Private Villas in Deep Hole

Barefoot Breeze Villa Deep Hole entices guests to enjoy cycling and offers proximity to the Captain Timothy Hill House, located just 8 minutes' stroll away. Offering Wi-Fi, the Deep Hole holiday home… More

Accommodating up to 7 guests, the 3-bedroom Channel Watch - Waterfront Home With Private Pier! Deep Hole is situated approximately 5 minutes' drive from renowned cultural sites such as the Museum of… More

The family 'Chincoteague Charm' Escape W/ Bikes & Yard Games! Villa Deep Hole hosts up to 12 guests and provides proximity to the Captain Timothy Hill House, situated only 8 minutes' walk away. More

The 3-bedroom Hailey'S Roundhouse - New & Unique Home W/ Water Access! Deep Hole is nestled just a 9-minute walk from the Museum of Chincoteague and can accommodate up to 9 guests. More

Located merely 1.8 km from the Chincoteague Pony Centre, the 4-bedroom Tranquility - Brand New Home In Quiet Location! Deep Hole provides access to various tourist attractions in the vicinity. This… More

Blue Pointe Bayside - Cozy, Waterfront Home! Deep Hole offers proximity to nearby tourist spots, such as Little Oyster Bay, situated 25 minutes' walk away. More

The 3-bedroom Cockleshell Cottage - Pet Friendly & Handicap Accessible! Deep Hole hosts up to 10 guests and provides proximity to the Captain Timothy Hill House, situated a mere 0.6 km away. More

Offering a location around 25 minutes' walk from the Chincoteague Island Library, Island Sage Villa Deep Hole gives access to various tourist spots in the area. Guests can enjoy cycling at the… More

Tall Pines - Pet Friendly With Screened Porch! Deep Hole villa offers proximity to nearby tourist spots, such as Assateague Beach, situated 4.2 km away. More

Nestled 4.7 km from the 142 - foot - tall Assateague Lighthouse, Beachgrass Bungalow Deep Hole is boasting an indoor water park and a private garden for guests' enjoyment. This accommodation features… More

Oyster Bay Oasis Villa Deep Hole is located 9 minutes' walk from Little Oyster Bay and offers guests to enjoy cycling. Located 4 km from the Veteran's Memorial Park, this holiday home provides Wi-Fi… More

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. More

Sunrise Shore - Waterfront With Private Pool & Hot Tub! Deep Hole villa hosts up to 16 guests and is nestled within 25 minutes' walk of natural sites such as the Maui Jack's Waterpark. More

During the stay at Cedar Cove - Waterfront Home With Fire Pit! Deep Hole, guests can indulge in boating, hiking, and fishing or visit the Museum of Chincoteague, located a 25-minute walk away. The 3… More