Estia Villas - Vacation Rentals in Assawoman
Villa
10.0
(
5 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
540 ft²
-
Oceanfront -
Parking -
Pool -
Ocean View
US $194
/Night
7 Nights - $1,355
Villa
9.6
(
393 Reviews
)
38 Bedrooms
12 Bathrooms
30 Guests
507.25 ft²
-
Private Beach -
Oceanfront
-
Parking
-
Pool
US $520
/Night
7 Nights - $3,637
Villa
9.8
(
8 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
540 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $194
/Night
7 Nights - $1,355
Villa
9.6
(
14 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
540 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $204
/Night
7 Nights - $1,426
Villa
9.6
(
7 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
540 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $395
/Night
7 Nights - $2,763
Villa
9.2
(
5 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
540 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $403
/Night
7 Nights - $2,818
Villa
9.0
(
9 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
540 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $472
/Night
7 Nights - $3,305
See More Assawoman Vacation Rentals
Luxury Places to Stay in Assawoman
Over 1257+
Luxury Places to Stay in or Near Assawoman
House
9.8
(
29 Reviews
)
8 Bedrooms
7 Bathrooms
16 Guests
4994 ft²
-
Oceanfront
-
Hot Tub -
Parking
-
Ocean View
US $2,668
/Night
7 Nights - $18,678
House
9.8
(
14 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2000 ft²
-
Balcony/Terrace -
Kitchen -
Air Conditioner -
Internet
US $1,199
/Night
7 Nights - $8,391
House
9.8
(
8 Reviews
)
1 Bedroom
1 Bathroom
5 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $1,133
/Night
7 Nights - $7,932
House
4 Bedrooms
5 Bathrooms
10 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $1,092
/Night
7 Nights - $7,643
Condo
9.8
(
128 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,088
/Night
7 Nights - $7,617
House
3 Bedrooms
3 Bathrooms
6 Guests
2322 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $985
/Night
7 Nights - $6,897
House
9.6
(
37 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1719 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $923
/Night
7 Nights - $6,463
House
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $922
/Night
7 Nights - $6,454
See More Assawoman Luxury Vacation Rentals
Find More Assawoman Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Assawoman
Over 272+
Top-Rated Vacation Rentals with a Pool in or Near Assawoman
Condo
10.0
(
114 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1979 ft²
-
Private Pool -
Oceanfront
-
Hot Tub
-
Parking
US $758
/Night
7 Nights - $5,307
Condo
10.0
(
74 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $505
/Night
7 Nights - $3,532
Condo
10.0
(
69 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
1800 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $507
/Night
7 Nights - $3,546
Condo
10.0
(
51 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $493
/Night
7 Nights - $3,454
House
10.0
(
38 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
1 ft²
-
Oceanfront
-
Breakfast -
Parking
-
Pool
US $337
/Night
7 Nights - $2,356
House
10.0
(
31 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1500 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $318
/Night
7 Nights - $2,228
RV Rental
10.0
(
22 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $154
/Night
7 Nights - $1,077
House
10.0
(
13 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1556 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $385
/Night
7 Nights - $2,694
Pet-Friendly Vacation Rentals in Assawoman
Over 356+
Pet-Friendly Vacation Rentals in or Near Assawoman
House
9.8
(
51 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1560 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $333
/Night
7 Nights - $2,328
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
View
-
Air Conditioner
-
Internet
US $396
/Night
7 Nights - $2,769
Cottage
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $391
/Night
7 Nights - $2,734
House
9.6
(
46 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1250 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $567
/Night
7 Nights - $3,970
House
9.6
(
58 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $533
/Night
7 Nights - $3,730
House
9.8
(
98 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1650 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $321
/Night
7 Nights - $2,244
Cottage
9.6
(
53 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $448
/Night
7 Nights - $3,137
House
9.4
(
25 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $299
/Night
7 Nights - $2,090
See More Pet-Friendly Vacation Rentals in Assawoman on PetFriendly.io
Large Vacation Homes & Villas in Assawoman
Over 200+
Large Vacation Homes & Villas in or Near Assawoman
House
10.0
(
20 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1727 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $554
/Night
7 Nights - $3,880
House
Chincoteague Island Beach House - Sir Whelk-A-Lot - New! - Downtown Location! Bikes & Yaks Included!
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
10 Guests
1216.32 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $277
/Night
7 Nights - $1,939
House
10.0
(
11 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $636
/Night
7 Nights - $4,454
House
10.0
(
8 Reviews
)
5 Bedrooms
2 Bathrooms
11 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $446
/Night
7 Nights - $3,123
House
10.0
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $326
/Night
7 Nights - $2,284
House
10.0
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
18 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $734
/Night
7 Nights - $5,138
House
10.0
(
5 Reviews
)
4 Bedrooms
1 Bathroom
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $357
/Night
7 Nights - $2,496
House
10.0
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $648
/Night
7 Nights - $4,536
See More Family Vacation Rentals in Assawoman on FVR
Wheelchair Accessible Vacation Homes in Assawoman
Over 62+
Wheelchair Accessible Vacation Homes in or Near Assawoman
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1761 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $371
/Night
7 Nights - $2,598
House
8.9
(
261 Reviews
)
51 Bedrooms
3 Bathrooms
18 Guests
398.26 ft²
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
US $307
/Night
7 Nights - $2,151
Hotel
9.8
(
801 Reviews
)
1 Bathroom
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $282
/Night
7 Nights - $1,971
Condo
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $424
/Night
7 Nights - $2,967
Condo
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $393
/Night
7 Nights - $2,749
Condo
9.8
(
77 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Pool
-
Balcony/Terrace
-
View
-
Kitchen
US $285
/Night
7 Nights - $1,995
House
9.8
(
36 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1665 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $382
/Night
7 Nights - $2,677
Condo
9.8
(
9 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1800 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $312
/Night
7 Nights - $2,183
Assawoman Vacation Rentals and Airbnb Places to Stay Under $200
Over 179+
Assawoman Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
10.0
(
126 Reviews
)
1 Bedroom
1 Bathroom
5 Guests
450 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $159
/Night
7 Nights - $1,116
House
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
10 Guests
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $172
/Night
7 Nights - $1,204
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $170
/Night
7 Nights - $1,190
House
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $193
/Night
7 Nights - $1,349
Cottage
9.8
(
107 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
185 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $130
/Night
7 Nights - $908
House
9.6
(
39 Reviews
)
1 Bedroom
2 Bathrooms
5 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $194
/Night
7 Nights - $1,357
Cottage
9.6
(
4 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
200 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $132
/Night
7 Nights - $924
House
9.4
(
22 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1248 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $192
/Night
7 Nights - $1,341
See More Assawoman Vacation Rental Deals
Instantly Bookable Vacation Homes in Assawoman
Over 773+
Instantly Bookable Vacation Homes in or Near Assawoman
House
10.0
(
158 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1740 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $276
/Night
7 Nights - $1,931
House
9.4
(
30 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1400 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $265
/Night
7 Nights - $1,853
Condo
9.0
(
34 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $252
/Night
7 Nights - $1,767
House
9.2
(
35 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1751 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $363
/Night
7 Nights - $2,538
House
9.6
(
25 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
900 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $277
/Night
7 Nights - $1,942
House
9.4
(
51 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1008 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $260
/Night
7 Nights - $1,821
House
9.6
(
35 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Balcony/Terrace
-
View
-
Kitchen
-
Air Conditioner
US $340
/Night
7 Nights - $2,380
House
9.4
(
23 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $264
/Night
7 Nights - $1,845
About Assawoman Vacation Rentals
With more than 40 Assawoman vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Assawoman.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Assawoman, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Assawoman. Places to stay near Assawoman are 460.19 ft² on average, with prices averaging US $303 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Assawoman with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Assawoman
| Type | Count |
|---|---|
| Holiday Apartments | 19 |
| Villas | 14 |
| Vacation Homes | 7 |
Use these Quick Filters to Find a Vacation Rental in Assawoman
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Assawoman.
Weather in Assawoman
View the weather forecast for Assawoman before booking your Assawoman Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Assawoman, VA
Estiavillas offers a large selection of top attractions around Assawoman. Research things to do on your vacation before you visit Assawoman.
Chincoteague National Wildlife Refuge
Wallops Flight Facility
Assateague Point
Museum of Chincoteague
Bloxom Winery
Assateague Lighthouse
Eastern Shore Railway Museum
Pocomoke River State Park
Cypress Park
Delmarva Discovery Center
Oyster Bay
North Street Playhouse
Kegotank Bay
Hang Glide Virginia
SouthEast Expeditions
Robert N. Reed Downtown Waterfront Park
Coventry Parish Ruins
North Street Market
Red Queen Gallery
Captain Timothy Hill House
Assawoman Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Assawoman?
There are a lot of options in Assawoman. If you plan on staying in the Assawoman area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Assawoman:
How many vacation rentals have private pools in Assawoman?
There are 21 vacation rentals with private pools near Assawoman. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Assawoman are best for families?
If you are looking for a family-friendly vacation home in Assawoman, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Assawoman:
How many vacation rentals are available in Assawoman?
Currently, the total number of properties listed in 2026 is over 40 in the Assawoman area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Assawoman.
