Deep Hole Travel Guide

Tourist Guide



Our pick of the best Deep Hole Hotel Deals

The Blue Crab - Your Dream Vacation awaits you!

The Blue Crab - Your Dream Vacation awaits you!

2 out of 5
Chincoteague Island VA
Stay at this family-friendly holiday home in Chincoteague. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Maui Jack's Waterpark and Museum ...
9.8/10 Exceptional! (14 reviews)
This was the perfect house for us! We enjoyed the one floor living, the large kitchen and counter space was more than sufficient. The linens and towels were provided which was one less thing to have to pack. We enjoyed being close to town and all the restaurants, the park, and the beach. Communication ...

Reviewed on 23 Oct 2025

The Blue Crab - Your Dream Vacation awaits you!
Quaint Cottages Near Everything on Beach Road

Quaint Cottages Near Everything on Beach Road

Chincoteague VA
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, a water park and patios. Popular attractions Maui Jack's Waterpark and Museum of Chincoteague are ...
9.4/10 Exceptional! (40 reviews)
Loved this cute place Nothing fancy but perfectly functional for a 2 night stay and close to everything I came for! Communication was over the top outstanding! A storm was coming in and the owner kept me updated! Also recommended some local events going on. I'm already planning on coming back!

Reviewed on 12 Oct 2025

Quaint Cottages Near Everything on Beach Road
Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas

Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas

Chincoteague VA
Stay at this cottage in Chincoteague. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Captain Timothy Hill House and Maui Jack's Waterpark ...
9.8/10 Exceptional! (17 reviews)
Perfect accommodation. Kitchen was fully stocked to cook in and everything was exceptionally clean.

Reviewed on 12 Oct 2025

Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Chincoteague VA
The price is NZ$769 per night from 26 Dec to 27 Dec
NZ$769
26 Dec - 27 Dec
includes taxes & fees
Stay at this family-friendly holiday home in Chincoteague. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Maui Jack's Waterpark and Captain ...
9.4/10 Exceptional! (13 reviews)
The home was perfect for our family gathering.

Reviewed on 12 Oct 2025

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
The Coastal Retreat you've been longing for!

The Coastal Retreat you've been longing for!

Chincoteague Island VA
Stay at this holiday home in Chincoteague. Enjoy a water park, a garden and laundry facilities. Popular attractions Captain Timothy Hill House and Maui Jack's ...
9.2/10 Wonderful! (8 reviews)
This vacation rental exceeded all expectations! The gorgeous ocean views were incredible, offering stunning views right from the balcony. and we had a fantastic time with the provided kayaks and a great spot for crabbing. The property was very clean, and we especially appreciated the fresh, high-quality ...

Reviewed on 27 Sept 2025

The Coastal Retreat you've been longing for!
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
Stay at this cottage in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the helpful staff in their reviews. ...
9.8/10 Exceptional! (488 reviews)
The cottage was clean and organized. Check in was easy and smooth. Can't wait to come back in warmer weather!

Reviewed on 9 Dec 2025

Key West Cottages
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

Default Image

Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

Piney Island
Default Image

Up the Neck

While Up the Neck isn't home to many top sights, Oyster Bay and Captain Timothy Hill House are some notable places to visit nearby.

Up the Neck
Chincoteague showing a beach, bird life and signage

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Downtown Chincoteague
Default Image

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.

Birch Town
Default Image

Dodge City

While there might not be top attractions in Dodge City, you can explore the larger area and discover places like Assateague Lighthouse and Robert N. Reed Downtown Waterfront Park.

Dodge City
Default Image

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.

Snotty Ridge


Deep Hole Travel Guide

Choose two or more items and save on your trip: