22408+ Private Villas and Holiday Rentals in Hampton Roads |
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  2. Hampton Roads

Hampton Roads Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Hampton Roads

Discover more than 22408 vacation rentals available in Hampton Roads. 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 Hampton Roads.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hampton Roads, 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 Hampton Roads. On average, places to stay near Hampton Roads offer 1185.06 ft², with nightly prices averaging US $437.

With Casai, finding and comparing holiday rentals in Hampton Roads 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 Hampton Roads

Type Count
Vacation Homes 14515
Holiday Apartments 2349
Cottages 597
Villas 180

Use these Quick Filters to Find a Holiday Rental in Hampton Roads

★ 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 Hampton Roads.

Weather in Hampton Roads, US

View the weather forecast for Hampton Roads before booking your Hampton Roads 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 Hampton Roads, US

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


Busch Gardens Williamsburg
Virginia Beach Boardwalk
Colonial Williamsburg
Naval Station Norfolk
Virginia Beach Town Center
Hampton Coliseum
Water Country USA
Sandbridge Beach
Virginia Beach Convention Center
Colonial Williamsburg Visitor Center
Cape Hatteras National Seashore
Old Dominion University
Jamestown Settlement
Veterans United Home Loans Amphitheater at Virginia Beach
Ocean Breeze Waterpark
Buckroe Beach and Park
Fort Eustis
Hampton University
Norfolk State University
Norfolk Scope

Other Places to Stay in Hampton Roads, US


Tidewater Region 21,141 Properties
Outer Banks 12,189 Properties
Dare County 8,405 Properties
Norfolk - Virginia Beach 3,264 Properties
Cape Hatteras National Seashore 3,159 Properties
Currituck County 2,781 Properties
Hatteras Island 2,744 Properties
Corolla 2,706 Properties
Virginia Beach 2,129 Properties
Nags Head 2,125 Properties
Northern North Carolina Beaches 1,902 Properties
Kinnakeet 1,846 Properties

Frequently Asked Questions About Hampton Roads?

What are the top holiday rentals in Hampton Roads?

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

How many holiday rentals have private pools in Hampton Roads?

Discover a selection of holiday rentals with private pools near Hampton Roads with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Hampton Roads are best for families?

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

How many Casai.com holiday rentals are available in Hampton Roads?

As of 2025, Casai boasts over 22408 properties listed in the Hampton Roads area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hampton Roads.

Nearby Neighborhood (16) 
Neighborhood Property Count
Northeast Virginia Beach Vacation Rentals in Hampton Roads, US 1232
Sandbridge Vacation Rentals in Hampton Roads, US 688
South Nags Head Vacation Rentals in Hampton Roads, US 653
Whalehead Beach Vacation Rentals in Hampton Roads, US 565
Corolla Light Vacation Rentals in Hampton Roads, US 364
East Ocean View Vacation Rentals in Hampton Roads, US 170
Downtown Vacation Rentals in Hampton Roads, US 148
Willoughby Spit Vacation Rentals in Hampton Roads, US 148
Northwest Vacation Rentals in Hampton Roads, US 144
Monteray Shores Vacation Rentals in Hampton Roads, US 122
North Newport News Vacation Rentals in Hampton Roads, US 109
Sea Scape Vacation Rentals in Hampton Roads, US 86
Bermuda Bay Vacation Rentals in Hampton Roads, US 75
Dam Neck Vacation Rentals in Hampton Roads, US 45
Greenbrier East Vacation Rentals in Hampton Roads, US 38
Chic's Beach Vacation Rentals in Hampton Roads, US 36

People Also Ask

There are 22408 Hampton Roads, US Holiday Rentals

Recently Booked Holiday Rentals in Hampton Roads