Estia Villas - Vacation Rentals in Assateague Island
Villa
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
540 ft²
-
Oceanfront -
Parking -
Pool -
Ocean View
US $484
/Night
7 Nights - $3,386
Villa
9.6
(
393 Reviews
)
38 Bedrooms
12 Bathrooms
30 Guests
507.25 ft²
-
Private Beach -
Oceanfront
-
Parking
-
Pool
US $224
/Night
7 Nights - $1,569
Villa
9.8
(
8 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
540 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $303
/Night
7 Nights - $2,120
Villa
9.6
(
14 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
540 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $205
/Night
7 Nights - $1,434
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 $299
/Night
7 Nights - $2,094
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 Assateague Island Vacation Rentals
Luxury Places to Stay in Assateague Island
Over 1165+
Luxury Places to Stay in or Near Assateague Island
House
9.8
(
29 Reviews
)
8 Bedrooms
7 Bathrooms
15 Guests
4994 ft²
-
Oceanfront
-
Hot Tub -
Parking
-
Ocean View
US $1,921
/Night
7 Nights - $13,450
House
9.8
(
15 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2000 ft²
-
Balcony/Terrace -
Kitchen -
Air Conditioner -
Internet
US $1,226
/Night
7 Nights - $8,581
Condo
9.8
(
129 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,097
/Night
7 Nights - $7,680
House
4 Bedrooms
5 Bathrooms
10 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
US $1,092
/Night
7 Nights - $7,643
New
House
4 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $998
/Night
7 Nights - $6,986
US $906
/Night
7 Nights - $6,345
House
9.4
(
38 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1719 ft²
-
Parking
-
Balcony/Terrace
-
View -
Kitchen
US $904
/Night
7 Nights - $6,331
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $891
/Night
7 Nights - $6,237
Find More Assateague Island Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Assateague Island
Over 258+
Top-Rated Vacation Rentals with a Pool in or Near Assateague Island
Condo
10.0
(
120 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1979 ft²
-
Private Pool -
Oceanfront
-
Hot Tub
-
Parking
US $772
/Night
7 Nights - $5,401
Condo
10.0
(
75 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
(
71 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
1800 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $669
/Night
7 Nights - $4,685
Condo
10.0
(
52 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $505
/Night
7 Nights - $3,532
House
10.0
(
34 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1496 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $318
/Night
7 Nights - $2,228
House
10.0
(
13 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1556 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $379
/Night
7 Nights - $2,655
Condo
10.0
(
12 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $338
/Night
7 Nights - $2,363
House
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1860 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $406
/Night
7 Nights - $2,845
Pet-Friendly Vacation Rentals in Assateague Island
Over 317+
Pet-Friendly Vacation Rentals in or Near Assateague Island
House
9.8
(
52 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1560 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $297
/Night
7 Nights - $2,078
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $458
/Night
7 Nights - $3,208
Cottage
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $474
/Night
7 Nights - $3,316
House
9.6
(
47 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1250 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $549
/Night
7 Nights - $3,844
House
9.6
(
58 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $539
/Night
7 Nights - $3,773
House
9.8
(
100 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1650 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $320
/Night
7 Nights - $2,237
Cottage
9.4
(
55 Reviews
)
2 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 $282
/Night
7 Nights - $1,975
See More Pet-Friendly Vacation Rentals in Assateague Island on PetFriendly.io
Large Vacation Homes & Villas in Assateague Island
Over 186+
Large Vacation Homes & Villas in or Near Assateague Island
House
10.0
(
11 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $641
/Night
7 Nights - $4,488
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
(
9 Reviews
)
5 Bedrooms
2 Bathrooms
11 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $425
/Night
7 Nights - $2,976
House
10.0
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $330
/Night
7 Nights - $2,310
House
10.0
(
5 Reviews
)
4 Bedrooms
1 Bathroom
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $349
/Night
7 Nights - $2,445
House
10.0
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $595
/Night
7 Nights - $4,166
House
10.0
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $566
/Night
7 Nights - $3,959
House
10.0
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $399
/Night
7 Nights - $2,795
See More Family Vacation Rentals in Assateague Island on FVR
Wheelchair Accessible Vacation Homes in Assateague Island
Over 55+
Wheelchair Accessible Vacation Homes in or Near Assateague Island
Condo
9.2
(
35 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $344
/Night
7 Nights - $2,408
Hotel
9.5
(
199 Reviews
)
397.19 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $303
/Night
7 Nights - $2,121
Hotel
9.8
(
817 Reviews
)
-
Hot Tub
-
Breakfast -
Parking
-
Pool
US $165
/Night
7 Nights - $1,157
Condo
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1635 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $434
/Night
7 Nights - $3,040
Condo
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $353
/Night
7 Nights - $2,473
Condo
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $381
/Night
7 Nights - $2,666
Condo
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $351
/Night
7 Nights - $2,455
Condo
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $351
/Night
7 Nights - $2,455
Assateague Island Vacation Rentals and Airbnb Places to Stay Under $200
Over 160+
Assateague Island Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
10.0
(
112 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
185 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $135
/Night
7 Nights - $947
House
10.0
(
6 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1797.57 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Laundry
US $153
/Night
7 Nights - $1,070
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $170
/Night
7 Nights - $1,190
House
10.0
(
11 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $194
/Night
7 Nights - $1,360
House
10.0
(
3 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
960 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $195
/Night
7 Nights - $1,367
House
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $175
/Night
7 Nights - $1,226
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
1120 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $195
/Night
7 Nights - $1,364
Condo
9.8
(
13 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
US $172
/Night
7 Nights - $1,204
Instantly Bookable Vacation Homes in Assateague Island
Over 720+
Instantly Bookable Vacation Homes in or Near Assateague Island
House
10.0
(
161 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 $250
/Night
7 Nights - $1,749
New
House
9.2
(
36 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1751 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $339
/Night
7 Nights - $2,375
House
9.6
(
25 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
900 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $288
/Night
7 Nights - $2,016
House
9.4
(
51 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1008 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $266
/Night
7 Nights - $1,860
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
9.6
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $424
/Night
7 Nights - $2,965
About Assateague Island Vacation Rentals
With more than 39 Assateague Island 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 Assateague Island.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Assateague Island, 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 Assateague Island. Places to stay near Assateague Island are 457.92 ft² on average, with prices averaging US $285 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Assateague Island 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 Assateague Island
| Type | Count |
|---|---|
| Holiday Apartments | 18 |
| Villas | 14 |
| Vacation Homes | 7 |
Use these Quick Filters to Find a Vacation Rental in Assateague Island
★ 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 Assateague Island.
Weather in Assateague Island
View the weather forecast for Assateague Island before booking your Assateague Island 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 Assateague Island, US
Estiavillas offers a large selection of top attractions around Assateague Island. Research things to do on your vacation before you visit Assateague Island.
Chincoteague National Wildlife Refuge
Assateague State Park
Assateague Point
Assateague Lighthouse
Ocean City Boardwalk
Ocean City Beach
Jolly Roger Amusement Park
Maryland Beach
Bethany Beach Boardwalk
Casino at Ocean Downs
Roland E. Powell Convention Center
Jolly Roger at the Pier
Carousel Ice Skating Rink
Trimper's Rides
Wallops Flight Facility
Northside Park
Ocean City Inlet
Main Street Berlin
Inlet Park
Gold Coast Mall
Other Places to Stay Near Assateague Island, US
Assateague Island Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Assateague Island?
There are a lot of options in Assateague Island. If you plan on staying in the Assateague Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Assateague Island:
How many vacation rentals have private pools in Assateague Island?
There are 23 vacation rentals with private pools near Assateague Island. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Assateague Island are best for families?
If you are looking for a family-friendly vacation home in Assateague Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Assateague Island:
How many vacation rentals are available in Assateague Island?
Currently, the total number of properties listed in 2026 is over 39 in the Assateague Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Assateague Island.
