Vacation Rentals 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

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

Located merely 1.6 km from the Captain Timothy Hill House, Shady Grove - Water Views, Fireplace! Deep Hole villa provides access to various tourist attractions in the vicinity. 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 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

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

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

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

Situated 9 minutes' walk from Little Oyster Bay, Escape At Deep Hole Hideaway - Pet Friendly Duplex! Villa is ideal for up to 6 guests. More

Situated only 0.7 km from Little Oyster Bay, the 2-bedroom Serenity At Deep Hole Hideaway - Pet Friendly! villa is ideal for up to 6 guests. 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

Bayside Bliss - Waterfront Home, Beautiful Views Deep Hole hosts up to 10 guests and is nestled approximately a 10-minute drive from natural sites such as the Maui Jack's Waterpark. Located 4.5 km… 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

The 4-bedroom Shore Thing On Oyster Bay - Waterfront, Boat Dock! Deep Hole villa hosts up to 8 guests and is nestled within 3 km of natural sites such as the Maui Jack's Waterpark. Located around a… 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

Situated 2.3 km from the Chincoteague Pony Centre, the 3-bedroom Sunshine Daydream - Pet Friendly & Waterfront View! Villa Deep Hole entices guests to explore various tourist attractions in the area.… 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

Situated 4.9 km from Chincoteague Veteran's Memorial Park, the 4-bedroom Hidden Treasure - Waterfront Home With Boat Dock! Deep Hole provides access to numerous tourist attractions in the area. This… 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

Situated within 25 minutes' walk of the Chincoteague Island Library, Grey Heron - Pet Friendly, Waterfront Home With Boat Dock! Deep Hole invites guests to relax at a sun deck. More

Situated just 5 minutes' walk from the Captain Timothy Hill House, the 3-bedroom Blue Sea Star - Beautiful Pet Friendly Home! Deep Hole is ideal for up to 12 guests. More

Offering a location around a 25-minute walk from the Museum of Chincoteague, the 4-bedroom Ryokan - Water Views, Shared Boat Launch! Deep Hole villa gives access to various tourist spots in the area. More

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

Located within 25 minutes' walk of Chincoteague Veteran's Memorial Park, the 4-bedroom Shady Side - Water Access, Screened Porch! Deep Hole villa provides access to various tourist attractions in the… More

Situated around 25 minutes' walk from the Museum of Chincoteague, the 4-bedroom Heron'S Cove On Salt Meadow - Pet Friendly, Waterfront Home! Deep Hole provides access to numerous tourist attractions… More

Staying at the 4-bedroom Oyster Catcher - Pet Friendly & Deep Water Access! Deep Hole villa, guests can visit the Deep Hole Creek, which is only 0.7 km away. The Deep Hole holiday home is suitable… 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

Situated just a few steps from the Captain Timothy Hill House, Lazy Days - Pet Friendly With Screened Gazebo! Deep Hole villa is ideal for up to 7 guests. More

The 4-bedroom Grandview - Pet Friendly, Waterfront Home With Dock! Deep Hole offers proximity to nearby tourist spots, such as the Chincoteague National Wildlife Refuge, situated nearly 25 minutes'… 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

Langtree - Pet Friendly, Waterfront With Boat Dock! Villa Deep Hole hosts up to 10 guests and is nestled within 25 minutes' walk of natural sites such as the Maui Jack's Waterpark. Located 2.9 km… More

Offering a location approximately a 25-minute walk from Chincoteague Veteran's Memorial Park, the 2-bedroom An Unfettered View - Beautiful Ranch W/ Boat Dock! Villa Deep Hole gives access to various… More

Staying at the 4-bedroom Charlotte'S Morning Sun - Unobstructed Water Views! Villa Deep Hole, guests can visit Little Oyster Bay, which is only 1.3 km away. The Deep Hole holiday home is suitable for… 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

Situated in close proximity to the Captain Timothy Hill House, the 3-bedroom Homestead - Located On Main Street With Outdoor Shower! Deep Hole villa is ideal for up to 5 guests. Located 4 km from… More