Family Hotels in Deep Hole

The 2-bedroom Serenity At Deep Hole Hideaway - Pet Friendly! villa is nestled only a 9-minute walk from Little Oyster Bay and can accommodate up to 6 guests. Located in the vicinity of Oyster Bay… More

The 4-bedroom Barefoot Breeze Villa Deep Hole entices guests to enjoy cycling and offers proximity to Captain Timothy Hill House, located just 8 minutes' stroll away. The Deep Hole holiday home is… More

Situated approximately a 25-minute walk from Chincoteague Island Library, the 36 m² Assateague Inn 103-S Deep Hole can host up to 4 guests in Deep Hole. Set right around the corner from The Brant… More

Staying at the 3-bedroom Channel Watch - Waterfront Home With Private Pier! Deep Hole, guests can visit the historic red-&-white Assateague Lighthouse, which is nearly a 25-minute walk away. Offering… More

Featuring an outdoor swimming pool, the 36 m² Assateague Inn 105-S Deep Hole is about 5 minutes' walk from The Brant Gift Shop. Offering an aqua park and a golf course, this 1-bedroom apartment is… More

Situated nearly a 25-minute walk from Veteran's Memorial Park, the 36 m² Assateague Inn 203-S Deep Hole can host up to 4 guests in Deep Hole. Set right near The Brant Gift Shop, this 1-bedroom… More

The family-friendly 'Chincoteague Charm' Escape W/ Bikes & Yard Games! Villa Deep Hole hosts up to 12 guests a mere 8 minutes' walk from Captain Timothy Hill House and offers rental hire. More

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

Offering a location 2.8 km from Chincoteague Island Library, the 3-bedroom Admiral Benbow - Contemporary Home With Shared Boat Ramp Deep Hole gives access to various tourist spots in the area. More

Situated around 25 minutes' walk from Chincoteague National Wildlife Refuge, the 3-bedroom Island Sage Villa Deep Hole offers guests to enjoy an aqua park and a golf course. This property features… More

Bellas Beach Retreat - Assateague Inn 211 Deep Hole is located 1.1 km from Museum of Chincoteague and a 9-minute walk from Maui Jack's Waterpark. Offering access to an outdoor swimming pool, this… More

Offering a location 4.2 km from Assateague Beach, the 2-bedroom Tall Pines - Pet Friendly With Screened Porch! Deep Hole villa gives access to various tourist spots in the area. With a maximum… More

Nestled 4.7 km from the historic red-&-white Assateague Lighthouse, the 2-bedroom Beachgrass Bungalow Deep Hole is boasting an aqua park and a golf course for guests' enjoyment. Located approximately… More

During the stay at Sunset Bay Cottage - Main Street Charm With Water Views! Deep Hole, guests can indulge in mini golf or visit Captain Timothy Hill House, located a 14-minute walk away. The 3… More

Offering an aqua park and a golf course for guests' leisure, the 3-bedroom Slack Tide Deep Hole villa is situated about a 25-minute walk from Chincoteague Veteran's Memorial Park. Offering island… More

The 36 m² Assateague Inn 110-S Deep Hole is located a mere 0.7 km from Maui Jack's Waterpark and about a 5-minute walk from The Brant Gift Shop. This 1-bedroom apartment has an outdoor swimming pool,… More

Offering a location about 25 minutes' walk from Chincoteague National Wildlife Refuge, the 4-bedroom Wildcat Retreat - Waterfront & Phenomenal Views! Villa Deep Hole gives access to various tourist… More

Situated nearly a 25-minute walk from Chincoteague Pony Centre, the 4-bedroom Carriage House Villa Deep Hole offers guests to enjoy an aqua park and a golf course. The holiday home features… More

The 3-bedroom Coastal Retreat Villa Deep Hole is nestled merely 9 minutes' walk from Little Oyster Bay and can accommodate up to 8 guests. Located 3.8 km from Veteran's Memorial Park, the villa comes… More

Staying at the 3-bedroom Caribbean Ketch Villa Deep Hole, guests can visit Piney Island, which is only 0.6 km away. Offering island tours, the Deep Hole villa can accommodate up to 8 people. More

Staying at the 3-bedroom The Robinson Family Beach House Deep Hole villa, guests can visit Museum of Chincoteague, which is nearly a 25-minute walk away. Offering island tours, the Deep Hole holiday… More

Located around 5 minutes' walk from Museum of Chincoteague, Shackeau East Villa Deep Hole offers cycling to diversify guests' leisure. The 1-bedroom and 1-bathroom villa boasts an aqua park and a… More

The 2-bedroom Egret'S Walk | Peaceful Marsh & Creek View Cottage North Of Town W/ Wildlife Views & Pet Friendly Deep Hole hosts up to 5 guests and provides proximity to Captain Timothy Hill House… More

The 36 m² 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 Veteran's Memorial Park. Set steps away from The Brant… More

Featuring island tours to make your visit more entertaining, the 4-bedroom Wildcat Haven - Waterfront & Phenomenal Views! Villa Deep Hole is about 6 km from the 142 - foot - tall Assateague… More

The 3-bedroom Catch Of The Day Villa Deep Hole accommodates up to 6 guests and offers proximity to Little Oyster Bay, located just 0.7 km away. This Deep Hole holiday home boasts an aqua park and a… More

Offering an aqua park and a golf course for guests' leisure, the 3-bedroom The Happy Crab Villa Deep Hole is situated around a 25-minute walk from Captain Timothy Hill House. This villa features… More

Providing guests with an aqua park and a golf course to ensure a memorable stay, the 4-bedroom Stoney Point Villa Deep Hole is around a 5-minute walk from Museum of Chincoteague. Located merely 1.8… More

The 36 m² Assateague Inn 104-S Deep Hole is located only 5 minutes' walk from The Brant Gift Shop and 2.4 km from Chincoteague Veteran's Memorial Park. This 1-bedroom apartment has an outdoor… More

Situated only 0.6 km from Captain Timothy Hill House, the 2-bedroom Deja Blue Villa Deep Hole entices guests with cycling in the area. The property boasts an aqua park and a golf course, while Museum… More

The 3-bedroom The Blue Crab Villa Deep Hole, located approximately 5 minutes' walk from The Brant Gift Shop, can host up to 9 guests. The property boasts an aqua park and a golf course, while Museum… More

The 2-bedroom Bayside Haven Villa Deep Hole is located approximately 25 minutes' walk from Chincoteague Island Library and welcomes its guests to enjoy cycling. Offering island tours, the property… More

Suitable for 8 guests, One Peace Cottage Deep Hole offers a location a 6-minute walk from Deep Hole Creek and features an aqua park and a golf course. Located 2.1 km from Maui Jack's Waterpark, the 3… More

Offering an aqua park and a golf course for guests' leisure, Beach Pines Deep Hole villa is situated 2.9 km from Little Oyster Bay. This 3-bedroom holiday home features opportunities for cycling in… More

Along with proximity to Chincoteague Pony Centre, only a 5-minute walk away, the 3-bedroom Star Of The Sea - Renovated Home Located In Town & Pet Friendly! Deep Hole offers opportunities for mini… More

At the 4-bedroom Nunzs Cove Villa Deep Hole, guests can enjoy cycling as well as a location nearly 5 minutes' walk from Captain Timothy Hill House. Boasting an aqua park and a golf course, the… More

Along with proximity to Little Oyster Bay, merely 0.7 km away, the 3-bedroom Smooth Sailing Villa Deep Hole offers opportunities for cycling in the area. Providing guests with Wi-Fi and a private… More

Located around 5 minutes' walk from Chincoteague Pony Centre, the 2-bedroom Saltwater Gospel Villa Deep Hole offers cycling to diversify guests' leisure. This property boasts an aqua park and a golf… More

Situated just 1.1 km from Museum of Chincoteague, the 1-bedroom Assateague Inn 207-S Deep Hole can host up to 4 guests in Deep Hole. The 36 m² apartment provides an outdoor swimming pool as well as… More

The 3-bedroom Blue Heron Deep Hole villa is located just 7 minutes' walk from Captain Timothy Hill House and invites guests to enjoy island tours. The property features opportunities for mini golf… More

The 36 m² Assateague Inn 106-S Deep Hole is located merely 1.8 km from Little Oyster Bay and approximately a 25-minute walk from Veteran's Memorial Park. Set in close proximity to The Brant Gift Shop… More

Located nearly 25 minutes' walk from Chincoteague Pony Centre, the 4-bedroom The Suncatcher Deep Hole villa provides access to various tourist attractions in the vicinity. This Deep Hole holiday home… More

To enjoy your vacation in Deep Hole, stay at the 2-bedroom Assateague Inn 213-2R Deep Hole, which is approximately a 10-minute drive from Chincoteague Veteran's Memorial Park and just 1.8 km from… More

The 3-bedroom House On The Dune Deep Hole villa is nestled within 3 km of Little Oyster Bay and provides a Jacuzzi. More

Gray Pearl Villa Deep Hole is located 9 minutes' walk from Little Oyster Bay and entices guests with an aqua park and a golf course. The 4-bedroom holiday home features opportunities for cycling in… More

The 3-bedroom Sunrise View - Waterfront, Kayaks, Gorgeous Sunrises! Villa Deep Hole is located around 25 minutes' walk from Museum of Chincoteague and provides mini golf and fisheries for active… More

Located only 5 minutes' stroll from Chincoteague Pony Centre, the 1-bedroom Assateague Inn 107-A Deep Hole accommodates up to 4 guests. The historic red-&-white Assateague Lighthouse is 3.9 km from… More

The 4-bedroom Paradise View Deep Hole villa is located approximately a 5-minute ride from Captain Timothy Hill House and provides cycling for active guests. The Deep Hole holiday home boasts an aqua… More

Located a mere 5 minutes' walk from Chincoteague Pony Centre, the 36 m² Assateague Inn 204-S Deep Hole accommodates up to 4 guests. At the apartment, Wi-Fi and parking are also provided. More

The 3-bedroom Teal Cottage Deep Hole accommodates up to 10 guests and offers proximity to Captain Timothy Hill House, located just an 8-minute walk away. The holiday home boasts an aqua park and a… More