Deep Hole
Chincoteague
Visit Deep Hole
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 laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Captain Timothy ...
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, laundry facilities, and patios. 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
Blufin Bungalows & Marina
2477 Main St Chincoteague VA
The price is CA $357 per night from Jun 4 to Jun 5
CA $357
CA $478 total
Jun 4 - Jun 5
includes taxes & fees
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.6/10 Exceptional! (258 reviews)
"Sitting on the deck of a bungalow was so amazing! We were watching the sea turtles swim by us right by our bungalow! The unit was very clean when we arrived. I can't say nothing bad about the place. We definitely want to return! Nicely stocked kitchenette! Extra blanket towls wash cloths. The only ..."
Reviewed on May 26, 2026
Key West Cottages
4251 Main Street Chincoteague VA
The price is CA $403 per night from Jun 11 to Jun 12
CA $403
CA $452 total
Jun 11 - Jun 12
includes taxes & fees
Stay at this cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (567 reviews)
"The cottage was adorable and very clean,the pool was beautiful unfortunately it rained most of the weekend so we couldn't take full advantage of it but we still enjoyed our stay.Everyone was very nice.We will definitely be coming back."
Reviewed on May 26, 2026
Comfort Suites Chincoteague Island Bayfront Resort
4195 Main St Chincoteague VA
The price is CA $261 per night from May 31 to Jun 1
CA $261
CA $295 total
May 31 - Jun 1
includes taxes & fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (1,000 reviews)
"This is a beautiful property at an excellent location and first rate staff. Amenities were beautiful and well maintained. The staff was friendly and attentive. Landscaping beautiful. Pools clean and in excellent working order. I can’t say enough good things."
Reviewed on May 26, 2026
Waterside Inn
3761 Main St Chincoteague VA
The price is CA $228 per night from Jun 17 to Jun 18
CA $228
CA $256 total
Jun 17 - Jun 18
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 ...
9/10 Wonderful! (1,000 reviews)
"I’ve been staying at the Waterside for over 30 years. While it is not the most luxurious, the rooms are spacious and the view from every room is spectacular. That’s what continues to bring me back. I appreciate it is family owned and there are still familiar faces. Thanks for many memories."
Reviewed on May 25, 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.
Other neighbourhoods around Deep Hole
Piney Island
While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.
Up the Neck
If you're looking for some top things to see and do in Up the Neck and surrounding area, you can visit Oyster Bay and Captain Timothy Hill House.
Downtown Chincoteague
While visiting Downtown Chincoteague, you might make a stop by sights like 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.
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.
