Deep Hole Travel Guide
Chincoteague
Visit Deep Hole
Things to do
Boat Tours of Chincoteague & Assateague - Wild Ponies
£59
per adult
Guided Kayak Tour to see ponies, birds, dolphins and more
£57
per adult
100% of travellers recommend
1-Hour Guided Jet Ski Rental & Eco Tour in Chincoteague Island
£94
per adult
Top hotels in Deep Hole
Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets
Chincoteague Island VA
Stay at this holiday home in Chincoteague. Enjoy a water park, laundry facilities and cable/satellite TV service. Popular attractions Chincoteague National Wildlife ...
10/10 Exceptional! (4 reviews)
"Sunrise views from the porch were breathtaking."
Reviewed on 30 Sept 2025
Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly
Chincoteague Island VA
Stay at this holiday home in Chincoteague. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Chincoteague National ...
9/10 Wonderful! (4 reviews)
"The rental unit description did not communicate that this property had another rental unit above it. This was particularly disappointing based on the property description as a "retreat"."
Reviewed on 1 Jul 2026
Cozy 2-bedroom house in Chincoteague
Chincoteague VA
The price is £280 per night from 3 Aug to 4 Aug
£280
3 Aug - 4 Aug
includes taxes & fees
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Chincoteague National Wildlife Refuge and Maui ...
10/10 Exceptional! (3 reviews)
"Very nice and well designed property. As soon as you open the door, you can tell that a lot of love and dedication came into designing this beautiful little cottage.Done with taste. Well located, away from the busy beach town center, yet very close to the main street (Maddox Street) and to the National ..."
Reviewed on 13 Jul 2026
Quaint Cottages Near Everything on Beach Road
Chincoteague VA
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, patios and cable/satellite TV service. Popular attractions Chincoteague National Wildlife Refuge ...
9.6/10 Exceptional! (41 reviews)
"I had a little confusion around checking in but I suspect that was a technology issue more than anything. The host was wonderful about it all and super helpful throughout the trip. I'd happily stay here again."
Reviewed on 1 Jul 2026
Crabby Pines | One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly
Chincoteague Island VA
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, a water park and laundry facilities. Popular attractions Chincoteague National Wildlife Refuge and ...
Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury
Chincoteague Island VA
Stay at this holiday home in Chincoteague. Enjoy private pools, a water park and laundry facilities. Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (36 reviews)
"Nice place and location."
Reviewed on 1 Jul 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 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
Snotty Ridge might not have many top sights, but Robert N. Reed Downtown Waterfront Park and Assateague Point are two attractions nearby that you can check out.
Down the Marsh
While there might not be top attractions in Down the Marsh, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.
Birch Town
Though Birch Town may not have many top sights, you can venture to the surrounding area to see attractions like Maui Jack's Waterpark and Museum of Chincoteague.
