2-Sleeps-6.h69232325.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&regionId=553248635975860175&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Assawoman%2C+Virginia%2C+United+States+of+America&regionId=553248635975860175&latLong=37.874035%2C-75.523575&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CABIN)

Apartments

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Assawoman%2C+Virginia%2C+United+States+of+America&regionId=553248635975860175&latLong=37.874035%2C-75.523575&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VILLA)

Cottages

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Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Assawoman%2C+Virginia%2C+United+States+of+America&regionId=553248635975860175&latLong=37.874035%2C-75.523575&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Assawoman%2C+Virginia%2C+United+States+of+America&regionId=553248635975860175&latLong=37.874035%2C-75.523575&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO)

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## Top Assawoman Hotel Reviews

![Comfort Suites Chincoteague Island Bayfront Resort](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e_y.jpg)

### Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Yes"

[](https://expedia.com/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information)

![Key West Cottages](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/804dccfc_y.jpg)

### Key West Cottages

10/10 Excellent

"Spotless and lovely stay!"

[](https://expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information)

![Hampton Inn & Suites Chincoteague Waterfront](https://images.trvl-media.com/lodging/1000000/900000/899200/899134/72fcaffc_y.jpg)

### Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent

"Clean and comfortable rooms and beds. Staff was great. Location was scenic"

[](https://expedia.com/Chincoteague-Hotels-Hampton-Inn-Suites-Chincoteague-Waterfront.h899134.Hotel-Information)

![Blufin Bungalows & Marina](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/360b4f8b_y.jpg)

### Blufin Bungalows & Marina

10/10 Excellent

"Garrett went out of his way to make sure the heat and water worked during the cold season "

[](https://expedia.com/Chincoteague-Hotels-Blufin-Bungalows-Marina.h101115056.Hotel-Information)

![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg)

### Waterside Inn

10/10 Excellent

"It is family owned which we love. The staff were very friendly and accommodating. The room was clean and modern. It’s a cool place because all rooms face the bay. We highly recommend the Waterside for a casual and warm atmosphere. "

[](https://expedia.com/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information)

![Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/1ee5649e_y.jpg)

### Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent

"Excellent "

[](https://expedia.com/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information)

![Marina Bay Hotel & Suites, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/f262e98b_y.jpg)

### Marina Bay Hotel & Suites, an Ascend Collection Hotel

10/10 Excellent

"I had a wonderful stay at this hotel. The room was very clean, the bed was comfortable, and everything smelled fresh. The staff was extremely friendly, especially the front desk team who made check-in fast and easy. The location is perfect, close to restaurants and stores. Breakfast was also really good with plenty of options. I felt safe and relaxed the whole time. I would definitely stay here again and highly recommend it!"

[](https://expedia.com/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information)

![Best Western Plus Pocomoke City](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5_y.jpg)

### Best Western Plus Pocomoke City

10/10 Excellent

"This hotel was amazing, cleaned, service was amazing. Everyone is really nice. Family friendly. The room we stayed had a kitchen area without a stove. Two microwave, a fridge. Two tv. A sofa which was cleaner. Room service was provided everyday which i was really happy because i have a toddler. Fresh towels everyday. Pool was cleaner. Breakfast was amazing they had different eggs options everyday. They had pork sausage and turkey as a alternative which i thought was very kind of them since we dont eat pork. Milk, yogurt. Lots of fruits and cereal options. Coffee machine was amazing, u can get any coffee in it. They took care of us very nicely. Highly recommend to anyone. Although theres isnt much to do around. It was a very boring city. Went for a work trip so me and my family enjoyed our stay."

[](https://expedia.com/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information)

![Refuge Inn](https://images.trvl-media.com/lodging/1000000/50000/40500/40487/3acf3bc5_y.jpg)

### Refuge Inn

10/10 Excellent

"Very nice property with clean and spacious rooms and friendly staff "

[](https://expedia.com/Chincoteague-Hotels-Refuge-Inn.h40487.Hotel-Information)

## Find out more about Assawoman

**Everything you need to know about Assawoman vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Assawoman vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Assawoman vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Assawoman vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Assawoman. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Assawoman in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Assawoman rentals**

At Expedia, we put the best Assawoman vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Assawoman rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Assawoman vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Assawoman. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Assawoman ](https://expedia.com/Assawoman-Private-Vacation-Homes.d553248635975860175-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Assawoman ](https://expedia.com/Assawoman-Cottages.d553248635975860175-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Assawoman ](https://expedia.com/Assawoman-Condos.d553248635975860175-aaCondos.Travel-Guide-Accommodation)
- [Villas in Assawoman ](https://expedia.com/Assawoman-Villas.d553248635975860175-aaVillas.Travel-Guide-Accommodation)
- [Apartments in Assawoman ](https://expedia.com/Assawoman-Apartments.d553248635975860175-aaApartments.Travel-Guide-Accommodation)
- [Motels in Assawoman ](https://expedia.com/Assawoman-Motels.d553248635975860175-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Assawoman ](https://expedia.com/Assawoman-RV-Parks.d553248635975860175-aaRVParks.Travel-Guide-Accommodation)
- [Cabin Rentals in Assawoman ](https://expedia.com/Assawoman-Cabins.d553248635975860175-aaCabins.Travel-Guide-Accommodation)
- [Inns in Assawoman ](https://expedia.com/Assawoman-Inns.d553248635975860175-aaInns.Travel-Guide-Accommodation)
- [Aparthotels in Assawoman ](https://expedia.com/Assawoman-Apart-Hotels.d553248635975860175-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Assawoman ](https://expedia.com/Assawoman-Bed-And-Breakfast.d553248635975860175-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

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