Deep Hole
Chincoteague
Visit Deep Hole
Things to do
Boat Tours of Chincoteague & Assateague - Wild Ponies
CA $111
per adult
Chincoteague & Assateague Small-Group Sunset Boat Tour
CA $126
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 Chincoteague National ...
10/10 Exceptional! (4 reviews)
"Sunrise views from the porch were breathtaking."
Reviewed on Sep 30, 2025
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 ...
8.6/10 Excellent! (37 reviews)
"This was our final stay. The furniture is gross, the beds are broken, one had bugs that my teen grandaughter had more bites all over her body each morning! The drains are clogged all the time.Kitchen had Rat Poison in the FOOD Pantry!Kitchen drain was clogged all the time & made it difficult to even ..."
Reviewed on Jul 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 Chincoteague National ...
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
Cozy 2-bedroom house in Chincoteague
Chincoteague VA
The price is CA $262 per night from Aug 17 to Aug 18
CA $262
CA $468 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this vacation home in Chincoteague. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chincoteague National Wildlife Refuge and ...
10/10 Exceptional! (5 reviews)
"Great vacation place for a family of four. House was clean, organized, well supplied and comfortable. Communication with hosts was excellent and we appreciated the hospitality! Hope to return next summer!"
Reviewed on Jul 25, 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 Chincoteague National Wildlife Refuge ...
9.6/10 Exceptional! (42 reviews)
"Host’s communication was prompt, kind, and effective! The residence was well-maintained, within walking distance of many restaurants and bike-rentals, and offered plenty of space! Overall, our stay was wonderful and we would return!"
Reviewed on Jul 7, 2026
Pearl on the Canal | Brand new waterfront home!
Chincoteague Island VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, a water park, and balconies. Popular attractions Chincoteague National Wildlife Refuge and Captain ...
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 Chincoteague Channel.
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.
