Assawoman Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Assawoman

Exterior
Key West Cottages

Cottage in Downtown Chincoteague

3.0 star property
9.8 out of 10, Exceptional, (481)
"Great place to stay!"
United States
Paul
The price is ￥13,119
￥14,733 total
includes taxes & fees
Dec 2 - Dec 3
Key West Cottages
Fridge, microwave, oven, stovetop
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Vacation Home in Downtown Chincoteague

10.0 out of 10, Exceptional, (64)
"We absolutely loved the location of the property - so walkable and bikeable to so many fun things, and nestled in a neighborhood with a great vibe. Easy communication with the host when we needed it, too. "
United States
Kimberley M.
The price is ￥16,292
￥42,869 total
includes taxes & fees
Nov 22 - Nov 23
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Outdoor dining
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street

Cottage in Downtown Chincoteague

9.4 out of 10, Exceptional, (3)
"Check in was easy! A/C units were a bit tricky. Location was great! "
United States
Camille S.
The price is ￥21,880
￥45,961 total
includes taxes & fees
Nov 22 - Nov 23
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
Fridge, microwave, oven, stovetop
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Vacation Home in Deep Hole

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
The price is ￥15,007
￥38,951 total
includes taxes & fees
Nov 24 - Nov 25
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Smart TV
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Apartment in Onancock

9.6 out of 10, Exceptional, (4)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is ￥9,333
￥31,303 total
includes taxes & fees
Dec 1 - Dec 2
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Exterior
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Vacation Home in Birch Town

9.6 out of 10, Exceptional, (42)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is ￥16,489
￥63,136 total
includes taxes & fees
Dec 2 - Dec 3
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Property grounds
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Vacation Home in Captain's Cove

9.8 out of 10, Exceptional, (59)
"The Property was very well-maintained and accommodating, with most everything you could need. This made the stay much simpler and more enjoyable. The dock and kayaks were a great addition to the fun. "
United States
Randy A.
The price is ￥10,019
￥67,305 total
includes taxes & fees
Nov 23 - Nov 24
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Interior
Only 5 min. from the Beach!

Condo in Chincoteague Island

9.2 out of 10, Wonderful, (30)
"Enjoyed our stay. Clean, comfortable, and tastefully decorated. Perfect set up with privacy between the two rooms. Would definitely recommend and stay again!"
United States
Kristina E.
The price is ￥15,803
￥29,976 total
includes taxes & fees
Nov 22 - Nov 23
Only 5 min. from the Beach!
Interior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Cottage in Up the Neck

9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is ￥29,247
￥55,892 total
includes taxes & fees
Nov 23 - Nov 24
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Fridge, microwave, oven, stovetop
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Vacation Home in Deep Hole

9.4 out of 10, Exceptional, (13)
"Went for a guys trip and enjoyed it "
United States
John W.
The price is ￥20,306
￥58,335 total
includes taxes & fees
Nov 22 - Nov 23
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Terrace/patio
The purple door at the bay.

Vacation Home in Captain's Cove

9.2 out of 10, Wonderful, (54)
"Great place on the water. We caught enough crabs off the dock to have dinner. Relaxing place to take the family and enjoy the seaside. I wish we had more time to enjoy."
United States
Randy R.
The price is ￥24,734
￥70,759 total
includes taxes & fees
Nov 26 - Nov 27
The purple door at the bay.
Exterior
Blufin Bungalows & Marina

Vacation Home in Down the Marsh

3.0 star property
9.6 out of 10, Exceptional, (205)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Terrace/patio
Assateague Inn 104 by Seaside Vacations & Sales

Condo in Chincoteague Island

9.6 out of 10, Exceptional, (21)
"Stay at Assateague Inn was clean, comfy, cozy, and convenient. "
United States
Anonymous traveler
The price is ￥15,803
￥29,976 total
includes taxes & fees
Dec 2 - Dec 3
Assateague Inn 104 by Seaside Vacations & Sales
Fridge, microwave, oven, stovetop
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Vacation Home in Accomac

10.0 out of 10, Exceptional, (26)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is ￥23,886
￥49,904 total
includes taxes & fees
Dec 4 - Dec 5
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Property grounds
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Apartment in Accomac

10.0 out of 10, Exceptional, (18)
"We enjoyed our stay so we could visit our granddaughter."
United States
Stephen S.
The price is ￥14,025
￥43,250 total
includes taxes & fees
Nov 22 - Nov 23
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Terrace/patio
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Vacation Home in Down the Marsh

9.8 out of 10, Exceptional, (22)
"Loved that it was right on the bay. "
United States
Debra
The price is ￥15,584
￥21,037 total
includes taxes & fees
Nov 30 - Dec 1
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Dining
Cottage near the Bay

Vacation Home in Crisfield

8.8 out of 10, Excellent, (51)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
The price is ￥12,720
￥29,630 total
includes taxes & fees
Nov 22 - Nov 23
Cottage near the Bay
Exterior detail
The Neigh-Neigh - Location! Location! Location!

Vacation Home in Downtown Chincoteague

10.0 out of 10, Exceptional, (3)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
The price is ￥15,741
￥63,639 total
includes taxes & fees
Nov 23 - Nov 24
The Neigh-Neigh - Location! Location! Location!
Terrace/patio
A Bargain on Chincoteague Island!

Condo in Chincoteague Island

8.8 out of 10, Excellent, (3)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is ￥15,803
￥29,976 total
includes taxes & fees
Dec 7 - Dec 8
A Bargain on Chincoteague Island!
TV
Bella's Beach Retreat by Seaside Vacations & Sales

Condo in Chincoteague Island

8.0 out of 10, Very Good, (8)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is ￥15,803
￥29,976 total
includes taxes & fees
Dec 1 - Dec 2
Bella's Beach Retreat by Seaside Vacations & Sales
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Assawoman Hotel Reviews

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent
"This is the best hotel we've ever stayed at -- almost seemed like a luxury hotel. Over a three-night stay, front dest clerks were friendly, helpful and always at their post, greeting us as we came and went during the day and evening. The parking, entrance and lobby are all beautiful and welcoming, with a spacious and comfortable lounge with a water view. Everything was sparkling clean, the room was comfortable and clean. We were happy we reserved a waterfront room -- right on the channel with seagulls skimming by and working fishing boats chugging by. It was very cold and windy (November) when we were there, so we didn't use the boardwalk and tables and chairs outside by the channel -- but it looked like a lovely place to relax in fine weather. All in all, we were super pleased with this hotel and will return. We have visited Chincoteague many times over many years and always stayed at another hotel. We are glad we took a chance on a new (to us) hotel. "
Janet 3-night trip
Posted 3 days ago
Hampton Inn & Suites Chincoteague Waterfront

Find out more about Assawoman

Search for holiday rentals in Assawoman on Expedia! You can easily find your home rentals, villas, holiday apartments in Assawoman using one of the methods below:

  • View our selection of featured holiday rentals in Assawoman
  • Use the map to find apartments and other holiday homes in the Assawoman neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Assawoman while they last

Look no further and take a look at our great range of rental properties in Assawoman!

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.