Estia Villas - Vacation Rentals in Deep Hole
House
9.6
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Balcony/Terrace -
Kitchen -
Air Conditioner -
Internet
US $424
/Night
7 Nights - $2,965
US $634
/Night
7 Nights - $4,439
House
9.8
(
32 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $383
/Night
7 Nights - $2,679
House
9.8
(
21 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $273
/Night
7 Nights - $1,913
Cottage
10.0
(
18 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
700 ft²
-
Parking -
Ocean View -
Balcony/Terrace
-
View
US $249
/Night
7 Nights - $1,741
House
10.0
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $212
/Night
7 Nights - $1,482
House
10.0
(
9 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $639
/Night
7 Nights - $4,475
House
10.0
(
5 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
700 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $367
/Night
7 Nights - $2,571
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Luxury Places to Stay in Deep Hole
Over 135+
Luxury Places to Stay in or Near Deep Hole
House
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $948
/Night
7 Nights - $6,636
House
10.0
(
1 Review
)
4 Bedrooms
5 Bathrooms
10 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $919
/Night
7 Nights - $6,436
US $873
/Night
7 Nights - $6,109
House
9.4
(
79 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
3020 ft²
-
Oceanfront
-
Hot Tub -
Parking
-
Ocean View
US $866
/Night
7 Nights - $6,061
House
4 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $810
/Night
7 Nights - $5,670
House
5 Bedrooms
6 Bathrooms
14 Guests
1554 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $796
/Night
7 Nights - $5,570
House
3 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $724
/Night
7 Nights - $5,067
House
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $709
/Night
7 Nights - $4,963
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Find More Deep Hole Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Deep Hole
Over 4+
Top-Rated Vacation Rentals with a Pool in or Near Deep Hole
House
10.0
(
1 Review
)
5 Bedrooms
6 Bathrooms
12 Guests
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $652
/Night
7 Nights - $4,567
House
8.6
(
37 Reviews
)
3 Bedrooms
3 Bathrooms
14 Guests
2444 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $669
/Night
7 Nights - $4,685
Condo
3 Bedrooms
2 Bathrooms
8 Guests
1745 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $587
/Night
7 Nights - $4,106
House
8.8
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Oceanfront
-
Breakfast -
Pool
-
Ocean View
US $388
/Night
7 Nights - $2,716
Pet-Friendly Vacation Rentals in Deep Hole
Over 41+
Pet-Friendly Vacation Rentals in or Near Deep Hole
House
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $519
/Night
7 Nights - $3,632
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2184 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $408
/Night
7 Nights - $2,859
House
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
11 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $545
/Night
7 Nights - $3,818
House
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $502
/Night
7 Nights - $3,512
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
1838 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $594
/Night
7 Nights - $4,158
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
10 Guests
1242 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $559
/Night
7 Nights - $3,914
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
1120 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $204
/Night
7 Nights - $1,431
House
9.8
(
47 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $433
/Night
7 Nights - $3,031
See More Pet-Friendly Vacation Rentals in Deep Hole on PetFriendly.io
Large Vacation Homes & Villas in Deep Hole
Over 23+
Large Vacation Homes & Villas in or Near Deep Hole
House
3 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
US $583
/Night
7 Nights - $4,078
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
(
1 Review
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $317
/Night
7 Nights - $2,218
House
9.8
(
23 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1448 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $346
/Night
7 Nights - $2,425
House
9.6
(
30 Reviews
)
4 Bedrooms
5 Bathrooms
12 Guests
2454 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $589
/Night
7 Nights - $4,126
House
9.6
(
27 Reviews
)
3 Bedrooms
3 Bathrooms
11 Guests
1876 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
US $590
/Night
7 Nights - $4,129
House
9.2
(
7 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
1664 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $518
/Night
7 Nights - $3,623
House
9.0
(
31 Reviews
)
3 Bedrooms
2 Bathrooms
12 Guests
2656 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $515
/Night
7 Nights - $3,603
See More Family Vacation Rentals in Deep Hole on FVR
Wheelchair Accessible Vacation Homes in Deep Hole
Over 1+
Wheelchair Accessible Vacation Homes in or Near Deep Hole
House
9.2
(
15 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
1686 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $485
/Night
7 Nights - $3,394
Deep Hole Vacation Rentals and Airbnb Places to Stay Under $200
Over 15+
Deep Hole Vacation Rentals and Airbnb Places to Stay Under $200
House
4 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $192
/Night
7 Nights - $1,344
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
(
32 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $180
/Night
7 Nights - $1,259
House
10.0
(
201 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $145
/Night
7 Nights - $1,014
House
10.0
(
58 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $122
/Night
7 Nights - $857
House
10.0
(
11 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1188 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $176
/Night
7 Nights - $1,233
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $165
/Night
7 Nights - $1,154
House
9.6
(
21 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $186
/Night
7 Nights - $1,300
See More Deep Hole Vacation Rental Deals
Instantly Bookable Vacation Homes in Deep Hole
Over 61+
Instantly Bookable Vacation Homes in or Near Deep Hole
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $431
/Night
7 Nights - $3,020
House
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $279
/Night
7 Nights - $1,952
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $456
/Night
7 Nights - $3,193
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $451
/Night
7 Nights - $3,158
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
1150 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $393
/Night
7 Nights - $2,753
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $333
/Night
7 Nights - $2,333
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $323
/Night
7 Nights - $2,260
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $287
/Night
7 Nights - $2,010
About Deep Hole Vacation Rentals
With more than 144 Deep Hole 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 Deep Hole.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Deep Hole, 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 Deep Hole. Places to stay near Deep Hole are 516.06 ft² on average, with prices averaging US $395 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Deep Hole with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Deep Hole
★ 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 Deep Hole.
Weather in Deep Hole
View the weather forecast for Deep Hole before booking your Deep Hole 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 Deep Hole, VA
Estiavillas offers a large selection of top attractions around Deep Hole. Research things to do on your vacation before you visit Deep Hole.
Chincoteague National Wildlife Refuge
Wallops Flight Facility
Assateague Point
Museum of Chincoteague
Bloxom Winery
Assateague Lighthouse
Pocomoke River State Park
Pocomoke River Canoe Company
Cypress Park
Delmarva Discovery Center
Oyster Bay
Kegotank Bay
Robert N. Reed Downtown Waterfront Park
Nassawango Golf Course
Bishop's Stock Fine Art
Coventry Parish Ruins
Julia A. Purnell Museum
Captain Timothy Hill House
Maui Jack's Waterpark
Deep Hole Vacation Rental Frequently Asked Questions
Which vacation homes in Deep Hole are best for families?
If you are looking for a family-friendly vacation home in Deep Hole, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Deep Hole:
How many vacation rentals are available in Deep Hole?
Currently, the total number of properties listed in 2026 is over 144 in the Deep Hole area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Deep Hole.
