Hampton Roads Holiday Homes
Condo
10.0(354 Reviews)
2 Bedrooms
1 Bath
6 Guests
950 ft²
Oceanfront
Parking
Ocean View
Balcony/Terrace
R4,547/Night
7 Nights - R31,828
Bed & Breakfast
10.0(11 Reviews)
1 Bedroom
1 Bath
4 Guests
398.26 ft²
EV Charge Station- Parking
View
Air Conditioner
R3,880/Night
7 Nights - R27,162
R4,750/Night
7 Nights - R33,250
Condo
10.0(278 Reviews)
2 Bedrooms
1 Bath
6 Guests
950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R5,195/Night
7 Nights - R36,360
Bed & Breakfast
10.0(8 Reviews)
1 Bedroom
2 Baths
6 Guests
850.35 ft²
- EV Charge Station
- Parking
- View
- Air Conditioner
R5,313/Night
7 Nights - R37,197
Condo
10.0(185 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
Private Pool- Oceanfront
- Parking
Pool
R6,449/Night
7 Nights - R45,141
House
10.0(8 Reviews)
3 Bedrooms
1 Bath
8 Guests
1097.92 ft²
- Oceanfront
- Parking
Spa- Ocean View
R3,587/Night
7 Nights - R25,104
Condo
10.0(184 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R2,791/Night
7 Nights - R19,535
House
10.0(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
957.99 ft²
- Oceanfront
- Parking
- Ocean View
- View
R10,353/Night
7 Nights - R72,470
Condo
10.0(180 Reviews)
1 Bedroom
2 Baths
4 Guests
700 ft²
- Private Pool
- Parking
- Pool
- Ocean View
R2,659/Night
7 Nights - R18,615
House
10.0(7 Reviews)
4 Bedrooms
4 Baths
8 Guests
1797.57 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R9,673/Night
7 Nights - R67,703
House
10.0(177 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R4,007/Night
7 Nights - R28,048
Why Choose Rent By Owner for your Hampton Roads Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Hampton Roads
How to Book Your Hampton Roads Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Hampton Roads
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Hampton Roads, VA
Tidewater Region
Outer Banks
Dare County
Norfolk - Virginia Beach
Cape Hatteras National Seashore
Currituck County
Corolla
Hatteras Island
Nags Head
Virginia Beach
Northern North Carolina Beaches
Kinnakeet
Frequently Asked Questions About Hampton Roads Holiday Rentals
1. What are the top Holiday Homes in Hampton Roads?
There are a lot of options in Hampton Roads. If you plan on staying in the Hampton Roads area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Hampton Roads:
- Cottage on a Private Island in the York River
- Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
- Historic Cottage on Ware River Estate
- Carolina Cottage-Family friendly cottage in the Outer Banks-Community Pool
- Riverfront House, Dock, Hot Tub, Salt Pool, near beach, Free WiFi
- CLASSIC 1935 OCEANFRONT BEACH COTTAGE
- Don't miss out on summer. 1 Wk avail 8/29-9/5/26. Great Location&Fido Friendly,
- Nags Head OCEANSIDE! 3 Bedroom 4 Bath Home! Beautiful 5 Star Property!
- THE STARRY BANNER! Classic yacht docked in historic downtown Manteo Marina
- The Spoon Cottage - located on the Beach Road in Nags Head!
2. How many Holiday Homes are available in Hampton Roads?
Currently, the total number of properties listed by RBO in 2026 is over 24060 in the Hampton Roads area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Hampton Roads.
More Rentals You May Like Near Hampton Roads
House
10.0(6 Reviews)
1 Bedroom
1 Bath
10 Guests
2647.92 ft²
- Parking
- View
- Air Conditioner
Internet
R6,456/Night
7 Nights - R45,191
Condo
10.0(171 Reviews)
2 Bedrooms
1 Bath
2 Guests
900 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R3,679/Night
7 Nights - R25,757
Condo
10.0(160 Reviews)
1 Bedroom
1 Bath
3 Guests
756 ft²
Hot Tub- Parking
- Pool
Kitchen
R5,771/Night
7 Nights - R40,391
Condo
10.0(151 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R7,107/Night
7 Nights - R49,741
House
10.0(142 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R4,275/Night
7 Nights - R29,921
House
10.0(134 Reviews)
2 Bedrooms
2 Baths
6 Guests
1317 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,750/Night
7 Nights - R19,251
House
10.0(132 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R6,728/Night
7 Nights - R47,098
Condo
10.0(123 Reviews)
1 Bedroom
2 Baths
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R4,394/Night
7 Nights - R30,758
Condo
10.0(120 Reviews)
2 Bedrooms
2 Baths
4 Guests
1078 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R6,380/Night
7 Nights - R44,656
Condo
10.0(116 Reviews)
2 Bedrooms
3 Baths
4 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R4,781/Night
7 Nights - R33,467
Cottage
10.0(116 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R4,686/Night
7 Nights - R32,798
Cottage
10.0(109 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R4,576/Night
7 Nights - R32,029
