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Top Holiday Rentals in Hampton Roads

Interior
The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very good, (1085)
"Room was nice and bed was very comfortable. "
The price is £141
includes taxes & fees
27 May - 28 May
The Atrium Resort by VSA Resorts
Exterior
The Ocean Sands Resort by VSA Resorts
3.0 star property
8.0 out of 10, Very good, (1276)
"Clean, friendly and great location. "
The price is £200
includes taxes & fees
27 May - 28 May
The Ocean Sands Resort by VSA Resorts
Indoor pool
The Ocean Key Resort by VSA Resorts
3.0 star property
7.6 out of 10, Good, (1129)
"It was a good experience "
The price is £217
includes taxes & fees
24 May - 25 May
The Ocean Key Resort by VSA Resorts
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Exterior
Oceanside luxury in Pine Island with private pool, hot tub, and game room
9.0 out of 10, Wonderful, (9)
"The management company, particularly Barbara, was very helpful and prompt in replying to all questions. Five stars for this! The house was spacious and accommodated our group of 13; however, the house is in need of updating. The dryer went out during our stay but was repaired but all appliances need to be upgraded. Pressure washing is needed for the exterior as we were unable to use the outdoor furniture due to the bird droppings and spider webs. Carpet is also in need of replacement. Although...
Oceanside luxury in Pine Island with private pool, hot tub, and game room
Fridge, microwave, oven, stovetop
Oceanfront Dog Friendly House with Hot Tub, Pool, Theater
10.0 out of 10, Exceptional, (2)
"Great spot, great house, well stocked kitchen, comfy beds. Small hot tub a few maintenance issues"
Oceanfront Dog Friendly House with Hot Tub, Pool, Theater
Exterior
Kings Creek Plantation by Spinnaker
4.0 star property
8.8 out of 10, Excellent, (3)
"Wonderful stay at the resort itself and visiting all the surrounding sites of the area!"
Kings Creek Plantation by Spinnaker
Aerial view
Oceanfront, Dog-Friendly House w/ Shared Pool, Free WiFi, Ocean Views
8.6 out of 10, Excellent, (27)
"Excellent"
Oceanfront, Dog-Friendly House w/ Shared Pool, Free WiFi, Ocean Views
Indoor pool, outdoor pool
Barrier Island Station, a VRI resort
2.5 star property
7.6 out of 10, Good, (281)
"We had a wonderful time and were so excited when we were upgraded to a renovated suite! The property is in such a perfect location and we will definitely return! "
Barrier Island Station, a VRI resort
BBQ/picnic Area
Sea Scape Beach and Golf Villas
3.5 star property
9.0 out of 10, Wonderful, (82)
"Seems strange but the property was all but empty, off season, yet the room above us was booked with noisy guests and we were put in a room with a parking lot view when better views were available. Upgrading rooms…good thing but was not a bother to us. Some upgrades were done in our condo which were very nice!"
Sea Scape Beach and Golf Villas
Property grounds
OCEANVIEW! 7-1 Night Min! Boardwalk to the Beach
10.0 out of 10, Exceptional, (132)
"This property is excellent. We enjoyed our stay very much. The amenities were more than we expected. The place is beautifully decorated, the kitchen well stocked, and it was extremely clean. The area was very quiet, which we appreciated. The host was very responsive. I would definitely rent this condo again!"
The price is £258
includes taxes & fees
20 Jun - 21 Jun
OCEANVIEW! 7-1 Night Min! Boardwalk to the Beach
Property grounds
The Art Door only minutes from beach
9.8 out of 10, Exceptional, (36)
"This cute little apartment is the perfect getaway spot and pet friendly! It was super clean and smelled fantastic. The fenced in backyard is perfect to just sit out and enjoy the warm weather, and to be outside with your dog! The bathroom is a great size and beautiful! The bed was very comfortable and the linens and towels were great quality. The living room and kitchen was an added bonus, although we didn’t use it much. The host was very responsive and attentive to our needs, offering to adjust...
The price is £208
includes taxes & fees
11 Jun - 12 Jun
The Art Door only minutes from beach
Beach
Beach Condo 2 Min Walk From The Beach
9.2 out of 10, Wonderful, (92)
"2min walk was th best! The house was fun!! Sunrise and sunset on th beach was incredible! Would definitely recommend and go again to this same place!"
Beach Condo 2 Min Walk From The Beach
Exterior
Casa Domingo📍Outer Banks 🏡Entire Beach Home📈Community Pool and Pet Friendly!
9.8 out of 10, Exceptional, (25)
"We enjoyed our stay. Very clean. Quiet neighborhood. Host responded very quickly to any questions. Just needed to bring my family and clothes. House has everything you could need."
Casa Domingo📍Outer Banks 🏡Entire Beach Home📈Community Pool and Pet Friendly!
Beach/ocean view
Unique, Historic Rental in the Heart of Rodanthe!
Unique, Historic Rental in the Heart of Rodanthe!
On the beach
SUMMER SALE! Dog Friendly Modern Retreat! 2 Outdoor Pools & Playground!
9.8 out of 10, Exceptional, (101)
"Joe was so welcoming and easy to communicate with!! Perfect location to the beach, can hear the waves from the porch! Great all around!!!"
SUMMER SALE! Dog Friendly Modern Retreat! 2 Outdoor Pools & Playground!
Beach | Beach nearby
Beach Condo, Walk To The Beach
9.4 out of 10, Exceptional, (40)
"The property owner felt like a longtime friend by the time our weekend was over. Super nice & welcoming. The place was perfect for what we needed. The shower was a little small but thats just bc we needed more. Its perfect for a small family stay. Thank you for allowing us to be there. You are awesome!"
Beach Condo, Walk To The Beach
On the beach, fishing
Ocean Pines Resort by Capital Vacations
3.5 star property
8.2 out of 10, Very good, (84)
"Property included lots of activities for families - shuffleboard, table tennis and indoor pool were our favorites. Everything was clean and stocked ( pots, extra bedding) and included free laundry machines! "
Ocean Pines Resort by Capital Vacations
Property entrance
Angie's Guest Cottage
2.0 star property
8.6 out of 10, Excellent, (178)
"Honestly the only negative was the tiny parking space but it's beachfront cottage. having parking included at all was nice. Friendly clean and close to everything"
The price is £90
includes taxes & fees
27 May - 28 May
Angie's Guest Cottage
Fridge, microwave, oven, stovetop
Landon Sea: Private Pool, Hot Tub, Dog-Friendly
10.0 out of 10, Exceptional, (7)
"Absolutely beautiful home with coastal vibes. Every room was decorated nicely. Comfortable beds and spacious rooms and bathrooms on multi levels. Expansive, well equipped kitchen. Game room complete with foosball table and video game machine. Neighborhood is quiet and safe. We all thought it was a mansion!"
Landon Sea: Private Pool, Hot Tub, Dog-Friendly
Fridge, microwave, oven, stovetop
Stunning Oasis w/ WiFi, Water Views, Large Decks, Game Room & Private Hot Tub
8.0 out of 10, Very good, (15)
"Pamela's voh18 was perfect for an extended family getaway. We had 16 guests (8 adults and 8 kids). Everyone had a bed to sleep in and there was plenty of room for everyone to gather upstairs or do their own thing on one of the lower levels. The location to the beach and the 4x4 beach were great! Definitely recommend renting a 4x4 vehicle if you don't already have one to drive on the beach, that was the highlight of the trip for the kids. I'd give the house a 4.5 if i could, the one drawback was...
Stunning Oasis w/ WiFi, Water Views, Large Decks, Game Room & Private Hot Tub
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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.

Hampton Roads Holiday Rental Travel Info

Holiday rentals
1,965
Popular accommodation
Hampton Roads private holiday homes
International airport
Chicago, IL (ORD-O'Hare Intl.)

Other types of properties in Hampton Roads you may be interested in

Lobby
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
3.0 star property
8.0 out of 10, Very good, (1824)
"So good "
The price is £136
includes taxes & fees
28 May - 29 May
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Superior Room, 1 King Bed, Ocean View, Oceanfront | Living area | TV
Schooner Inn
2.0 star property
8.8 out of 10, Excellent, (2400)
"Loved the beach view from our room. Small kitchenette with some kitchen supplies was helpful. Room service each morning was a nice surprise. Nice, quiet end of the beach location."
Schooner Inn
Seasonal outdoor pool
Delta Hotels by Marriott Virginia Beach Waterfront
4.0 star property
8.6 out of 10, Excellent, (977)
"TV went out both of them and was out almost the whole weekend was supposed to be discounted for it and was not "
The price is £145
includes taxes & fees
28 May - 29 May
Delta Hotels by Marriott Virginia Beach Waterfront
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.

Everything you need to know about Hampton Roads holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hampton Roads holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hampton Roads holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hampton Roads holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hampton Roads. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hampton Roads holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hampton Roads holiday rentals we have selected for you start as low as £90 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hampton Roads rentals

At Expedia, we put the best Hampton Roads holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hampton Roads rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hampton Roads holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hampton Roads. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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