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Vacation Homes in Deep Hole

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The best vacation homes in Deep Hole

Check out our selection of great vacation homes in Deep Hole

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Key West Cottages

Chincoteague (Near Deep Hole)

Key West Cottages offers air-conditioned rooms in Chincoteague. This beachfront property offers access to a balcony, free private parking, and free Wifi.

C
CArrie
From
Vatican City
We received a text when our room was ready, with a link to our blue booth key. Getting into the room was super easy, and the property was clean and beautiful. Our room was pristine, and a hand written note was left for us. The small touches are everything to me!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 348 reviews
Price from
$141.55
1 night, 2 adults
Check availability

Pet-friendly creekside cottage w backyard

Chincoteague (Near Deep Hole)

Pet-friendly creekside cottage w backyard is located in Chincoteague, just 14 miles from Mid-Atlantic Regional Spaceport and 1.9 miles from Osprey Nest Art Gallery.

T
Terry
From
United States
Very comfortable, located just right. View of backyard was wonderful.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 14 reviews
Price from
$451.56
1 night, 2 adults
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Jellystone Park Chincoteague Island

Chincoteague (Near Deep Hole)

Jellystone Park Chincoteague Island offers accommodations in Chincoteague, 14 miles from Mid-Atlantic Regional Spaceport.

T
Terry
From
United States
We love staying in the safari tent!
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 62 reviews
Price from
$89.99
1 night, 2 adults
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Sandpiper Retreat Chincoteague Island APT-A

Chincoteague (Near Deep Hole)

Sandpiper Retreat Chincoteague Island APT-A offers accommodations in Chincoteague, 13 miles from Mid-Atlantic Regional Spaceport. Guests can benefit from a balcony and a picnic area.

C
Cosima
From
United States
Excellent location walking distance to grocery store and favorite restaurants. Very clean and comfy.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 10 reviews
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Blufin Bungalows & Marina

Chincoteague (Near Deep Hole)

Blufin Bungalows & Marina provides beachfront accommodations in Chincoteague. 15 miles from Mid-Atlantic Regional Spaceport, the vacation home features a private beach area and pool with a view.

T
Terri-Ann
From
United States
Great location, on the Channel. Quiet ,peaceful.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 299 reviews
Check availability

‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!

Chincoteague (Near Deep Hole)

‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water! offers accommodations in Chincoteague, 13 miles from Mid-Atlantic Regional Spaceport. The vacation home provides free Wifi and free private parking.

J
Jesse
From
United States
This property was not only beautiful, but had everything needed for a great trip!
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 6 reviews
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Chincoteague Bay RV Resort & Cottages

Chincoteague (Near Deep Hole)

Chincoteague Bay RV Resort & Cottages offers accommodations in Chincoteague, 15 miles from Mid-Atlantic Regional Spaceport.

D
Dave
From
United States
Ver nice and we’ll keep facilities.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 100 reviews
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Chincoteague Island Cottage ~ 2 Mi to Beaches

Chincoteague (Near Deep Hole)

Chincoteague Island Cottage ~ 2 Mi to Beaches offers accommodations in Chincoteague, 12 miles from Mid-Atlantic Regional Spaceport.

M
Mrs T
From
United States
This is the ideal location for our visit. It was walking distance to restaurants and shopping.
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 5 reviews
Check availability
All vacation homes in Deep Hole

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Deep Hole and surrounding area in the past month

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Popular with guests booking vacation homes in Deep Hole

Popular with guests booking vacation homes in Deep Hole

Popular with guests booking vacation homes in Deep Hole

Popular with guests booking vacation homes in Deep Hole

Popular with guests booking vacation homes in Deep Hole

Popular with guests booking vacation homes in Deep Hole

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking vacation homes in Deep Hole

Popular with guests booking vacation homes in Deep Hole

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking vacation homes in Deep Hole

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 3 reviews

Popular with guests booking vacation homes in Deep Hole

Vacation Homes with swimming pools in Deep Hole and nearby

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Scored out of 10, guest rating 7.3
Good - What previous guests thought, 62 reviews

Jellystone Park Chincoteague Island offers accommodations in Chincoteague, 14 miles from Mid-Atlantic Regional Spaceport.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 348 reviews

Key West Cottages offers air-conditioned rooms in Chincoteague. This beachfront property offers access to a balcony, free private parking, and free Wifi.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 299 reviews

Blufin Bungalows & Marina provides beachfront accommodations in Chincoteague. 15 miles from Mid-Atlantic Regional Spaceport, the vacation home features a private beach area and pool with a view.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 100 reviews

Chincoteague Bay RV Resort & Cottages offers accommodations in Chincoteague, 15 miles from Mid-Atlantic Regional Spaceport.

There's an outdoor pool and guests can use free Wifi and free private parking.

This vacation home features air-conditioned accommodations with a balcony. The vacation home offers parking on-site, an indoor pool, and a 24-hour front desk.

A fitness room is available for guests. The vacation home provides parking on-site, an indoor pool, and a 24-hour front desk.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2 reviews

There's an outdoor pool and guests can use free Wifi and free private parking.

Enjoy breakfast in Deep Hole and nearby

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Both free Wifi and parking on-site are available at Blue Moon - Pet friendly and great location! free of charge.

Both free Wifi and parking on-site are available at Crabby Pines - Pet friendly modern accommodations! free of charge.

Both free Wifi and parking on-site are accessible at Southern Dream - Water views & screened porch! free of charge.

Both free Wifi and parking on-site are accessible at An Unfettered View - Beautiful ranch w/ boat dock! free of charge.

Heron's Cove on Salt Meadow - Pet friendly, waterfront home! offers accommodations in Deep Hole, 13 miles from Mid-Atlantic Regional Spaceport.

Both free Wifi and parking on-site are available at Serenity at Deep Hole Hideaway - Pet friendly! free of charge.

Scored out of 10, guest rating 4.0
Disappointing - What previous guests thought, 1 review

Both free Wifi and parking on-site are accessible at Escape at Deep Hole Hideaway - Pet friendly duplex! free of charge.

Egret's Cove - Pet friendly w/ Hot tub! offers accommodations in Deep Hole, 13 miles from Mid-Atlantic Regional Spaceport.

Save money on vacation homes in Deep Hole and nearby – budget options available

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Both free Wifi and parking on-site are available at Oyster Catcher - Pet friendly & deep water access! free of charge.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Both free Wifi and parking on-site are accessible at Cedar Cove - Waterfront home with Fire pit! free of charge.

Both free Wifi and parking on-site are available at Our Happy Place - Pet friendly & waterfront! free of charge.

Star of the Sea - Renovated home located in town & pet friendly! offers accommodations in Deep Hole, 13 miles from Mid-Atlantic Regional Spaceport.

Both free Wifi and parking on-site are accessible at Sunshine Daydream - Pet friendly & waterfront view! free of charge.

Joint Venture - Pet friendly & water views! offers accommodations in Deep Hole, 13 miles from Mid-Atlantic Regional Spaceport.

Both free Wifi and parking on-site are accessible at Osprey - Pet friendly, Fireplace! free of charge. The vacation home is composed of 3 bedrooms, a fully equipped kitchen, and 2 bathrooms.

Both free Wifi and parking on-site are accessible at Charlotte's Morning Sun - Unobstructed Water Views! free of charge.

Great access to the city center. Check these vacation homes in Deep Hole and nearby

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Both free Wifi and parking on-site are accessible at Avalon - waterfront home with fireplace and screened porch free of charge.

Both free Wifi and parking on-site are available at Langtree - Pet friendly, waterfront with boat dock! free of charge.

Both free Wifi and parking on-site are available at Ryokan - Water views, Shared Boat Launch! free of charge. The vacation home is composed of 4 bedrooms, a fully equipped kitchen, and 2 bathrooms.

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Both free Wifi and parking on-site are accessible at Sunrise Shore - Waterfront with private pool & hot tub! free of charge.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

'Chincoteague Charm' Escape w/ Bikes & Yard Games! offers accommodations in Deep Hole, 13 miles from Mid-Atlantic Regional Spaceport and 1.1 miles from Osprey Nest Art Gallery.

Both free Wifi and parking on-site are accessible at Blue Sea Star - Beautiful Pet Friendly Home! free of charge.

Both free Wifi and parking on-site are available at Poole's Cove - Waterfront; Main Street! free of charge. The vacation home is composed of 3 bedrooms, a fully equipped kitchen, and 3 bathrooms.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 3 reviews

Channel Watch - Waterfront home with private Pier! offers accommodations in Deep Hole, 14 miles from Mid-Atlantic Regional Spaceport.