Holiday Homes in Hampton Roads

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Hampton Roads

Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
Fridge, microwave, oven, stovetop

Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.

10.0 out of 10, Exceptional, (223)
"Such a great house! Wonderful location for our family as we stayed for Thanksgiving week. Beautifully outfitted kitchen for us to prepare for Thanksgiving. (Even have a crockpot!) Our two dogs loved watching TV with us downstairs and loved looking out the windows to spot squirrels in the yard. The fenced in yard worked out wonderfully for us, too. We would love to return!"
Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
Ocean Pines Resort by Capital Vacations
On the beach, fishing

Ocean Pines Resort by Capital Vacations

3.5 star property
8.2 out of 10, Very good, (97)
"Plenty of room .. quiet "
Ocean Pines Resort by Capital Vacations
Entire Home - Pet Friendly - Close to Beach - 2 Guests
Beach nearby, sun-loungers, beach towels

Entire Home - Pet Friendly - Close to Beach - 2 Guests

10.0 out of 10, Exceptional, (95)
"Always a great stay at this home! Highly recommend!"
Entire Home - Pet Friendly - Close to Beach - 2 Guests
Oceanfront Nags Head Cottage - 1 Bedroom
Beach

Oceanfront Nags Head Cottage - 1 Bedroom

9.8 out of 10, Exceptional, (8)
"This trip was so fun! The house was the perfect size for 2 adults. I will say the house inside had a bit of water damage, leaky sink, and a very hard bed. BUT aesthetically it was amazing and we loved our stay. "
Oceanfront Nags Head Cottage - 1 Bedroom
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, (178)
"I could only stay one night, but I loved it!"
The Villas at Hatteras Landing by Kees Vacations
Inviting dog-friendly home with pool, full kitchen, central AC, & W/D
Terrace/patio

Inviting dog-friendly home with pool, full kitchen, central AC, & W/D

7.8 out of 10, Good, (9)
"House was cleanly, lovely quiet neighborhood. Vrbo provided a number for any assistance we might have needed. They were very responsive and helpful. The house is as pictured it was beautiful and well maintained. There were stains on the carpet but that is to be expected when allowing pets😊 overall a great experience for my four children, our dog, my husband and myself. "
Inviting dog-friendly home with pool, full kitchen, central AC, & W/D
{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach
Dining

{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach

9.0 out of 10, Wonderful, (20)
"We enjoyed our visit. This house was very clean and the host was really helpful. "
The price is AU$528
includes taxes & fees
15 Jan - 16 Jan
{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach
Pristine North End Oceanside Home is Steps from the Beach
Outdoor dining

Pristine North End Oceanside Home is Steps from the Beach

10.0 out of 10, Exceptional, (188)
"Family 2-61 stayed. We had a lovely time! Walking distance to the beach. It was quick and easy. No busy streets to cross. A very large space to spread out and enjoy each others company. Thank you!!"
Pristine North End Oceanside Home is Steps from the Beach
Serenity on the Bay-Complimentary Sunrise & Sunset Views
4 bedrooms, WiFi, bed sheets

Serenity on the Bay-Complimentary Sunrise & Sunset Views

9.6 out of 10, Exceptional, (27)
"Beautiful property"
Serenity on the Bay-Complimentary Sunrise & Sunset Views
OBX Box -- Semi Ocean Front w/ Pool and hot tub - Just a Minute to the Beach!
Outdoor dining

OBX Box -- Semi Ocean Front w/ Pool and hot tub - Just a Minute to the Beach!

9.6 out of 10, Exceptional, (180)
"This was our 5th year staying at OBX for Thanksgiving week and we just signed up for our 6th. Love the place! Each year brings surprises of upgrades that keep the property current and nice. The walk to the beach takes 2 minutes and the town of Duck is just down the street. Couldn't be better."
OBX Box -- Semi Ocean Front w/ Pool and hot tub - Just a Minute to the Beach!
VB Paradise / Private Pool, Hot Tub
Smart TV, video games, table football, ping pong

VB Paradise / Private Pool, Hot Tub

9.6 out of 10, Exceptional, (15)
"Home had the perfect layout for 4 couples and 1 single adult. Plenty of room for every to be together in the kitchen or family room with an additional “den” room we used as the “football room”. Kitchen was well stocked, towels were soft & absorbent, grill was full of gas & all the additional activities were easily accessible. Ryan the host couldn’t have been more helpful. Sending links for activities prior to our arrival, breakfast spot recommendations the 1st morning post arrival etc. Very...
The price is AU$2,185
includes taxes & fees
5 Jan - 6 Jan
VB Paradise / Private Pool, Hot Tub
Island Life
Outdoor dining

Island Life

10.0 out of 10, Exceptional, (36)
"Great place to stay on our way through OBX."
The price is AU$240
includes taxes & fees
5 Jan - 6 Jan
Island Life
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Smart TV, books

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

10.0 out of 10, Exceptional, (43)
"Not only was Jill incredibly helpful and responsive, the house and surrounding area was beautiful. I stayed with my family - two adults and three kids - and there was more than enough room for everyone. The kitchen and bathrooms were well stocked, and a blender and snowcone maker really made it fun. Highly recommend!"
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Kings Creek
Front of property

Kings Creek

2.0 star property
2.0 out of 10, (1)
"We never got to stay at the property because Expedia never posted the booking and it is impossible to contact Expedia to resolve any type of issue. I wouldn't recommend that anyone use that site to book a reservation. We were traveling and was 3 hours from home and was turned away from the resort because Expedia had not given the information to the resort. We had to find last minute accommodation and are still trying tl get our money back. "
Kings Creek
The Atrium Resort, Virginia Beach by Vacatia
Beach nearby

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very good, (1292)
"Great stay at a great price."
The Atrium Resort, Virginia Beach by Vacatia
OBX~Sunset View~Gazebo~Bike Path~Walk to Beach~Free Bikes & Kayaks~Super Clean!!
Beach nearby, beach towels

OBX~Sunset View~Gazebo~Bike Path~Walk to Beach~Free Bikes & Kayaks~Super Clean!!

10.0 out of 10, Exceptional, (99)
"Nice little place close to everything yet quiet and private. Beautiful sunsets over the water. Host gave easy-to-follow instructions. Warm shower! Appreciated the dinner recommendations and thoughtful extras. Highly recommended!"
OBX~Sunset View~Gazebo~Bike Path~Walk to Beach~Free Bikes & Kayaks~Super Clean!!
Inviting oceanfront home with amazing views, private pool & deck
Fridge, microwave, oven, stovetop

Inviting oceanfront home with amazing views, private pool & deck

8.4 out of 10, Very good, (30)
"Positively beautiful view, excellent location, layout great. Bathrooms and Kitchen were clean and well maintained. Some suggestions: put a handrail at pool steps, vents,especially on wall in living room were filthy. Outside windows covered with bugs. Beach chairs and umbrella were all broken. For some reason hot water came out of both faucets in both masters. Minor changes would really enhance one’s stay but otherwise an enjoyable week."
Inviting oceanfront home with amazing views, private pool & deck
A Hole New World, pet friendly, hot tub, on the 1st hole, close to the beach!
Interior

A Hole New World, pet friendly, hot tub, on the 1st hole, close to the beach!

9.4 out of 10, Exceptional, (42)
"everything was great,as expected.Could have been a little cleaner. Should have a decent vacuum."
A Hole New World, pet friendly, hot tub, on the 1st hole, close to the beach!
Bright, bold, & spacious home close to beach with pool & private hot tub
Terrace/patio

Bright, bold, & spacious home close to beach with pool & private hot tub

7.6 out of 10, Good, (18)
"Beautiful & peaceful retreat with plenty to do. Hot tub, pool table and fooseball definitely got a workout. Little chilly for the pool but we tried. Lol. Lots of space to spread out. Will definitely vacation here again."
Bright, bold, & spacious home close to beach with pool & private hot tub
Oceanfront Oasis with many new upgrades
Terrace/patio

Oceanfront Oasis with many new upgrades

7.8 out of 10, Good, (86)
"Hovey House was GREAT. My family had not had a vacation in years and this week was perfect. We caught fish, kids done the educational tour of the Wright's Brothers Memorial and enjoyed the local go-carts. Host was very involved and professional. Will stay there again."
Oceanfront Oasis with many new upgrades
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.
Don't see what you're looking for?
See all available properties in Hampton Roads
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Hampton Roads

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Exterior

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.0 out of 10, Very good, (1419)
"Spacious rooms. Fully stocked kitchen. Working sauna."
The price is AU$259
includes taxes & fees
19 Jan - 20 Jan
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Ocean Key Resort by VSA Resorts
Indoor pool

The Ocean Key Resort by VSA Resorts

3.0 star property
7.6 out of 10, Good, (1279)
"My daughter had a wonderful time with her friends in the pool for her Birthday! The definitely enjoyed themselves!"
The price is AU$221
includes taxes & fees
21 Jan - 22 Jan
The Ocean Key Resort by VSA Resorts
Oceanside luxury in Pine Island with private pool, hot tub, and game room
Exterior

Oceanside luxury in Pine Island with private pool, hot tub, and game room

8.8 out of 10, Excellent, (17)
"We checked in on Thursday, September 26; called that night to report 2 tvs not working (and it wasn't wifi), texted about the tvs again on the 27th...never heard from anyone about the tvs. One toilet would not flush, someone finally came about 13 hours before check out. There were ants in the kitchen all around the stove and the glass top on the stove was cracked. We killed 3 spiders (2 WERE IN 2 DIFFERENT BEDS!!). Overall, the house was just not clean; it seems it has been neglected for several...
Oceanside luxury in Pine Island with private pool, hot tub, and game room
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.