Deep Hole, VA
Chincoteague
Visit Deep Hole
Things to do
Chincoteague: Premier Pony & Wildlife Small Group Boat Tour
$79
per adult
Group Boat Tours of Chincoteague & Assateague - Wild Ponies
$78
per adult
Chincoteague's and Assateague’s Grand Boat Tour with Capt.John
$89
per adult
100% of travellers recommend
Chincoteague & Assateague Small-Group Sunset Boat Tour
$89
per adult
Chincoteague and Assateague Birdwatching Boat Tour
$89
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 Chincoteague National ...
10/10 Exceptional! (4 reviews)
"Sunrise views from the porch were breathtaking."
Reviewed on Sep 30, 2025
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 ...
10/10 Exceptional! (3 reviews)
Perfect hideaway!
"My family and I had a wonderful stay here at Escape! Modern, clean, private, and safe neighborhood. We enjoyed the smart tv in the evenings after a day of fun at the beach and made use of the fire pit to make s’mores and toast shrimp a few times, as well. Plenty of pillows and blankets to cuddle ..."
Reviewed on Aug 27, 2024
Cozy 2-bedroom house in Chincoteague
Chincoteague VA
$297 nightly
The price is $333 total per night from Jul 12 to Jul 13
$333 total
Jul 12 - Jul 13
Total with taxes and 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! (2 reviews)
"We really enjoyed our stay. It was perfect for our 2 night getaway. Great location for everything on the island. Quiet and comfortable beds. Only suggestion would be a picnic table outside and a fan/vent for the bathroom. Maybe some hooks or place to hang clothes."
Reviewed on Jun 22, 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 ...
8.8/10 Excellent! (35 reviews)
"The hot tub was advertised as a key amenity but wasn’t working during our stay — management did issue a partial refund, which we appreciated. Some areas of the house also felt like they needed attention: an upstairs sink that didn’t drain, soap dispensers that were empty or had an off smell, a dingy ..."
Reviewed on Apr 2, 2026
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
$119 nightly
The price is $134 total per night from Jul 8 to Jul 9
$134 total
Jul 8 - Jul 9
Total with taxes and fees
Stay at this motel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
"We’ve been staying here for the past four years and always enjoy our visits. The hotel is clean, comfortable, and reasonably priced. The main reason we love this hotel is its convenient central location—it’s close to everything! Ice cream shops, restaurants, and coffee shops are all within walking ..."
Reviewed on Jul 3, 2026
Chincoteague Bay RV Resort & Cottages
2305 Main St Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague National Wildlife Refuge and ...
9.8/10 Exceptional! (8 reviews)
"The views and amenities were spectacular - views of sunrise and sunset and a gorgeous boardwalk all around!"
Reviewed on Jun 28, 2026
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.
