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Assawoman Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Assawoman vacation rentals

Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (291 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
Blufin Bungalows & Marina
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (604 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
The price is ￥50,294
￥56,480 total
includes taxes & fees
Aug 13 - Aug 14
Key West Cottages
Terrace/patio

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

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.6 out of 10, Exceptional, (34 reviews)
"Great place to rent"
United States
Hazel T.
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Smart TV, offices

Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (67 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is ￥64,754
￥136,975 total
includes taxes & fees
Jul 31 - Aug 1
Bayfront Modern Retreat • Dock, Kayaks, Views
House (4 Bedrooms) | Interior

Deck & EV Charger: Coastal Retreat 1 Mi to Marina

Deck & EV Charger: Coastal Retreat 1 Mi to Marina
3.0 star property
Captain's Cove
The price is ￥84,700
￥148,689 total
includes taxes & fees
Aug 3 - Aug 4
Deck & EV Charger: Coastal Retreat 1 Mi to Marina
Interior

Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (58 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is ￥13,270
￥30,911 total
includes taxes & fees
Aug 9 - Aug 10
Cottage near the Bay
Outdoor dining

Sunset Bay Villas at Chincoteague Island Virginia - direct water front

Sunset Bay Villas at Chincoteague Island Virginia - direct water front
Downtown Chincoteague
9.8 out of 10, Exceptional, (128 reviews)
"Great place with excellent views! Check in was effortless and the condo was one of the cleanest I’ve seen. This was our first time visiting Chincoteague and we will definitely be back!"
United States
Danielle B.
The price is ￥114,681
￥179,751 total
includes taxes & fees
Aug 15 - Aug 16
Sunset Bay Villas at Chincoteague Island Virginia - direct water front
TV, DVD player

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (30 reviews)
"Had a great stay! Place was very clean and host was great a communication."
United States
Jen G.
The price is ￥25,825
￥43,252 total
includes taxes & fees
Aug 13 - Aug 14
Assateageue Inn 104 by Seaside Vacations & Sales
Beach nearby

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

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (47 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is ￥38,779
￥92,489 total
includes taxes & fees
Aug 25 - Aug 26
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Beach nearby, sun loungers

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

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (76 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is ￥35,223
￥68,441 total
includes taxes & fees
Aug 16 - Aug 17
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Exterior

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very Good, (9 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
Bella's Beach Retreat by Seaside Vacations & Sales
Outdoor pool

Charming camper within Trails End ChinoteagueBay Resort in Horntown VA

Charming camper within Trails End ChinoteagueBay Resort in Horntown VA
Horntown
10.0 out of 10, Exceptional, (3 reviews)
"My stay was an absolute joy! Very easy to check in and out and the hosts are wonderful! Beautiful outdoor setup! The kids loved it and the beach was a short distance away. Highly recommend!"
United States
Stephanie P.
The price is ￥19,905
￥25,570 total
includes taxes & fees
Aug 4 - Aug 5
Charming camper within Trails End ChinoteagueBay Resort in Horntown VA
Exterior

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

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is ￥24,919
￥58,386 total
includes taxes & fees
Aug 9 - Aug 10
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Pool

Deck & EV Charger: Coastal Retreat 1 Mi to Marina

Deck & EV Charger: Coastal Retreat 1 Mi to Marina
Captain's Cove
The price is ￥71,758
￥150,527 total
includes taxes & fees
Aug 3 - Aug 4
Deck & EV Charger: Coastal Retreat 1 Mi to Marina
House (3 Bedrooms) | Interior

2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is ￥39,647
￥81,661 total
includes taxes & fees
Aug 20 - Aug 21
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Smart TV, books

Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
10.0 out of 10, Exceptional, (16 reviews)
"This is an amazing place to stay! "
United States
Brenda D.
The price is ￥26,213
￥59,978 total
includes taxes & fees
Aug 18 - Aug 19
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Interior

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (138 reviews)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is ￥51,926
￥87,503 total
includes taxes & fees
Aug 16 - Aug 17
Pet-friendly creekside cottage w/ backyard
TV, DVD player

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (62 reviews)
"This is a great property with a great view of the bay. It's tucked away in a quiet little neighborhood in a nice and friendly community. Chincoteague is close by and it's not too far from Assateague. The property management team is excellent. They were extremely responsive to our questions and requests. They were patient with all our questions. Kelly was fantastic. The best hosts I've had."
United States
A Shabeen J.
The price is ￥28,670
￥77,522 total
includes taxes & fees
Aug 23 - Aug 24
The purple door at the bay.
Smart TV

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

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Onancock
9.8 out of 10, Exceptional, (13 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is ￥19,109
￥47,406 total
includes taxes & fees
Aug 3 - Aug 4
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Dining

The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"This was a wonderful, large and beautiful accommodation. It was quite the surprise to find in such an exceptional bayside harbor town. Everything was incredibly clean and modern and comfortable."
United States
Jacob P.
The price is ￥26,491
￥56,146 total
includes taxes & fees
Aug 3 - Aug 4
The Lilliston - Short Stays on Market
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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Top Assawoman Hotel Reviews

Waterside Inn

Waterside Inn

8/10 Good
"The hotel was very nice will stay there again ."
Michael 2-night trip
Posted 5 hours ago
Waterside Inn

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.