Holiday Homes in Hampton Roads

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Hampton Roads holiday homes

1. The Villas at Hatteras Landing by Kees Vacations

The Villas at Hatteras Landing by Kees Vacations
3.5 star property
Hatteras
8.2 out of 10, Very good, (310 reviews)
"Best ever!"
United States
Angela
The price is NZ$159
includes taxes & fees
15 Nov - 16 Nov
The Villas at Hatteras Landing by Kees Vacations

2. Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.4 out of 10, Exceptional, (10 reviews)
"This was the perfect experience for our vacation and we highly recommend this property and the host was so easy to get in contact with!"
United States
Coachmeech Gaming O.
The price is NZ$442
includes taxes & fees
20 Nov - 21 Nov
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

3. Small Cozy 2-bedroom house in tranquil Elizabeth City with AC. and wifi. cable

Small Cozy 2-bedroom house in tranquil Elizabeth City with AC. and wifi. cable
Elizabeth City
The price is NZ$263
includes taxes & fees
8 Dec - 9 Dec
Small Cozy 2-bedroom house in tranquil Elizabeth City with AC. and wifi. cable

4. Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks

Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks
Kill Devil Hills
10.0 out of 10, Exceptional, (255 reviews)
"Very nice property with amazing views. Perfect for a couple and perfectly placed for exploring to the north and south. Excellent restaurants in close proximity to the house."
United States
Terry D.
The price is NZ$255
includes taxes & fees
30 Nov - 1 Dec
Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks

5. 3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (56 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is NZ$494
includes taxes & fees
16 Nov - 17 Nov
3-bedroom home away from home in fabulous Chesapeake, Virginia.

6. Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (33 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is NZ$485
includes taxes & fees
30 Nov - 1 Dec
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

7. Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)
Franklin
9.8 out of 10, Exceptional, (51 reviews)
"Host was very helpful in everything"
United States
Jackie M.
The price is NZ$271
includes taxes & fees
13 Nov - 14 Nov
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

8. Knot Three- Balcony View of ICW- Dog Friendly!

Knot Three- Balcony View of ICW- Dog Friendly!
Coinjock
8.4 out of 10, Very good, (6 reviews)
"Nice! "
United States
Sawyer P.
The price is NZ$449
includes taxes & fees
29 Nov - 30 Nov
Knot Three- Balcony View of ICW- Dog Friendly!

9. OBX~Beach~Sunsets~Bike Path~Mini Golf~Lighthouses~Shops~Walking Distance~Sunrise

OBX~Beach~Sunsets~Bike Path~Mini Golf~Lighthouses~Shops~Walking Distance~Sunrise
Kill Devil Hills
9.8 out of 10, Exceptional, (57 reviews)
"Great place to stay for our quick weekend getaway for Mothers day."
United States
Douglas J.
The price is NZ$344
includes taxes & fees
14 Nov - 15 Nov
OBX~Beach~Sunsets~Bike Path~Mini Golf~Lighthouses~Shops~Walking Distance~Sunrise

10. Walkable to the Casino and Family friendly! 3 bd/2 ba, full house, sleeps 8

Walkable to the Casino and Family friendly! 3 bd/2 ba, full house, sleeps 8
Portsmouth
9.4 out of 10, Exceptional, (8 reviews)
"There for a softball Tournament. Close to the highway easy to find"
United States
Ryan H.
Walkable to the Casino and Family friendly! 3 bd/2 ba, full house, sleeps 8

11. The Elderberry Studio

The Elderberry Studio
Wanchese
10.0 out of 10, Exceptional, (22 reviews)
"Perfect little getaway for us and our pup. Away from the touristy areas but still within easy reach for day trips. Fantastic seafood markets less than 2 miles away."
United States
Emma B.
The price is NZ$347
includes taxes & fees
25 Nov - 26 Nov
The Elderberry Studio

12. Waterview Cottage on the Currituck Sound with Private Dock & Kayaks

Waterview Cottage on the Currituck Sound with Private Dock & Kayaks
Coinjock
10.0 out of 10, Exceptional, (44 reviews)
"Lovely, comfortable waterside home. Thank you for your hospitality!"
United States
Mary P.
The price is NZ$564
includes taxes & fees
22 Nov - 23 Nov
Waterview Cottage on the Currituck Sound with Private Dock & Kayaks

13. The Jasmine

The Jasmine
Wanchese
10.0 out of 10, Exceptional, (28 reviews)
"This was by far the best rental that we have experienced. So much to do and see in the nearby area and the property and grounds are amazing, like staying in a Botanical Garden with an outdoor shower to look up at the stars. Would highly recommend to couples."
United States
Patrick k.
The price is NZ$347
includes taxes & fees
25 Nov - 26 Nov
The Jasmine

14. Direct Ocean Front 2BR w/ Pool

Direct Ocean Front 2BR w/ Pool
Nags Head
10.0 out of 10, Exceptional, (16 reviews)
"Property was perfect, will definitely stay again "
United States
Dawn J.
The price is NZ$576
includes taxes & fees
13 Nov - 14 Nov
Direct Ocean Front 2BR w/ Pool

15. Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
8.8 out of 10, Excellent, (13 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
The price is NZ$406
includes taxes & fees
15 Nov - 16 Nov
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

16. Dog & Family Friendly, 6' Gated Fence, Gated Porch

Dog & Family Friendly, 6' Gated Fence, Gated Porch
Avalon Beach
9.8 out of 10, Exceptional, (6 reviews)
"Good location, great amenities and had a fantastic time at the house!"
United States
Kaitlyn H.
Dog & Family Friendly, 6' Gated Fence, Gated Porch

17. Charming 1BR ViBe District bungalow with deck, WiFi, parking

Charming 1BR ViBe District bungalow with deck, WiFi, parking
Northeast Virginia Beach
9.2 out of 10, Wonderful, (39 reviews)
"This is such a cute spot to stay. It is very convenient and close enough to the oceanfront "
United States
Megan P.
The price is NZ$887
includes taxes & fees
30 Nov - 1 Dec
Charming 1BR ViBe District bungalow with deck, WiFi, parking

18. 🏝Relax Shack Brand New Listing OBX Surf Sunsets

🏝Relax Shack Brand New Listing OBX Surf Sunsets
Kill Devil Hills
10.0 out of 10, Exceptional, (51 reviews)
"House was cute, well-stocked, and just what we needed for a stop on our way to Ocracoke. Host was friendly & very responsive. Would definitely recommend staying here!"
United States
Jen W.
The price is NZ$429
includes taxes & fees
1 Dec - 2 Dec
🏝Relax Shack Brand New Listing OBX Surf Sunsets

19. Eagle Pass Cabina- Unique Cabin Perfect for Two!

Eagle Pass Cabina- Unique Cabin Perfect for Two!
Hatteras
9.8 out of 10, Exceptional, (14 reviews)
"Quiet area with super easy access to the main road, restaurants, shopping and ferry to Ocracoke Nice addition to have a washer and dryer in a one bedroom well appointed cabana"
United States
Paula S.
The price is NZ$413
includes taxes & fees
18 Nov - 19 Nov
Eagle Pass Cabina- Unique Cabin Perfect for Two!

20. Cozy Beach House 4BR, Hot tub, Pets OK

Cozy Beach House 4BR, Hot tub, Pets OK
Rodanthe
9.2 out of 10, Wonderful, (39 reviews)
"Nice and clean property, easy access to the beach"
United States
Tanner C.
The price is NZ$662
includes taxes & fees
15 Nov - 16 Nov
Cozy Beach House 4BR, Hot tub, Pets OK
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.

Learn more about Hampton Roads

Venture to popular sights like Busch Gardens Williamsburg and Sandbridge Beach as you discover Hampton Roads.

A neoclassical building with a dome and columns, named "The MacArthur Memorial."