Assawoman Vacation Rentals from ￥31,972: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Assawoman?

Blufin Bungalows & Marina : This vacation home rental near 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.

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Our top choices for Assawoman vacation rentals

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.

1. Assateageue Inn 104 by Seaside Vacations & Sales

Chincoteague Island

Paula

￥31,972 total

includes taxes & fees

Oct 29 - Oct 30

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

2. Key West Cottages

Downtown Chincoteague

Melissa

￥35,671 total

includes taxes & fees

Oct 29 - Oct 30

An outdoor seating area with a view of a waterfront during sunset.

3. Bayfront Modern Retreat • Dock, Kayaks, Views

Captain's Cove

Maggie G.

￥71,797 total

includes taxes & fees

Nov 17 - Nov 18

A two-story building with a central entrance and a wooden walkway leading to it.

4. Assateague Inn 111 by Seaside Vacations & Sales

Chincoteague Island

Erin

￥32,149 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a balcony and a covered porch.

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

Birch Town

Lori D.

￥63,493 total

includes taxes & fees

Oct 30 - Oct 31

A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

6. Central Location~Walk 2 Dining! Beach Pass & Gear!

Deep Hole

Tianna B.

￥43,263 total

includes taxes & fees

Nov 3 - Nov 4

A covered porch with a red swing chair, white chairs, and a view of the street.

7. The Neigh-Neigh - Location! Location! Location!

Downtown Chincoteague

Veronika B.

￥59,415 total

includes taxes & fees

Oct 29 - Oct 30

A cozy living room with a dining area, featuring a ceiling fan, a sofa, a coffee table, and a bookshelf.

8. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Snotty Ridge

sue g.

￥51,808 total

includes taxes & fees

Oct 29 - Oct 30

A porch with a blue swing seat, two cushions, and a wooden bench.

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

Downtown Chincoteague

Charles G.

￥45,157 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a brick wall, a bed with a green headboard, a wooden dresser, a chair, a flat-screen TV, and a large window.

10. The Oak - Short Stays on Market

Onancock

Betty A.

￥34,712 total

includes taxes & fees

Nov 1 - Nov 2

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

11. Cottage near the Bay

Crisfield

Karen J.

￥29,382 total

includes taxes & fees

Oct 30 - Oct 31

A covered porch with wicker chairs and a view of the outdoors.

12. Pet-friendly creekside cottage w/ backyard

Up the Neck

Christine

￥57,326 total

includes taxes & fees

Nov 9 - Nov 10

A staircase with a dark door at the bottom and a light fixture above it.

13. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Accomac

Karen K.

￥50,047 total

includes taxes & fees

Nov 6 - Nov 7

A sunroom with wicker furniture, large windows, and a view of the water.

14. The purple door at the bay.

Captain's Cove

Rick K.

￥71,990 total

includes taxes & fees

Nov 3 - Nov 4

15. Assateague Inn 213 by Seaside Vacations & Sales

Chincoteague Island

Lauren P.

￥32,149 total

includes taxes & fees

Nov 1 - Nov 2

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

16. Cozy 2-bedroom house in Chincoteague

Deep Hole

Kendall M.

￥47,929 total

includes taxes & fees

Nov 8 - Nov 9

A two-story house with a front porch, a number '23314' on the door, and a small bench.

17. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Accomac

Deborah G.

￥56,126 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a sofa, ottoman, and dining table with chairs. There is a television on the wall and a window with a view of the outside.

18. Assateague Inn 110 by Seaside Vacations & Sales

Chincoteague Island

Anonymous traveler

￥36,279 total

includes taxes & fees

Nov 1 - Nov 2

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

Chincoteague Island

Sandy G.

￥32,149 total

includes taxes & fees

Nov 1 - Nov 2

20. Assateague Inn 205 by Seaside Vacations & Sales

Chincoteague Island

Stacey S.

￥32,149 total

includes taxes & fees

Nov 1 - Nov 2

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Top Assawoman Hotel Reviews

Waterside Inn

8/10 Good

"Excellent location, excellent staff and breakfast. The only down things - some rooms need furniture upgrades, such as chairs on the balcony, sliding door in our room was barely moving, window screen had gaps, shower curtain needed replacement. Otherwise, it is very good."

Refuge Inn

10/10 Excellent

"We loved the ponies on site. It was fun to feed them. The staff was helpful and wonderful. The coffee and pastries were a sweet touch. The coffee/tea bar was awesome. The beds were comfortable. We enjoyed the patio. The gift shop was a delight! Better than any downtown. The Misty items were not found anyplace else. We highly recommend this delightful find!"

Anchor Inn

10/10 Excellent

"I had a wonderful stay at the Anchor Inn in mid-October. I happily used the microwave and mini fridge. My room was the furthest one up closest the docks and water and it was lovely to have my private patio to relax even when the weather wasn't cooperating. The bed was comfy. The room was clean. And even with the winds howling and it being chilly outside, my room felt secure and comfortable. The hotel is very close to the downtown area. You can walk or rent a bike. It is also very close to Assateague Island National Seashore. I went there twice during my stay and had some excellent hikes and saw amazing wildlife. So remember to bring your National Park pass if you have one! The staff at the front desk were very helpful with any questions I had. I had one small issue upon arrival and that was there were some ants crawling around on bathroom sink. That didn't freak me out because the season has been winding down and I'm sure that happens. The staff responded quickly and took care of the issue. One other thing and maybe it was just me, is I wanted to just cast to the TV to watch some stuff I normally watch and I couldn't see a way to do it. I didn't ask. But it was fine. I didn't really have a need to watch much anyway. I highly recommend booking here. It was a delightful stay."

Find out more about Assawoman

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Frequently asked questions

Can I find vacation rentals in Assawoman?

Yes, we give you a choice of vacation rentals near popular local attractions in Assawoman, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Assawoman?

Blufin Bungalows & Marina: This vacation home rental near 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 larger area, you’ll find Assateague Point and Robert N. Reed Downtown Waterfront Park.

What are vacation rentals like in Assawoman?

Vacation rentals are private accommodations you can stay in for a couple days or more in Assawoman. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Assawoman vacation rentals

1. Assateageue Inn 104 by Seaside Vacations & Sales

2. Key West Cottages

3. Bayfront Modern Retreat • Dock, Kayaks, Views

4. Assateague Inn 111 by Seaside Vacations & Sales

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

6. Central Location~Walk 2 Dining! Beach Pass & Gear!

7. The Neigh-Neigh - Location! Location! Location!

8. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

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

10. The Oak - Short Stays on Market

11. Cottage near the Bay

12. Pet-friendly creekside cottage w/ backyard

13. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

14. The purple door at the bay.

15. Assateague Inn 213 by Seaside Vacations & Sales

16. Cozy 2-bedroom house in Chincoteague

17. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

18. Assateague Inn 110 by Seaside Vacations & Sales

19. Assateague Inn 106 by Seaside Vacations & Sales

20. Assateague Inn 205 by Seaside Vacations & Sales

Find vacation rentals that suit your style

Top Assawoman Hotel Reviews

Waterside Inn

Comfort Suites Chincoteague Island Bayfront Resort

Hampton Inn & Suites Chincoteague Waterfront

Refuge Inn

Anchor Inn

Maddox Inn

Best Western Plus Pocomoke City

Blufin Bungalows & Marina

Find out more about Assawoman

Frequently asked questions

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