Holiday Homes in Hampton Roads

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Hampton Roads and around

The Villas at Hatteras Landing by Kees Vacations
Beach

The Villas at Hatteras Landing by Kees Vacations

3.5 star property
8.4 out of 10, Very good, (218)
"Great location. Would definitely stay there again. "
The Villas at Hatteras Landing by Kees Vacations
Ocean Pines Resort
On the beach, fishing

Ocean Pines Resort

3.5 star property
8.2 out of 10, Very good, (122)
"great location. spacious living arrangements "
Ocean Pines Resort
Charming Tiny Cottage
1 bedroom, WiFi, bed sheets

Charming Tiny Cottage

10.0 out of 10, Exceptional, (40)
"This place is very nice, very clean, modern, private. "
Charming Tiny Cottage
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
On the beach, sun-loungers

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

9.0 out of 10, Wonderful, (66)
"Like the fire pit outside and so close to the beach and the pier the only downside is 1 bedroom doesn’t have AC but other than that it’s perfect We’ll stay there again "
The price is €337
includes taxes & fees
12 Aug - 13 Aug
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Welcome to Casa De Paz
Fridge, microwave, oven, stovetop

Welcome to Casa De Paz

9.6 out of 10, Exceptional, (79)
"House was as advertised, clean and perfect for our stay in Kill Devil Hills "
The price is €614
includes taxes & fees
3 Sept - 4 Sept
Welcome to Casa De Paz
Summer Special/RIGHT ACROSS from OCEAN/Fenced yard/pet friendly
Outdoor dining

Summer Special/RIGHT ACROSS from OCEAN/Fenced yard/pet friendly

9.6 out of 10, Exceptional, (104)
"The house was very clean and well kept. For us the location was ideal. There is a fenced in yard that is perfect for our dog. "
Summer Special/RIGHT ACROSS from OCEAN/Fenced yard/pet friendly
Sweet home to share with the family
Fridge, microwave, oven, stovetop

Sweet home to share with the family

9.0 out of 10, Wonderful, (29)
"I stayed here for my birthday to hang out with friends and we loved it. The host was super sweet and very accommodating. Even let us stay later and check in early."
The price is €409
includes taxes & fees
22 Aug - 23 Aug
Sweet home to share with the family
Your own private beach with this charming 3-bedroom beachfront house!
Interior

Your own private beach with this charming 3-bedroom beachfront house!

9.8 out of 10, Exceptional, (16)
"We enjoyed 4 days and 3 nights at this cute home. The house was just perfect for our family and we throughly enjoyed the porch and back yard which is where we spent most of our time. The house had everything we needed and more. The walk down to the beach was beautiful and it felt like we had our own private beach. If you are looking to get away from the hustle and bustle this is a great place. Neighbors are close in proximity, but we never really saw anyone and it was all quiet. We did meet one...
Your own private beach with this charming 3-bedroom beachfront house!
The Art Door only minutes from beach
Property grounds

The Art Door only minutes from beach

9.6 out of 10, Exceptional, (85)
"Loved the stay! Property was very clean, quiet and easy to get to everything Virginia Beach has to offer. The property manager was very quick to respond and helpful. Will stay there again"
The price is €214
includes taxes & fees
13 Aug - 14 Aug
The Art Door only minutes from beach
Koko’s Cabana- Walk to Everything! Beach, Shopping, Restaurants, Mini Golf
Smart TV, toys, books

Koko’s Cabana- Walk to Everything! Beach, Shopping, Restaurants, Mini Golf

10.0 out of 10, Exceptional, (47)
"Excellent location for beach access. Every thing was walking distance and the property literally has all necessities for the beach. Perfect location, walking distance to lots of conveniences (grocery, restaurants and BEACH)Very responsive property manager and quiet neighborhood, felt like we had whole street to our selves. "
Koko’s Cabana- Walk to Everything! Beach, Shopping, Restaurants, Mini Golf
Tiny House Near Beach & Naval Base - Privacy Fence
Sun-loungers

Tiny House Near Beach & Naval Base - Privacy Fence

9.8 out of 10, Exceptional, (27)
"Great little place! Clean, safe, & has everything you need for a weekend getaway! "
Tiny House Near Beach & Naval Base - Privacy Fence
☆ Beachfront Home w/ Stunning Views, Hot Tub, Luxury Kitchen & Private Beach!
Terrace/patio

☆ Beachfront Home w/ Stunning Views, Hot Tub, Luxury Kitchen & Private Beach!

10.0 out of 10, Exceptional, (40)
"The owner is easily accessible and they maintain a fantastic property true to its listing. My teenagers loved the property and our stay."
☆ Beachfront Home w/ Stunning Views, Hot Tub, Luxury Kitchen & Private Beach!
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
On the beach

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

8.8 out of 10, Excellent, (59)
"Great stay "
The price is €372
includes taxes & fees
17 Aug - 18 Aug
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Oceanside Beach Cottage! Steps to the ocean! Great Location! Kitty Hawk, NC
On the beach

Oceanside Beach Cottage! Steps to the ocean! Great Location! Kitty Hawk, NC

10.0 out of 10, Exceptional, (37)
"This house was perfect for two little families."
Oceanside Beach Cottage! Steps to the ocean! Great Location! Kitty Hawk, NC
Cozy Semi Oceanfront Cottage with a Hop, skip and a jump to the beach
Fridge, microwave, oven, dishwasher

Cozy Semi Oceanfront Cottage with a Hop, skip and a jump to the beach

10.0 out of 10, Exceptional, (69)
"Very nice"
Cozy Semi Oceanfront Cottage with a Hop, skip and a jump to the beach
Bright & Beachy 3 bed/2 bath Soundside MP6
Property grounds

Bright & Beachy 3 bed/2 bath Soundside MP6

10.0 out of 10, Exceptional, (103)
"Hospitality was 5 star, highly recommended and will be staying again."
Bright & Beachy 3 bed/2 bath Soundside MP6
Summer Special/RIGHT ACROSS from OCEAN/Fenced yard/pet friendly
Outdoor dining

Summer Special/RIGHT ACROSS from OCEAN/Fenced yard/pet friendly

9.8 out of 10, Exceptional, (68)
"We had a lovely time, the cottage is comfortable and clean with easy beach access. The rental and check-in experience was simple and professional."
Summer Special/RIGHT ACROSS from OCEAN/Fenced yard/pet friendly
Coastal Luxury Canal Retreat • Luxury Amenities • Pool • Hot Tub • Walk to Beach
Fridge, microwave, oven, stovetop

Coastal Luxury Canal Retreat • Luxury Amenities • Pool • Hot Tub • Walk to Beach

9.0 out of 10, Wonderful, (2)
"Great place to stay with family at Sandbridge with a beautiful view from the deck. Convenient to everything. Nice, quiet neighborhood. Swimming pool and Pool table were really nice to have."
Coastal Luxury Canal Retreat • Luxury Amenities • Pool • Hot Tub • Walk to Beach
Ocean Side/Crow's Nest Views/Fenced pet yard/xbox one S/pet friendly
Property grounds

Ocean Side/Crow's Nest Views/Fenced pet yard/xbox one S/pet friendly

9.4 out of 10, Exceptional, (72)
"House is a little dated, but location was good! Right on beach and near many restaurants. Only complaint is towels feel like sand paper and are way too rough. Plus fenced in area for dog is very tiny and best for a small dog not big enough for a big dog! "
Ocean Side/Crow's Nest Views/Fenced pet yard/xbox one S/pet friendly
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.
Exterior

4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

9.8 out of 10, Exceptional, (103)
"We stayed as a family for our spring break. House was clean, beds were comfortable, and location was great! The kids loved seeing wild horses right off the deck and we found more by driving around. We spent one day on the beach and that was a lot of fun. Weather was a bit chilly, but nothing we could control!"
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hampton Roads Hotel Reviews

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

10/10 Excellent
"All in all the staff was amazing. The rooms carpet could be cleaned more but was definitely a great spot in Virginia Beach would recommend"
Andrew 3-night trip
Posted 14 hours ago
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection