A house with a tower, sand dunes, and a sunset over a pier.

Holiday Homes in Hampton Roads

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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
8.4 out of 10, Very good, (304 reviews)
"Great! Much nicer than we needed for a place to sleep before we got on the ferry to Ocracoke in the morning - but it was a great price so we couldn’t pass it up! Would stay here again."
United States
Alexa
The price is NZ$150
includes taxes & fees
1 Oct - 2 Oct
The Villas at Hatteras Landing by Kees Vacations

2. 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, (30 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$511
includes taxes & fees
29 Sept - 30 Sept
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

3. 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, (12 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$423
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

4. 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
9.8 out of 10, Exceptional, (9 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
The price is NZ$476
includes taxes & fees
20 Oct - 21 Oct
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

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, (55 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is NZ$524
includes taxes & fees
5 Oct - 6 Oct
3-bedroom home away from home in fabulous Chesapeake, Virginia.

6. 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$448
includes taxes & fees
13 Oct - 14 Oct
Knot Three- Balcony View of ICW- Dog Friendly!

7. 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, (42 reviews)
"Lovely, comfortable waterside home. Thank you for your hospitality!"
United States
Mary P.
The price is NZ$506
includes taxes & fees
13 Oct - 14 Oct
Waterview Cottage on the Currituck Sound with Private Dock & Kayaks

8. Bright 3-bedroom beach house with AC in charming Norfolk

Bright 3-bedroom beach house with AC in charming Norfolk
Willoughby Spit
9.6 out of 10, Exceptional, (13 reviews)
"The property is spacious and conveniently located near the beach and restaurants. It is family-friendly and the host is exceptionally communicative. I plan to return in the future."
United States
Sheryll
The price is NZ$660
includes taxes & fees
29 Sept - 30 Sept
Bright 3-bedroom beach house with AC in charming Norfolk

9. 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, (48 reviews)
"A great little place! Peaceful, quiet. All necessities are available."
United States
Theresa G.
The price is NZ$283
includes taxes & fees
29 Sept - 30 Sept
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

10. Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (47 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is NZ$604
includes taxes & fees
1 Oct - 2 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

11. Cozy 1-bedroom barn in amazing Hampton with cool AC

Cozy 1-bedroom barn in amazing Hampton with cool AC
Hampton
10.0 out of 10, Exceptional, (4 reviews)
"Great place and great value!"
United States
Jim K.
The price is NZ$277
includes taxes & fees
19 Oct - 20 Oct
Cozy 1-bedroom barn in amazing Hampton with cool AC

12. Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach

Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach
Corolla
10.0 out of 10, Exceptional, (35 reviews)
"Amazing host and property manager! The home was beautiful and the location was amazing for an unforgettable experience."
United States
Amanda C.
The price is NZ$1,724
includes taxes & fees
30 Sept - 1 Oct
Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach

13. 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, (246 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$289
includes taxes & fees
29 Sept - 30 Sept
Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks

14. 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, (55 reviews)
"Great place to stay for our quick weekend getaway for Mothers day."
United States
Douglas J.
The price is NZ$376
includes taxes & fees
29 Sept - 30 Sept
OBX~Beach~Sunsets~Bike Path~Mini Golf~Lighthouses~Shops~Walking Distance~Sunrise

15. 🏝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, (49 reviews)
"The Relax Shack is awesome! The owners were very responsive and accommodating. If we ever need to rent again in Kill Devil Hills this is where we'll be staying! "
United States
Adam W.
The price is NZ$488
includes taxes & fees
15 Oct - 16 Oct
🏝Relax Shack Brand New Listing OBX Surf Sunsets

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.
The price is NZ$551
includes taxes & fees
8 Oct - 9 Oct
Dog & Family Friendly, 6' Gated Fence, Gated Porch

17. The Jasmine Bunkhouse/Click "Check Availability" for discounted rates

The Jasmine Bunkhouse/Click "Check Availability" for discounted rates
Wanchese
10.0 out of 10, Exceptional, (26 reviews)
"Amazing event property for my wedding! "
United States
Addison F.
The price is NZ$369
includes taxes & fees
29 Sept - 30 Sept
The Jasmine Bunkhouse/Click "Check Availability" for discounted rates

18. The "KINGSDALE" 2 Bedrooms

The "KINGSDALE" 2 Bedrooms
Franklin
10.0 out of 10, Exceptional, (9 reviews)
"We loved staying at the "KINGSDALE" during our recent visit to Franklin VA. The house was immaculate and the host was very responsive and the check-in and check-out process was super easy. I highly recommend!"
United States
Stan C.
The price is NZ$486
includes taxes & fees
4 Oct - 5 Oct
The "KINGSDALE" 2 Bedrooms

19. OBX Dreamin’

OBX Dreamin’
Kitty Hawk
10.0 out of 10, Exceptional, (25 reviews)
"Amazing place to stay. The house is very nice and well stocked with everything you need. The neighborhood was also very nice. Loved it."
United States
Scott N.
The price is NZ$699
includes taxes & fees
20 Oct - 21 Oct
OBX Dreamin’

20. The Nags Head Cottage-Recently renovated in 2025! Walking distance to the beach!

The Nags Head Cottage-Recently renovated in 2025! Walking distance to the beach!
Ocean Side Court
10.0 out of 10, Exceptional, (162 reviews)
"Clean, convenient and quiet - we had a great stay!"
United States
Kelly M.
The price is NZ$557
includes taxes & fees
4 Oct - 5 Oct
The Nags Head Cottage-Recently renovated in 2025! Walking distance to the beach!
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.
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Top Hampton Roads Hotel Reviews

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Hampton Roads Holiday Homes information

Number of reviews
1,183
Accommodation
896 Holiday Homes
Lowest Price
NZ$150
Highest Price
NZ$1,724