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

Holiday Homes in Hampton Roads

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 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, (299 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 AU$129
includes taxes & fees
30 Sept - 1 Oct
The Villas at Hatteras Landing by Kees Vacations
A covered porch with a hanging chair, a small table, and a view of a snowy yard.

2. 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, (54 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is AU$438
includes taxes & fees
22 Sept - 23 Sept
3-bedroom home away from home in fabulous Chesapeake, Virginia.
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

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
8.6 out of 10, Excellent, (11 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 AU$312
includes taxes & fees
18 Sept - 19 Sept
Charming 1-bedroom in-law suite with functional kitchen in pleasant 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 AU$441
includes taxes & fees
22 Sept - 23 Sept
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A balcony with a table and two chairs, overlooking a body of water with boats and buildings in the background.

5. 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 AU$349
includes taxes & fees
22 Sept - 23 Sept
Knot Three- Balcony View of ICW- Dog Friendly!
A modern interior with a staircase, a door with a decorative glass panel, and a hallway with a tiled floor.

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

Bright 3-bedroom beach house with AC in charming Norfolk
Willoughby Spit
9.4 out of 10, Exceptional, (9 reviews)
Bright 3-bedroom beach house with AC in charming Norfolk
A beach at sunset with a building in the background.

7. Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (47 reviews)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
United States
Conor L.
The price is AU$503
includes taxes & fees
17 Sept - 18 Sept
Cozy Beach Home in Oceanview
A small, single-story building with a porch, a seating area with chairs and a table, and a welcome sign.

8. 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 AU$227
includes taxes & fees
13 Sept - 14 Sept
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

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

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.2 out of 10, Very good, (46 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is AU$476
includes taxes & fees
1 Oct - 2 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A modern dining area with a glass table, blue upholstered chair, and black chairs.

10. 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.
The price is AU$553
includes taxes & fees
24 Sept - 25 Sept
Sojourn | Coastal Cottage | 3 BR
A sunset over the ocean with waves.

11. 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, (34 reviews)
"The house was perfect for the 10 of us that went. First floor bedroom was perfect for my disabled husband. I would definitely recommend."
United States
Jamie T.
The price is AU$1,369
includes taxes & fees
14 Sept - 15 Sept
Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova 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.

12. 🏝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 AU$354
includes taxes & fees
14 Sept - 15 Sept
🏝Relax Shack Brand New Listing OBX Surf Sunsets
A room with a large window offering a view of trees and a body of water.

13. 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, (41 reviews)
"Lovely, comfortable waterside home. Thank you for your hospitality!"
United States
Mary P.
The price is AU$509
includes taxes & fees
7 Oct - 8 Oct
Waterview Cottage on the Currituck Sound with Private Dock & Kayaks
A wooden deck with a view of a sunset over a body of water, surrounded by grass and trees.

14. 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.
Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks

15. Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming

Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming
Hertford
9.8 out of 10, Exceptional, (8 reviews)
"Host communication was very fast - check in and out went smoothly: lovely home to stay and hot tub was great to have on site"
United States
Danyelle M.
The price is AU$288
includes taxes & fees
13 Sept - 14 Sept
Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming
A living room with a fireplace, a television, a sofa, a coffee table, and a kitchen area in the background.

16. 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 AU$383
includes taxes & fees
13 Sept - 14 Sept
The "KINGSDALE" 2 Bedrooms
A living room with a wooden table, a dark sofa, and a television.

17. 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, (54 reviews)
"Great place to stay for our quick weekend getaway for Mothers day."
United States
Douglas J.
The price is AU$302
includes taxes & fees
13 Sept - 14 Sept
OBX~Beach~Sunsets~Bike Path~Mini Golf~Lighthouses~Shops~Walking Distance~Sunrise
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

18. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Great property not too far from the beaches! Between the pool, hot tub, mini golf, and theater room, our family had plenty to do at the house when we weren't out exploring Virginia Beach. Owner was quick to respond to any questions or needs as well."
United States
Erin W.
The price is AU$910
includes taxes & fees
20 Sept - 21 Sept
Wooded Wonderland
A modern interior with a staircase leading to a second floor, a living area with a grey sofa, and a kitchen with wooden cabinets.

19. Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"Great value for the money, great hosts, very renter friendly"
United States
WILLIAM M.
The price is AU$761
includes taxes & fees
22 Sept - 23 Sept
Unique Luxurious Waterfront in Hampton
A modern kitchen with white cabinetry, a central island, a stove, and a microwave.

20. Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach

Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach
Dam Neck
9.4 out of 10, Exceptional, (105 reviews)
"Beautiful, great area, responsive host, would definitely book again!"
United States
Allieah T.
The price is AU$1,237
includes taxes & fees
13 Sept - 14 Sept
Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan 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

Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

8/10 Good
"Location is perfect, has everything you could possibly want at the property, groceries, alcohol, clothes, beach items, rental items and restaurants Down side was one very rude front desk women but there were also a couple very nice and helpful Especially the younger man with the big hair😊.Elevators were either broken or very slow and it wasn’t even busy. I asked for housekeeping and they never showed up and I had to go to the desk to change towels. Never once was there house keeping on our floor that I saw."
Joseph 3-night trip
Posted less than an hour ago
Sandcastle Resort On The Beach

Find out more about Hampton Roads

Hampton Roads Holiday Homes information

Number of reviews
746
Accommodation
971 Holiday Homes
Lowest Price
AU$129
Highest Price
AU$1,369

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