Deep Hole, VA
Chincoteague
Visit Deep Hole
Things to do
Sunset Wildlife Cruise along Assateague & Chincoteague Island
￥10,354
per adult
100% of travellers recommend
Chincoteague and Assateague Island Boat Tour with Capt. John
￥14,904
per adult
Chincoteague: Premier Pony & Wildlife Small Group Boat Tour
￥12,394
per adult
100% of travellers recommend
Chincoteague: Guided Sunset Kayak Tour with Wildlife Views
￥11,766
per adult
Chincoteague & Assateague Small-Group Sunset Boat Tour
￥13,962
per adult
Kayak Tour along Assateague & Chincoteague Island, Virginia
￥11,766
per adult
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 ￥14,227 per night from Oct 18 to Oct 19
￥14,227
￥33,375 total
Oct 18 - Oct 19
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! (6 reviews)
"The cottage is adorable and the owners are superb! The house was super clean, well-appointed, and in a very quiet area. I would gladly stay her again.pros:quiet well stocked kitchenwasher/dryernice tub/showercomfy bedsgreat ownerslot of thick towels and pillowscons:mosquitoes! (nothing the owner ..."
Reviewed on Aug 7, 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
Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury
Chincoteague Island VA
Stay at this vacation home in Chincoteague. Enjoy private pools, a water park, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular ...
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
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.
