Deep Hole, VA
Chincoteague
Visit Deep Hole
Things to do
Sunset Wildlife Cruise along Assateague & Chincoteague Island
￥10,344
per adult
100% of travellers recommend
Chincoteague's Kayak Tour around the Islands
￥13,949
per adult
Chincoteague & Assateague Small-Group Sunset Boat Tour
￥13,949
per adult
Chincoteague's and Assateague’s Grand Boat Tour with Capt.John
￥13,949
per adult
100% of travellers recommend
Deep Hole Hotel Deals
Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets
Chincoteague Island VA
Stay at this vacation home in Chincoteague. Enjoy a water park, laundry facilities, and cable/satellite TV service. Popular attractions Captain Timothy Hill ...
9/10 Wonderful! (6 reviews)
"Old and lovely house, great dock, pets allowed, kayaking access, roomy parking. We love Oyster Catcher!"
Reviewed on Sep 5, 2026
Cozy 2-bedroom house in Chincoteague
Chincoteague VA
The price is ￥25,513 per night from Nov 8 to Nov 9
￥25,513
￥45,276 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this vacation home in Chincoteague. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Maui Jack's Waterpark and Museum of Chincoteague ...
10/10 Exceptional! (7 reviews)
"Cute very clean little house located close to everything! The master bed was awesome, slept great. Only issue we had was the tv operation , maybe instructions and what stations you could watch without having to use a personal login"
Reviewed on Oct 16, 2026
Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly
Chincoteague Island VA
Stay at this vacation home in Chincoteague. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Captain Timothy Hill ...
9/10 Wonderful! (6 reviews)
"Cozy and hidden away from the main road. Plenty of room for dogs to roam around."
Reviewed on Jul 13, 2026
Quaint Cottages Near Everything on Beach Road
Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Maui Jack's Waterpark and Museum of ...
9.2/10 Wonderful! (46 reviews)
"Jay was there to greet us, the place was very clean. It is walking distance to town."
Reviewed on Sep 9, 2026
Southern Dream | Oyster Bay Water View Home, Screened Porch, Large Deck + Outdoor Shower
Chincoteague Island VA
Stay at this vacation home in Chincoteague. Enjoy a water park, patios, and cable/satellite TV service. Popular attractions Maui Jack's Waterpark and Museum ...
9/10 Wonderful! (26 reviews)
Quiet Location with a View
"Great house and location is close enough to the main drag but far enough away to have absolute quiet at night. Rooms were fine. Kitchen had everything you need... However, Dishwasher was broken... informed office... they said they were working on it... Asked for extra dish towels and a drying rack ..."
Reviewed on Jul 30, 2025
Waterside Inn
3761 Main St Chincoteague VA
The price is ￥9,156 per night from Nov 12 to Nov 13
￥9,156
￥10,283 total
Nov 12 - Nov 13
includes taxes & fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Where to stay in Deep Hole
Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.
Photo by Michael Gibson
Open Photo by Michael Gibson
Downtown Chincoteague
While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.
Piney Island
While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.
Snotty Ridge
While there might not be top attractions in Snotty Ridge, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Assateague Point.
Down the Marsh
If you're looking for some top things to see and do in Down the Marsh and surrounding area, you can visit Robert N. Reed Downtown Waterfront Park and Assateague Point.
Birch Town
While Birch Town isn't home to many top sights, Maui Jack's Waterpark and Museum of Chincoteague are some notable places to visit nearby.
