121+ Private Villas and Holiday Rentals in Deep Hole |
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  2. Virginia
  3. Chincoteague
  4. Deep Hole

Deep Hole Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Deep Hole

Discover more than 121 vacation rentals available in Deep Hole. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Deep Hole.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Deep Hole, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Deep Hole. On average, places to stay near Deep Hole offer 214.14 ft², with nightly prices averaging CA $461.

With Casai, finding and comparing holiday rentals in Deep Hole is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Deep Hole

Type Count
Vacation Homes 117
Cottages 2

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Deep Hole.

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

Top Attractions Around Deep Hole, VA

Casai offers a large selection of top attractions around Deep Hole . Research things to do on your vacation before you visit Deep Hole.


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 holiday rentals in Deep Hole?

With numerous options available in Deep Hole, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Deep Hole:

Which holiday homes in Deep Hole are best for families?

If you're searching for a family-friendly holiday home in Deep Hole, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Deep Hole:

How many Casai.ca holiday rentals are available in Deep Hole?

As of 2025, Casai boasts over 121 properties listed in the Deep Hole area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Deep Hole.


People Also Ask

There are 121 Deep Hole, VA Holiday Rentals

Recently Booked Holiday Rentals in Deep Hole