121+ Rental Villas and Private Getaways in Deep Hole |
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  3. Chincoteague
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Deep Hole Villa Rentals

About Deep Hole Vacation Rentals

There are more than 121 incredible getaway rentals that are available in Deep Hole. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Deep Hole.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Deep Hole, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Deep Hole. Places to stay near Deep Hole are 214.14 ft² on average, with prices averaging CA $460 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Deep Hole. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Deep Hole

Type Count
Vacation Homes 117
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Deep Hole

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Deep Hole with BedroomVillas.

Weather in Deep Hole, VA

View the weather forecast for Deep Hole before booking your Deep Hole Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Deep Hole's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Deep Hole's Research Top Attractions For Your Vacation


Chincoteague National Wildlife Refuge
Wallops Flight Facility
Assateague Point
Museum of Chincoteague
Bloxom Winery
Assateague Lighthouse
Pocomoke River State Park
Pocomoke River Canoe Company
Cypress Park
Delmarva Discovery Center
Oyster Bay
Kegotank Bay
Robert N. Reed Downtown Waterfront Park
Nassawango Golf Course
Bishop's Stock Fine Art
Coventry Parish Ruins
Julia A. Purnell Museum
Captain Timothy Hill House
Maui Jack's Waterpark

Frequently Asked Questions About Deep Hole?

What are the top hotels or resorts in Deep Hole?

We provide an array of great vacation destinations in Deep Hole. If you are looking to stay in or around the Deep Hole area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Deep Hole:

Which hotel or resort in Deep Hole is best for families?

Searching for a family-friendly getaway in Deep Hole? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Deep Hole?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 121 in the Deep Hole area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Deep Hole. 


People Also Ask

Hotels in Deep Hole and 117 rentals

Recently Booked Hotels, Resorts, or Rentals in Deep Hole