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Hotels in Deep Hole

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Vacation Rentals in Deep Hole

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  • Popularity: high to low
  • Rating: high to low
  • Price: low to high
  • Distance: low to high

Tranquility - Brand New Home In Quiet Location!

Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

1 review

8/10
Wi-Fi
Air conditioning
Pets allowed

Staying at the 2-bedroom Tranquility - Brand New Home In Quiet Location! Deep Hole, guests can easily reach the Chincoteague Pony Centre, located a mere 1.8 km away.

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Hailey'S Roundhouse - New & Unique Home W/ Water Access!

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Air conditioning
No pets allowed

Situated 3.3 km from Little Oyster Bay, the 2-bedroom Hailey'S Roundhouse - New & Unique Home W/ Water Access! Deep Hole entices guests to explore various tourist attractions in the area.

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Channel Watch - Waterfront Home With Private Pier!

Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

1 review

8/10
Wi-Fi
Air conditioning
No pets allowed

Staying at the 2-bedroom Channel Watch - Waterfront Home With Private Pier! Deep Hole, guests can easily reach the Maui Jack's Waterpark, located just 1.6 km away.

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Chincoteague Charm Escape With Bikes And Yard Games!

Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

1 review

7/10
Wi-Fi
Pets allowed

Situated just 5 minutes' walk from the Chincoteague Island Waterman's Memorial, the family-friendly Chincoteague Charm Escape With Bikes And Yard Games! Villa Deep Hole provides access to numerous…

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Sunset Bay Cottage - Main Street Charm With Water Views!

Superb location
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

3 reviews

6.2/10
Wi-Fi
24-hour reception
Fitness centre
Aqua park
Children's play area
Air conditioning

During the stay at Sunset Bay Cottage - Main Street Charm With Water Views! Deep Hole, guests can indulge in mini golf or visit the Captain Timothy Hill House, located a 14-minute walk away.

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Wi-Fi
24-hour reception
Fitness centre
Aqua park
Children's play area
Air conditioning

Staying at Sandy Penny | Luxury New Build W/ Water Views, En-Suite Bedrooms + Gourmet Kitchen Retreat Deep Hole villa, guests can easily reach the Museum of Chincoteague, located approximately 3 km…

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Wildcat Haven - Waterfront & Phenomenal Views!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Fitness centre
Aqua park
Air conditioning
Pets allowed

The 4-bedroom Wildcat Haven - Waterfront & Phenomenal Views! Villa Deep Hole is located 4 km from the Museum of Chincoteague and provides mini golf for active guests. Located 15 minutes by car from…

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Hidden Treasure - Waterfront Home With Boat Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Offering a location 4.9 km from Chincoteague Veteran's Memorial Park, the 3-bedroom Hidden Treasure - Waterfront Home With Boat Dock! Deep Hole gives access to various tourist spots in the area.

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Poole'S Cove - Waterfront; Main Street!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Nestled 10 minutes' drive from the 142-foot-tall Assateague Lighthouse, Poole'S Cove - Waterfront; Main Street! Villa Deep Hole entices guests to explore various tourist destinations nearby.

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Joint Venture - Pet Friendly & Water Views!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Staying at the 2-bedroom Joint Venture - Pet Friendly & Water Views! Villa Deep Hole, guests can visit the Maui Jack's Waterpark, which is nearly a 15-minute walk away.

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Endless Summer - Pet Friendly With Screened Porch!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Endless Summer - Pet Friendly With Screened Porch! Deep Hole villa is situated within 500 metres of the Piney Island, featuring such comforts as Wi-Fi and a car park.

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Bayside Bliss - Waterfront Home, Beautiful Views

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Staying at the 3-bedroom Bayside Bliss - Waterfront Home, Beautiful Views Deep Hole, guests can visit Chincoteague Veteran's Memorial Park, which is nearly a 10-minute drive away.

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Ryokan - Water Views, Shared Boat Launch!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Offering a location around a 25-minute walk from the Museum of Chincoteague, the 2-bedroom Ryokan - Water Views, Shared Boat Launch! Deep Hole villa gives access to various tourist spots in the area.

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Wi-Fi
24-hour reception
Fitness centre
Aqua park
Restaurant
Children's play area

Situated 2.5 km from the Chincoteague Pony Centre, Sunrise View - Waterfront, Kayaks, Gorgeous Sunrises! Villa Deep Hole provides access to numerous tourist attractions in the area.

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Sunshine Daydream - Pet Friendly & Waterfront View!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Offering a location 2.3 km from the Chincoteague Pony Centre, the 2-bedroom Sunshine Daydream - Pet Friendly & Waterfront View! Villa Deep Hole gives access to various tourist spots in the area.

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Wi-Fi
24-hour reception
Fitness centre
Aqua park
Children's play area
Air conditioning

Offering a location 3.1 km from the Chincoteague National Wildlife Refuge, Blue Heron Deep Hole villa gives access to various tourist spots in the area.

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Crabby Pines - Pet Friendly Modern Accommodations!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Crabby Pines - Pet Friendly Modern Accommodations! Deep Hole villa offers proximity to nearby tourist spots, such as the Captain Timothy Hill House, situated 2.3 km away.

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Windshadow - Waterfront & Pet Friendly!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Windshadow - Waterfront & Pet Friendly! Villa Deep Hole is situated a 6-minute walk from the Chincoteague Island Waterman's Memorial, featuring such comforts as Wi-Fi and parking.

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Assateague Inn 109-S

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Outdoor swimming pool
Fitness centre
Golf course
Massage
Children's play area

Assateague Inn 109-S Deep Hole is located only 300 metres from the Brant and around a 20-minute walk from Little Oyster Bay. Guests can enrich their stay with activities like hiking, mini golf, and…

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Conch Shell - Waterfront Villa With Wrap Around Deck!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Situated nearly a 20-minute walk from the Chincoteague National Wildlife Refuge, the 1-bedroom Conch Shell - Waterfront Villa With Wrap Around Deck! Deep Hole provides access to numerous tourist…

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Shore Thing On Oyster Bay - Waterfront, Boat Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Staying at the 3-bedroom Shore Thing On Oyster Bay - Waterfront, Boat Dock! Deep Hole villa, guests can easily reach the Museum of Chincoteague, located about a 10-minute drive away.

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June'S Retreat - Waterfront; Boat Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Staying at the 5-bedroom June'S Retreat - Waterfront; Boat Dock! Deep Hole villa, guests can visit the Veteran's Memorial Park, which is nearly a 10-minute ride away.

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My Island Escape - North Main & Private Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Game room
Air conditioning
No pets allowed

Staying at the 2-bedroom My Island Escape - North Main & Private Dock! Villa Deep Hole, guests can easily reach Little Oyster Bay, located about a 10-minute drive away.

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Our Happy Place - Pet Friendly & Waterfront!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Staying at the 2-bedroom Our Happy Place - Pet Friendly & Waterfront! Deep Hole villa, guests can visit the Chincoteague Pony Centre, which is approximately a 10-minute ride away.

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Grey Heron - Pet Friendly, Waterfront Home With Boat Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Staying at the 2-bedroom Grey Heron - Pet Friendly, Waterfront Home With Boat Dock! Deep Hole, guests can easily reach the Museum of Chincoteague, located about a 10-minute ride away.

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Shady Side - Water Access, Screened Porch!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Located within 10 minutes' drive of the 142 - foot - tall Assateague Lighthouse, the 2-bedroom Shady Side - Water Access, Screened Porch! Deep Hole villa provides access to various tourist…

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Sunrise Shore - Waterfront With Private Pool & Hot Tub!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Staying at the 3-bedroom Sunrise Shore - Waterfront With Private Pool & Hot Tub! Deep Hole villa, guests can easily reach the historic red-&-white Assateague Lighthouse, located about a 10-minute…

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Star Of The Sea - Renovated Home Located In Town & Pet Friendly!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Fitness centre
Aqua park
Spa & wellness centre
Children's play area

Along with proximity to the Chincoteague Pony Centre, only a 5-minute walk away, the 2-bedroom Star Of The Sea - Renovated Home Located In Town & Pet Friendly! Deep Hole offers opportunities for mini…

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Langtree - Pet Friendly, Waterfront With Boat Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

The 3-bedroom Langtree - Pet Friendly, Waterfront With Boat Dock! Villa Deep Hole is located merely 1.4 km from Little Oyster Bay, giving access to various tourist spots nearby.

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Trembling Bay - Waterfront & A Private Pier!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Staying at the 2-bedroom Trembling Bay - Waterfront & A Private Pier! Villa Deep Hole, guests can easily reach the Veteran's Memorial Park, located approximately a 10-minute drive away.

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La Dolce Vita - Waterfront With Boat Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

The 4-bedroom La Dolce Vita - Waterfront With Boat Dock! Deep Hole villa is located about 10 minutes by car from the Chincoteague Pony Centre, giving access to various tourist spots nearby.

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Escape At Deep Hole Hideaway - Pet Friendly Duplex!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Located a 9-minute walk from the Deep Hole Creek, Escape At Deep Hole Hideaway - Pet Friendly Duplex! Villa gives access to various tourist sites in the vicinity.

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Grandview - Pet Friendly, Waterfront Home With Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

The 4-bedroom Grandview - Pet Friendly, Waterfront Home With Dock! Deep Hole is located around 25 minutes' walk from the Chincoteague National Wildlife Refuge, giving access to various tourist spots…

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Blue Sea Star - Beautiful Pet Friendly Home!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Offering a location 4.1 km from the 142 - foot - tall Assateague Lighthouse, the 2-bedroom Blue Sea Star - Beautiful Pet Friendly Home! Deep Hole gives access to various tourist spots in the area.

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Osprey - Pet Friendly, Fireplace!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Located around 10 minutes' drive from the Captain Timothy Hill House, the 2-bedroom Osprey - Pet Friendly, Fireplace! Deep Hole villa provides access to various tourist attractions in the vicinity.

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Charlotte'S Morning Sun - Unobstructed Water Views!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Staying at the 4-bedroom Charlotte'S Morning Sun - Unobstructed Water Views! Villa Deep Hole, guests can visit the Maui Jack's Waterpark, which is nearly a 25-minute walk away.

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Homestead - Located On Main Street With Outdoor Shower!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Situated 4 km from the 142 - foot - tall Assateague Lighthouse, the 2-bedroom Homestead - Located On Main Street With Outdoor Shower! Deep Hole villa entices guests to explore various tourist…

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Belle Of The Bay - Beautiful Custom Waterfront Home!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
No pets allowed

The 2-bedroom Belle Of The Bay - Beautiful Custom Waterfront Home! Deep Hole offers proximity to such city sites as Oyster Bay, located approximately a 5-minute walk away. Providing guests with Wi-Fi…

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The Suncatcher

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Aqua park
Children's play area
Air conditioning
No pets allowed

Along with proximity to the Captain Timothy Hill House, just 600 metres away, The Suncatcher Deep Hole villa offers opportunities for hiking, mini golf, and cycling in the area.

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Dragonfly Point - Waterfront Home W Boat Dock & Deck!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Canoeing
Air conditioning
No pets allowed

Staying at the 3-bedroom Dragonfly Point - Waterfront Home W Boat Dock & Deck! Deep Hole, guests can easily reach the Maui Jack's Waterpark, located approximately a 10-minute ride away. Guests can…

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Island Sunrise - Pet Friendly, Waterfront Duplex!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Offering a location only a 14-minute walk from the Museum of Chincoteague, the 2-bedroom Island Sunrise - Pet Friendly, Waterfront Duplex! Villa Deep Hole gives access to various tourist spots in the…

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Cedar Cove - Waterfront Home With Fire Pit!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Nestled a 10-minute drive from Chincoteague Veteran's Memorial Park, Cedar Cove - Waterfront Home With Fire Pit! Deep Hole entices guests to explore various tourist destinations nearby.

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Off Belay - Creek View

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Staying at the 3-bedroom Off Belay - Creek View Villa Deep Hole, guests can easily reach the historic red-&-white Assateague Lighthouse, located about a 10-minute ride away.

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Coastal Cottage - Beachy Oasis In Oyster Bay!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Staying at the 2-bedroom Coastal Cottage - Beachy Oasis In Oyster Bay! Deep Hole, guests can visit the Museum of Chincoteague, which is nearly a 10-minute drive away.

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Blue Pointe Bayside - Cozy, Waterfront Home!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Game room
Air conditioning
No pets allowed

Offering a location 25 minutes on foot from Little Oyster Bay, Blue Pointe Bayside - Cozy, Waterfront Home! Deep Hole gives access to various tourist spots in the area.

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Lazy Days - Pet Friendly With Screened Gazebo!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Located 25 minutes' walk from the Maui Jack's Waterpark, Lazy Days - Pet Friendly With Screened Gazebo! Deep Hole villa gives access to various tourist sites in the vicinity.

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Egret'S Walk - Charming Cottage On North Main!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Aqua park
Children's play area
Air conditioning
Pets allowed

Along with proximity to the Captain Timothy Hill House, only an 8-minute walk away, the 1-bedroom Egret'S Walk - Charming Cottage On North Main! Deep Hole offers opportunities for mini golf in the…

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Castlebar - Luxury Waterfront Home With Private Dock!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed

Nestled a 10-minute drive from the Museum of Chincoteague, Castlebar - Luxury Waterfront Home With Private Dock! Deep Hole entices guests to explore various tourist destinations nearby.

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Heron'S Cove On Salt Meadow - Pet Friendly, Waterfront Home!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

The 5-bedroom Heron'S Cove On Salt Meadow - Pet Friendly, Waterfront Home! Deep Hole is located around 25 minutes' walk from the Museum of Chincoteague, giving access to various tourist spots nearby.

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Egret'S Cove - Pet Friendly W/ Hot Tub!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed

Offering a location 10 minutes by car from the Chincoteague National Wildlife Refuge, Egret'S Cove - Pet Friendly W/ Hot Tub! Villa Deep Hole gives access to various tourist spots in the area.

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