Assawoman Holiday Rentals, Virginia: Private House Rentals

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Our top choices for Assawoman hotels

A waterfront hotel with multiple balconies, a dock, and a calm water body.

A modern living room with a stone fireplace, comfortable seating, and a large window offering a view of trees.

A marina with a docked boat, wooden seating areas, and palm trees.

A deck with outdoor seating and umbrellas, overlooking a pool.

1. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

Stephanie Lynn

Rp2.127.958

Rp2.389.697 total

includes taxes & fees

25 Oct - 26 Oct

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

A hotel lobby with multiple seating areas, including tables and chairs, a television, and large windows allowing natural light.

A covered walkway with a brick pattern leading to a building entrance.

A hotel lobby with a chandelier, wooden furniture, and a coffee station.

2. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

Karen

Rp1.818.242

Rp2.041.887 total

includes taxes & fees

2 Nov - 3 Nov

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

A beach with wide sandy shores and gentle waves.

A wooden boardwalk leading to a waterfront property with a white building and a grassy area.

An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

3. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

Marc

Rp2.129.567

Rp2.410.281 total

includes taxes & fees

25 Oct - 26 Oct

A multi-story hotel with a blue roof, located near a marina with boats docked.

A swimming pool with lounge chairs and a view of the sunset over the water.

A modern restaurant with a bar area, seating arrangements, and a patterned ceiling.

A modern lobby with a wooden bench, blue ottomans, and a colorful abstract painting.

4. Marina Bay Hotel & Suites, an Ascend Collection Hotel

Downtown Chincoteague

James

Rp1.504.770

Rp1.958.086 total

includes taxes & fees

25 Oct - 26 Oct

A hot tub in a room with large windows overlooking a water body and grassy area.

A view of a pier extending into calm water, viewed from a room with a table and a vase.

A gym with exercise equipment, a hot tub, and a wicker chair.

A large, two-story house with a front porch and a covered entryway.

5. Waterside Inn

Downtown Chincoteague

Genna

Rp1.094.378

Rp1.228.987 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with lounge chairs and a beach ball.

A room with two grey armchairs, a small round table with a vase of flowers, and a view of trees through a large window.

A bedroom with two beds, a nightstand, a lamp, a chair, a table with a vase, and a window with curtains.

A round table with a plate of food, two mugs, and two glasses of orange juice on a balcony.

6. Refuge Inn

Piney Island

Joe

Rp2.426.587

Rp2.725.057 total

includes taxes & fees

1 Nov - 2 Nov

A beach with a palm tree, blue chairs, and a small table.

A coastal house with a wooden deck, large windows, and a view of the water.

A marina with several houseboat-style accommodations docked in calm water.

7. Blufin Bungalows & Marina

Down the Marsh

Angela

Rp2.720.746

Rp4.059.473 total

includes taxes & fees

13 Oct - 14 Oct

A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

A reception desk with a wooden finish, a large abstract artwork above it, and a 'Hilton Honors' sign.

A modern kitchen with a central island, a microwave, and a coffee station.

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a building.

8. Spark by Hilton Chincoteague Island

Piney Island

Ursula

Rp1.510.314

Rp1.696.082 total

includes taxes & fees

12 Oct - 13 Oct

A waterfront house with a balcony, dock, and a view of the water.

A person making a heart shape with their hands against a sunset at the beach.

A row of beach houses with white railings and steps leading down to the water.

A row of colorful cabins with a swimming pool in the foreground.

9. Key West Cottages

Downtown Chincoteague

Debra

Rp3.461.776

Rp3.887.574 total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs and a view of a sunset over water.

A pier extending into calm waters with a sunset in the background.

A waterfront hotel with a pool, outdoor seating, and a dock with boats.

A covered outdoor area with a view of boats and a marina.

10. Anchor Inn

Downtown Chincoteague

rich

Rp1.656.767

Rp1.860.443 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a sofa, a desk, and a radiator.

A reception desk with a wooden panel, a black door, and a framed picture of horses.

A beach with dark sand and scattered shells.

A swimming pool with lounge chairs and a gazebo.

11. Chincoteague Inn

Downtown Chincoteague

Amy

Rp1.412.678

Rp1.586.491 total

includes taxes & fees

11 Oct - 12 Oct

A large two-story house with a balcony, a covered patio, and a view of the water.

A balcony with two chairs and a view of a calm body of water with a small island.

A garden with a water feature and dense greenery.

A rectangular swimming pool surrounded by a white picket fence, with lounge chairs and umbrellas.

12. Island Resort

Downtown Chincoteague

Robert

Rp2.324.660

Rp2.610.593 total

includes taxes & fees

16 Oct - 17 Oct

A modern lobby with a reception desk, seating area, and artwork on the walls.

A modern restaurant with booths and tables, a kitchen area, and a large window.

A hotel room with a bed, a sofa, a TV, a desk, and a large window.

13. Best Western Plus Pocomoke City

Pocomoke City

alexis

Rp2.029.965

Rp2.273.517 total

includes taxes & fees

1 Nov - 2 Nov

A wooden pier extending into calm water with the sun setting in the background.

A room with two beds, a kitchenette, a dining table with chairs, a window with curtains, and a lamp.

A bathroom with a bathtub, toilet, and sink.

14. Birchwood Inn

Downtown Chincoteague

Aspen

A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

A hotel room with two beds, a wooden headboard, a television, and a window with curtains.

A hotel with a central building, a covered outdoor seating area, and a parking lot.

15. Days Inn by Wyndham Chincoteague Island

Piney Island

Laura

Rp1.322.374

Rp1.485.026 total

includes taxes & fees

19 Oct - 20 Oct

A pool area with a building that has a covered patio and a gazebo.

A reception desk with a 'WELCOME' sign, a 'Life is Better at the Beach' banner, and a display of travel brochures.

A house with a covered patio area, a lawn, and a birdhouse.

A living room with a red sofa, a red armchair, a glass coffee table, and a TV mounted on the wall.

16. Atlantic Shores Inn and Suites

Downtown Chincoteague

Dave

Rp1.432.348

Rp1.608.526 total

includes taxes & fees

4 Oct - 5 Oct

A reception area with a wooden cabinet, a green sofa, and a black reception desk.

A hotel room with a bed, a desk, a chair, a television mounted on the wall, and a door with curtains.

A small bathroom with a bathtub, toilet, and a shower curtain.

A green trash bin with a recycling symbol and a sign above it that reads "PET WASTE STATION" with an illustration of a person and a dog.

17. Studio 6 Suites Pocomoke City, MD

Pocomoke City

Brandon

Rp1.340.971

Rp1.501.909 total

includes taxes & fees

11 Oct - 12 Oct

18. Maddox Inn

Downtown Chincoteague

Susan

Rp1.384.067

Rp1.554.303 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

An outdoor patio area with a pool, seating, and umbrellas.

A reception desk with a modern design, a clock on the wall, and a framed picture above the door.

A swimming pool with a 'NO DIVING' sign, surrounded by lounge chairs and umbrellas.

19. Econo Lodge Pocomoke City Hwy 13

Pocomoke City

Deidre

Rp1.046.097

Rp1.171.629 total

includes taxes & fees

25 Oct - 26 Oct

A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

A hotel room with a television, two beds, a desk, and a chair.

A building with a covered walkway, a parked car, and a clear sky.

A building with a modern architectural design, featuring a large entrance with glass doors, a flat roof, and a number '1540' displayed on the facade.

20. Motel 6 Pocomoke City, MD

Pocomoke City

Debra

Rp1.251.561

Rp1.401.770 total

includes taxes & fees

5 Oct - 6 Oct

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Top Assawoman Hotel Reviews

Best Western Plus Pocomoke City

10/10 Excellent

"Great location, super friendly staff, definitely some upgrades were made, and we would stay here again! Staff recommended Ray’s Shanty for dinner, and we are so glad that we made the drive south."

Waterside Inn

10/10 Excellent

"The room and balcony were great, breakfast delicious, and the staff friendly."

Spark by Hilton Chincoteague Island

10/10 Excellent

"This hotel has been thoughtfully updated, and our room was comfortably planned and furnished. The simple breakfast was surprisingly varied, considering the size of the hotel, and the staff were friendly and very supportive. The hotel is close to the entrance to the National Wildlife Refuge, and has the Museum of Chincoteague Island on one side, and the Blackfin restaurant on the other. I’m almost cringing at the thought of others being there when we want to go …. but they deserve all the credit I have given them."

Maddox Inn

8/10 Good

"This is a good located motel. Very nice and genuinely friendly stuff! The rooms are quite outdated, and you can smell it. We stayed there for one night as part of our road trip with our dog, so it served the purpose, but the smell of very old house really bothered me the whole night. As of my knowledge, they are planning some renovation, so it could be gone after that. Otherwise, we liked the area very much!"

Chincoteague Inn

10/10 Excellent

"I liked it. Cheap and quiet. Perfect location!"

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Unfortunately, the noreaster affected our plans and the roads were flooded and couldn't do much. It was nice to have a nice clean hotel, great breakfast, and a nice clean pool and hottub to take advantage of."

Marina Bay Hotel & Suites, an Ascend Collection Hotel

10/10 Excellent

"We stayed one night to extend our trip since our rental stay was over. This was a great choice, walking distance to restaurants, clean pool and facility, friendly staff."

Blufin Bungalows & Marina

10/10 Excellent

"Love the bluefins."

Quality Inn & Suites

8/10 Good

"Room was clean,helpful staff,and breakfast."

More cheap stays in Assawoman

Waterside Inn

3761 Main St Chincoteague VA

Rp1.094.378

Rp1.228.987 total

18 Oct - 19 Oct

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

Rp1.412.678

Rp1.586.491 total

11 Oct - 12 Oct

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Atlantic Shores Inn and Suites

6273 Maddox Blvd Chincoteague VA

Rp1.432.348

Rp1.608.526 total

4 Oct - 5 Oct

includes taxes & fees

Marina Bay Hotel & Suites, an Ascend Collection Hotel

3801 Main St Chincoteague VA

Rp1.504.770

Rp1.958.086 total

25 Oct - 26 Oct

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

Best Western Plus Pocomoke City

125 Newtowne Blvd Pocomoke City MD

Rp2.029.965

Rp2.273.517 total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

Rp2.129.567

Rp2.410.281 total

25 Oct - 26 Oct

includes taxes & fees

9.6/10 Exceptional! (1,001 reviews)

Frequently asked questions

Where is the best place for a stay in Assawoman?

Waterside Inn, located 8.6 mi (13.8 km) from the heart of Assawoman, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Chincoteague Inn and Key West Cottages. See all available top hotels, or vacation rentals in Assawoman.

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. See all vacation rentals in Assawoman.

If I need to cancel my hotel reservation in Assawoman, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Assawoman.

What is staying in Assawoman like?

Travellers to Assawoman will find plenty to explore and enjoy. There are 800 hotels and other accommodation options in the surrounding area. Find out more about Assawoman.

What should I see while I'm in Assawoman?

Places to visit in the wider area include Chincoteague Channel, Assateague Point and Robert N. Reed Downtown Waterfront Park. You'll also find Assateague Lighthouse and Maui Jack's Waterpark in the area. Take a look at what more there is to see and do in Expedia's Assawoman guide.

What's the seasonal weather in Assawoman?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Assawoman is 1223 mm.

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Book Hotels in Assawoman on Expedia.com

Find hotels in Assawoman, VA from Rp1.171.629

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Assawoman

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Assawoman hotels

1. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

2. Hampton Inn & Suites Chincoteague Waterfront

3. Comfort Suites Chincoteague Island Bayfront Resort

4. Marina Bay Hotel & Suites, an Ascend Collection Hotel

5. Waterside Inn

6. Refuge Inn

7. Blufin Bungalows & Marina

8. Spark by Hilton Chincoteague Island

9. Key West Cottages

10. Anchor Inn

11. Chincoteague Inn

12. Island Resort

13. Best Western Plus Pocomoke City

14. Birchwood Inn

15. Days Inn by Wyndham Chincoteague Island

16. Atlantic Shores Inn and Suites

17. Studio 6 Suites Pocomoke City, MD

18. Maddox Inn

19. Econo Lodge Pocomoke City Hwy 13

20. Motel 6 Pocomoke City, MD

Top Assawoman Hotel Reviews

Best Western Plus Pocomoke City

Waterside Inn

Spark by Hilton Chincoteague Island

Maddox Inn

Chincoteague Inn

Comfort Suites Chincoteague Island Bayfront Resort

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Blufin Bungalows & Marina

Quality Inn & Suites

More cheap stays in Assawoman

Waterside Inn

Chincoteague Inn

Atlantic Shores Inn and Suites

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Best Western Plus Pocomoke City

Comfort Suites Chincoteague Island Bayfront Resort

Frequently asked questions

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