Family Hotels 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

Assateague Inn 103-S Deep Hole is located only 1.9 km from the Chincoteague Island Library and around a 25-minute walk from the Captain Timothy Hill House. Offering access to a private pool, this… More

Assateague Inn 105-S Deep Hole is also located about 5 minutes' walk from the Chincoteague Pony Centre. The apartment features Wi-Fi, along with a private parking lot for guests travelling by car. More

Assateague Inn 203-S Deep Hole is located nearly a 25-minute walk from the Veteran's Memorial Park and offers Wi-Fi for either business or leisure. Offering access to a private pool, this apartment… 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

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

Featuring a private swimming pool, Bellas Beach Retreat - Assateague Inn 211 Deep Hole is a 5-minute walk from the Brant. Wi-Fi and a private parking lot are among the essentials at guests' disposal. 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

Assateague Inn 205-S Deep Hole is located nearly a 25-minute walk from the Chincoteague National Wildlife Refuge and offers Wi-Fi for either business or leisure. Offering access to a private swimming… More

Slack Tide Deep Hole villa is located about a 25-minute walk from Chincoteague Veteran's Memorial Park and invites guests to join cycling. More

Situated just 0.7 km from the Maui Jack's Waterpark, Assateague Inn 110-S Deep Hole provides guests with Wi-Fi for either business or leisure. Offering access to a swimming pool, this apartment is… More

Situated about 25 minutes' walk from the Chincoteague National Wildlife Refuge, the 4-bedroom Wildcat Retreat - Waterfront & Phenomenal Views! Villa Deep Hole provides access to numerous tourist… More

Assateague Inn 208-S Deep Hole is located 4.7 km from Assateague Beach and approximately a 25-minute walk from the Chincoteague National Wildlife Refuge. Offering access to a swimming pool, this… More

At Carriage House Villa Deep Hole, guests can enjoy cycling as well as a location a mere 8 minutes' walk from the Captain Timothy Hill House. Located 4.7 km from Oyster Bay, the property provides Wi… More

Providing guests with an indoor water park and a private garden to ensure a memorable stay, Coastal Retreat Villa Deep Hole is 750 m from Little Oyster Bay. The property features opportunities for… More

Caribbean Ketch Villa Deep Hole is located only 650 metres from the Piney Island and allows guests to enjoy cycling. More

Staying at The Robinson Family Beach House Deep Hole villa, guests can visit the Museum of Chincoteague, which is nearly a 25-minute walk away. Guests can enjoy cycling at the Deep Hole holiday home,… More

At the cosy Shackeau East Villa Deep Hole, guests can enjoy cycling as well as a location about 5 minutes' walk from the Museum of Chincoteague. Located a mere 1.8 km from the 142 - foot - tall… More

Along with proximity to the Captain Timothy Hill House, only an 8-minute walk away, the 2-bedroom Egret'S Walk - Charming Cottage On North Main! Deep Hole offers opportunities for mini golf in the… More

Assateague Inn 111-2R Deep Hole is located 3.9 km from the 142 - foot - tall Assateague Lighthouse and about a 25-minute walk from the Veteran's Memorial Park. Offering access to an outdoor swimming… More

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… More

Catch Of The Day Villa Deep Hole is located merely 1.9 km from the Chincoteague Pony Centre and allows guests to enjoy cycling. More

The Happy Crab Villa Deep Hole is located around a 25-minute walk from the Captain Timothy Hill House and provides cycling for active guests. Located in proximity to the Museum of Chincoteague, the… More

Situated about a 5-minute walk from the Museum of Chincoteague, Stoney Point Villa Deep Hole entices guests with cycling in the area. Located 1.8 km from the Chincoteague National Wildlife Refuge… More

Staying at Assateague Inn 104-S Deep Hole, guests can visit the Brant, located around 5 minutes' walk away. Offering access to a private swimming pool, this apartment is just 300 m from the… More

Located a mere 0.6 km from the Captain Timothy Hill House, Deja Blue Villa Deep Hole offers opportunities for cycling in the area. This Deep Hole villa boasts an indoor water park and a private… More

Along with proximity to the Chincoteague Pony Centre, just 5 minutes' walk away, The Blue Crab Villa Deep Hole offers opportunities for cycling in the area. More

Along with proximity to Little Oyster Bay, merely 0.7 km away, Sandy Penny | Luxury New Build W/ Water Views, En-Suite Bedrooms + Gourmet Kitchen Retreat Deep Hole villa offers opportunities for mini… More

Providing guests with an indoor water park and a private garden to ensure a memorable stay, Bayside Haven Villa Deep Hole is just 9 minutes' walk from Little Oyster Bay. This Deep Hole villa features… More

Beach Pines Deep Hole villa is located merely a 12-minute walk from the Museum of Chincoteague and invites guests to join cycling. More

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

Located approximately 5 minutes' walk from the Captain Timothy Hill House, Nunzs Cove Villa Deep Hole offers opportunities for cycling in the area. Providing guests with Wi-Fi and private parking… More

Along with proximity to Little Oyster Bay, merely 0.7 km away, Smooth Sailing Villa Deep Hole offers opportunities for cycling in the area. Providing guests with Wi-Fi and private parking, the Deep… More

Saltwater Gospel Villa Deep Hole is located around 20 minutes' walk from Little Oyster Bay and provides cycling for active guests. The accommodation boasts an indoor water park and a private garden… More

To enjoy your vacation in Deep Hole, stay at Assateague Inn 207-S Deep Hole, which is just 1.1 km from the Museum of Chincoteague and within 25 minutes' walk of the Chincoteague Island Library. More

Blue Heron Deep Hole villa is nestled a mere 7 minutes' walk from the Captain Timothy Hill House and can accommodate up to 12 guests. Boasting an indoor water park and a play area, the property is… More

Assateague Inn 106-S Deep Hole is located approximately a 20-minute walk from Little Oyster Bay and offers Wi-Fi for either business or leisure. Offering access to a private pool, this apartment is… More

Located only 0.6 km from the Captain Timothy Hill House, The Suncatcher Deep Hole villa offers opportunities for cycling in the area. Providing guests with Wi-Fi and private car parking, this Deep… More

Featuring an outdoor swimming pool, Assateague Inn 213-2R Deep Hole is approximately 300 metres from the Brant. The apartment offers modern facilities, such as Wi-Fi and essentials like private car… More

House On The Dune Deep Hole villa is situated within 3 km of Little Oyster Bay and provides a Jacuzzi, ensuring a relaxing stay. More

Gray Pearl Villa Deep Hole is located 9 minutes' walk from Little Oyster Bay and offers guests to enjoy cycling. Located 2.7 km from the Chincoteague Island Library, this holiday home provides Wi-Fi… More

Sunrise View - Waterfront, Kayaks, Gorgeous Sunrises! Villa Deep Hole is located around 25 minutes' walk from the Museum of Chincoteague and provides mini golf and fishing for active guests. More

To enjoy your vacation in Deep Hole, stay at Assateague Inn 107-A Deep Hole, which is 3.9 km from the historic red-&-white Assateague Lighthouse and nearly a 25-minute stroll from the Chincoteague… More

Paradise View Deep Hole villa is located approximately a 5-minute ride from the Captain Timothy Hill House and provides cycling for active guests. More

Assateague Inn 204-S Deep Hole is located just 300 m from the Brant and 3.9 km from the 142 - foot - tall Assateague Lighthouse. Offering access to a private swimming pool, this apartment is a few… More

At Teal Cottage Deep Hole, guests can enjoy cycling as well as a location just 8 minutes' walk from the Captain Timothy Hill House. Boasting an indoor water park and a private garden, the… More

Vineyard Cove Villa Deep Hole is located 25 minutes' walk from the Captain Timothy Hill House and invites guests to join cycling. More