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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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 £69
includes taxes & fees
7 Oct - 8 Oct
The Villas at Hatteras Landing by Kees Vacations
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

2. 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 £172
includes taxes & fees
28 Sept - 29 Sept
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

3. 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 £209
includes taxes & fees
20 Oct - 21 Oct
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

4. 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 £226
includes taxes & fees
28 Sept - 29 Sept
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A covered porch with a hanging chair, a small table, and a view of a snowy yard.

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 £216
includes taxes & fees
5 Oct - 6 Oct
3-bedroom home away from home in fabulous Chesapeake, Virginia.
A balcony with a table and two chairs, overlooking a body of water with boats and buildings in the background.

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 £198
includes taxes & fees
12 Oct - 13 Oct
Knot Three- Balcony View of ICW- Dog Friendly!
A room with a large window offering a view of trees and a body of water.

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 £207
includes taxes & fees
6 Oct - 7 Oct
Waterview Cottage on the Currituck Sound with Private Dock & Kayaks
A modern dining area with a glass table, blue upholstered chair, and black chairs.

8. Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (36 reviews)
"Great little house beach was good for small kids first trip to beach"
United States
Layton H.
Sojourn | Coastal Cottage | 3 BR
A small, single-story building with a porch, a seating area with chairs and a table, and a sign that reads 'welcome home'.

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 £123
includes taxes & fees
29 Sept - 30 Sept
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

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 £260
includes taxes & fees
1 Oct - 2 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A modern interior with a staircase, a door with a decorative glass panel, and a hallway with a tiled floor.

11. 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 £279
includes taxes & fees
29 Sept - 30 Sept
Bright 3-bedroom beach house with AC in charming Norfolk
A sunset over the ocean with waves.

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 £752
includes taxes & fees
26 Sept - 27 Sept
Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach
A wooden deck with a view of a sunset over a body of water, surrounded by grass and trees.

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, (245 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 £134
includes taxes & fees
6 Oct - 7 Oct
Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks
A modern kitchen with white cabinetry, a black refrigerator, a microwave, and a wooden island with bar stools.

14. 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, (161 reviews)
"Wow- what a gem! So clean and spacious. Great location!"
United States
Jennifer D.
The price is £243
includes taxes & fees
4 Oct - 5 Oct
The Nags Head Cottage-Recently renovated in 2025! Walking distance to the beach!
A living room with a blue sofa, yellow armchair, and a television. There is a sliding glass door leading to an outdoor area with a deck.

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 £193
includes taxes & fees
28 Sept - 29 Sept
🏝Relax Shack Brand New Listing OBX Surf Sunsets
A living room with a wooden table, a dark sofa, and a television.

16. 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 £161
includes taxes & fees
28 Sept - 29 Sept
OBX~Beach~Sunsets~Bike Path~Mini Golf~Lighthouses~Shops~Walking Distance~Sunrise
A living room with a fireplace, a television, a sofa, a coffee table, and a kitchen area in the background.

17. 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 £205
includes taxes & fees
4 Oct - 5 Oct
The "KINGSDALE" 2 Bedrooms
A compact kitchen with a microwave, coffee maker, and a refrigerator.

18. 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 £99
includes taxes & fees
6 Oct - 7 Oct
The Jasmine Bunkhouse/Click "Check Availability" for discounted rates
A wooden deck with two rocking chairs and a view of a garage.

19. 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 £253
includes taxes & fees
8 Oct - 9 Oct
Dog & Family Friendly, 6' Gated Fence, Gated Porch
A view through a window with a grid pattern, overlooking a calm sea and a sandy beach with a small structure and a lifebuoy.

20. Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.8 out of 10, Exceptional, (31 reviews)
"Great location. Excellent view. The F22 Raptors were cool to see. Not so loud. Host was great. The place does not have a full size oven, so plan accordingly. Beds were comfy."
United States
Jim G.
The price is £376
includes taxes & fees
29 Sept - 30 Sept
Sojourn Aviators Dream on Back River
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

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

10/10 Excellent
"Great stay, with the modernization of the name brand compared to Hyatt, Marriot. Give this hotel a try, excellent stay will visit again when I'm in Chesapeake area."
Vivekananda 3-night trip
Posted 1 hour ago
Comfort Suites Chesapeake - Norfolk

Find out more about Hampton Roads

Hampton Roads Holiday Homes information

Number of reviews
1,219
Accommodation
971 Holiday Homes
Lowest Price
£69
Highest Price
£752