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Assawoman Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Assawoman vacation rentals

Interior

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (55 reviews)
"Property was exactly as pictured, Crystal is very prompt if contacted & very accomdating to questions. If you are looking in ng for some quiet peacefulness yet close to the water, or nearby towns & attractions & travel with your dog this is the perfect spot! My dogs were very content & I had no worries as to if they would be bothered by distractions because there are no distractions, it was a vacation for them as well as cottage is on a quiet street & it was very nice to sit outside wuth them &...
United States
Shelley
The price is ￥12,993
￥29,926 total
includes taxes & fees
Jun 15 - Jun 16
Cottage near the Bay
Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (264 reviews)
"Loved everything about our stay"
United States
Elizabeth
The price is ￥30,829
￥43,628 total
includes taxes & fees
Jun 17 - Jun 18
Blufin Bungalows & Marina
Interior

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

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is ￥24,398
￥50,975 total
includes taxes & fees
Jun 13 - Jun 14
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
TV, DVD player

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (56 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is ￥25,265
￥72,278 total
includes taxes & fees
Jun 15 - Jun 16
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, (11 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Interior

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Onancock
The price is ￥14,657
￥42,883 total
includes taxes & fees
Jun 16 - Jun 17
Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Indoor pool

Sunset Villa

Sunset Villa
Piney Island
9.8 out of 10, Exceptional, (7 reviews)
"Fun family time!"
United States
Nancy C.
Sunset Villa
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (575 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is ￥48,401
￥54,354 total
includes taxes & fees
Jul 6 - Jul 7
Key West Cottages
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, (19 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is ￥24,398
￥57,167 total
includes taxes & fees
Jun 14 - Jun 15
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
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 ￥25,345
￥69,783 total
includes taxes & fees
Jun 21 - Jun 22
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Indoor pool, a heated pool

Sand Dollar Villa

Sand Dollar Villa
Piney Island
10.0 out of 10, Exceptional, (5 reviews)
"Clean close to everything good communication with owners very enjoyable "
United States
tracy s.
The price is ￥31,922
￥52,138 total
includes taxes & fees
Jun 12 - Jun 13
Sand Dollar Villa
Fridge, microwave, oven, stovetop

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is ￥21,511
￥42,778 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Barn Loft: Country Views & Central to Beaches
Dining

The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
The price is ￥17,180
￥42,660 total
includes taxes & fees
Jun 14 - Jun 15
The Lilliston - Short Stays on Market
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, (44 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is ￥34,649
￥86,827 total
includes taxes & fees
Jul 5 - Jul 6
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Terrace/patio

Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
The price is ￥32,483
￥55,755 total
includes taxes & fees
Jun 17 - Jun 18
Cozy 2-bedroom house in Chincoteague
Interior

2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
10.0 out of 10, Exceptional, (6 reviews)
"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."
United States
Katlyn
The price is ￥22,778
￥71,023 total
includes taxes & fees
Jun 21 - Jun 22
2 Mi to Downtown: Tranquil Abode in Chincoteague!
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 ￥43,792
￥104,154 total
includes taxes & fees
Jun 14 - Jun 15
Deck & EV Charger: Coastal Retreat 1 Mi to Marina
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 ￥51,453
￥84,374 total
includes taxes & fees
Jun 24 - Jun 25
Pet-friendly creekside cottage w/ backyard
Terrace/patio

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (14 reviews)
"Nice pet friendly accommodation. "
United States
Claudia w.
Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
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 ￥49,085
￥102,299 total
includes taxes & fees
Jun 14 - Jun 15
Deck & EV Charger: Coastal Retreat 1 Mi to Marina
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

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent
"Breakfast selection is small, but quality. Everything in this hotel is clean and accommodating. Customer service is amazing. The only downside to the property is the entrance being stairs and the ramp being on the smaller side of the parking lot."
Valerie 3-night trip
Posted less than an hour ago
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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 Smart 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.