Family-friendly holiday rentals in Hampton Roads

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Hampton Roads family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Townhouse in Williamsburg
4.84 out of 5 average rating, 81 reviews

Williamsburg Vacation Villages 4BR, 4BA

KristenRating, 5 stars2 months ago
We booked Vacation Village 4br timeshare through Andy but it was full. Andy was able to leverage his connections and find us a 3br HOUSE at Kings Creek Plantation through Spinnaker which was better, I think! We had a full 3br/4bath house to ourselves with three porches in a peaceful setting. Absolutely recommend Kings Creek Plantation through Andy. Close to everything and amazing setting. So quiet and pencil. We will be back!
Superhost
Condo in Virginia Beach
5 out of 5 average rating, 4 reviews

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!

AldoRating, 5 stars11 months ago
We stayed a week at Kerri’s place in Virginia. She went above and beyond our expectations, very communicative and organized. She offered a ton of information and insights before and during our stay. Her place offers a delightful and relaxing getaway experience. The resort's picturesque location by the ocean provides stunning views and a serene atmosphere. The rooms are spacious, well-appointed, and comfortable, ensuring a pleasant stay. The resort amenities such as the pool, spa, and on-site restaurants add to the overall wonderful experience. The staff is friendly, accommodating, and dedicated to providing top-notch service to guests. Whether you're looking to relax by the beach or explore the nearby attractions, Boardwalk Resort is a fantastic choice for a vacation in Virginia. I would definitely recommend and revisit Kerri’s place.
Superhost
Condo in Williamsburg
4.91 out of 5 average rating, 23 reviews

The Historic Powhatan 2 bdrm

BillRating, 5 stars20 months ago
Colleen was an excellent host! She was very accommodating and understanding when she walked me through the process on how to book the condo. I would definitely recommend her in this place. It is centrally located in the Williamsburg area very close to all the sites and tours around the area. The check in process was very smooth and the staff were very friendly. 10 out of 10 recommend
Guest favourite
Condo in Williamsburg
4.84 out of 5 average rating, 19 reviews

Marriott Manor Club Luxury Studio sleeps 4

LucasRating, 5 stars6 months ago
10 minutes from everything to do. Great restaurants in the area. Quiet peaceful place. Hot tub and pool amenities were excellent.
Superhost
Home in Virginia Beach
4.65 out of 5 average rating, 131 reviews

Croatan Beach - Big Kitchen, Hot Tub, 2 Masters

HarveyRating, 5 stars1 month ago
Amazing house with even better location. The walk to the beach is incredibly close. Beautiful spacious house. The backyard is Al equipped to with a beautiful deck to lounge and relax.
Guest favourite
Condo in Williamsburg
4.84 out of 5 average rating, 25 reviews

Williamsburg Vacation Villages Resort 2BR, 2BA

DannyRating, 5 stars1 week ago
It was a great stay! Easy access to all of Williamsburg!
Guest favourite
Apartment in Williamsburg
4.93 out of 5 average rating, 90 reviews

*Historic Powhatan Resort- 2 bedroom

JasonRating, 5 stars2 weeks ago
Great place, great location. Very clean home. A lot of things to do. Will definitely come back!
Superhost
Condo in Williamsburg
4.8 out of 5 average rating, 30 reviews

Timeshare Resort condo- 1 bdrm

JoshuaRating, 5 stars4 days ago
Great place and location and Brooke was amazing. Absolutely would recommend.

Family- and pet-friendly home rentals

Guest favourite
Cottage in Corolla
4.89 out of 5 average rating, 150 reviews

Horses-Views-Dog Friendly-4WD Area

RamonaRating, 5 stars3 weeks ago
The place was perfect. Very well stocked and pet friendly. We saw horses daily by the rental. Very easy access to the beach. Only thing it needs is a sign out by the entrance of the driveway with house #. We came in at night during a storm and it took us a few minutes to find the drive. I definitely recommend.
Top Guest favourite
Home in Virginia Beach
4.99 out of 5 average rating, 152 reviews

Quiet family location and close to BEACH!

GinaRating, 5 stars2 weeks ago
I can’t begin to describe our recent visit!! We stayed from Sunday 6-1 to Thursday 6-5. My husband and I had our 10 year old daughter and 3 of her best friends along w our 3 small furry babies. The house is “nestled” on a sweet friendly street. The house lake view SURROUNDS the house along with the outside balcony. It was beautiful to see the ducks and various birds every day. The house was extremely clean! I didn’t have to do any cleaning before we unpacked. The garage had everything!!! Bikes, beach stuff along w anything u can think of. There was plenty of outside sitting areas with a private outside shower. I used it!! Water was nice! The beach was literally a 10 mins walk! We rode the bikes and walked to the beach, a couple of times a day. The boardwalk is very dog friendly so we were able to bring them. The pier from the boardwalk has people fishing. I rode 1 of the bikes around the every day! W have been using Airbnb for years and this was the best experience! Bob is the best ❤️
Guest favourite
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

JordanRating, 5 stars2 months ago
We had a great stay at Eddie's place! Very close to restaurants, Colonial Williamsburg, and Busch Gardens. The unit we stayed in was spotless and had all of the amenities that we needed during our stay. Highly recommended!
Superhost
Home in Virginia Beach
4.88 out of 5 average rating, 104 reviews

The Happy Place-Quiet, North End 1 block to ocean!

HaroldRating, 5 stars2 weeks ago
Our stay was fantastic! The location couldn't be better, just a stone's throw from the beach. The property itself was clean and well-stocked with everything we needed. Mary was prompt and helpful in addressing the one minor issue that came up. We highly recommend this spot for a worry-free beach getaway!
Top Guest favourite
Home in Williamsburg
4.97 out of 5 average rating, 229 reviews

Casita on the Corner

ChenRating, 5 stars1 week ago
Ryan's place is conveniently located - 10 mins to Colonial Williamsburg, perfect for our family's visit to the city. The house itself is in a quiet neighbourhood. It is spacious, clean, and well-equipped for visitors who'd like to cook inside. We highly recommend Ryan's place for visitors who would like alternative options other than hotels and resorts in the area.
Guest favourite
Cottage in Virginia Beach
4.79 out of 5 average rating, 145 reviews

Quaint 2 Bedroom Cottage in Chicks Beach

JenniferRating, 5 stars2 weeks ago
Perfect place to play with our grandson! Just a quick easy walk to the beach! Thank you for the stay!!
Guest favourite
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 213 reviews

Historic Ware River Cottage at Glebefield

KristinRating, 5 stars1 month ago
Incredible stay on a beautiful property. It’s quiet, private, VERY well maintained and just awesome. I truly hope to stay at this location again in the future because it was that great! You can tell the history in the cottage yet it’s updated and cozy. Also I’ve NEVER stayed at a location so clean!!!! From the cottage itself to the grounds, everything was very well taken care of.
Superhost
Home in Virginia Beach
4.86 out of 5 average rating, 134 reviews

Beach Home, Upscale Croatan Resort + Private Pool

DylanRating, 5 stars1 month ago
Such a wonderful place!! Beverly was more than accommodating and was very responsive to all of our questions🙌🏽 we would love to stay here again in the future

Family-friendly home rentals with a pool

Home in Cape Charles
4.77 out of 5 average rating, 78 reviews

Family Retreat, In-Ground Pool, plus Private Beach

AndrewRating, 5 stars10 months ago
This house and stay were exactly what we needed! We are a quiet family that loves peaceful spaces. The home was beautiful, well maintained, clean, updated, and extremely well appointed. Access to both the beach and lake was easy, as was getting into and out of town. Jack proactively reached out to us when we got there to ensure everything was in order and offered assistance if we needed anything. We didn’t need anything during the week but we felt good knowing he was available. We met some of the neighbors in passing and they were friendly and welcoming, too. Wonderful experience!
Top Guest favourite
Home in Virginia Beach
4.99 out of 5 average rating, 84 reviews

Breathtaking Ocean views at Pinch Me, 8bdrm, 6bath

LindaRating, 5 stars2 days ago
This location could not have been more perfect for our family….. out the door, across the street, down the short boardwalk and you are at the beach. It was so comfortably convenient. The house is amazing: everyone had their space, super clean, easy to prepare meals… 2 dishwashers and 2 ovens, attractively decorated, ping pong/pool table, foos ball table and a beautiful pool area. We had a plumbing issue in two of the bathrooms, but Tanya called someone over and the situation was remedied in an hour. We would love to stay there again.
Guest favourite
Guesthouse in Virginia Beach
4.73 out of 5 average rating, 120 reviews

POOL, Pool House, Hot Tub, Grill, 2 bedroom

BryanneRating, 5 stars3 weeks ago
This was perfect for my family of four and dog. We stayed two nights and would have loved to been able to stay longer. Ron was an excellent host. This felt like a private spa trip with the massive pool, hot tub, dry sauna, and steam room. We are local to the area and would definitely stay again!
Apartment in Virginia Beach
4.69 out of 5 average rating, 13 reviews

BIG 2 bedroom in Town Center, close to everything!

AmandaRating, 5 stars3 months ago
The house was beautiful it's perfect Very quiet neighborhood!! National always respond less than 20 minutes
Condo in Virginia Beach
4.67 out of 5 average rating, 9 reviews

OceanSands Oceanfront AquariumChairsBikes

KasornRating, 5 stars3 weeks ago
Great experience stay this place love it. I could walk every where to the center and is front of to the ocean.I am very happy.Thank you very much . We will be back.
Superhost
Cabin in Williamsburg
4.69 out of 5 average rating, 61 reviews

Pet Friendly Deluxe Cabin in Williamsburg, VA

LesRating, 5 stars1 month ago
I needed a pet friendly place to stay to attend a local graduation and this was the perfect place. I didn’t get to enjoy the amenities at the campground, but saw them and it looked like the pictures. Had a nice, quiet stay.
Apartment in Virginia Beach
4.83 out of 5 average rating, 6 reviews

Luxury Beach Front Apartment

GenevieveRating, 5 stars12 months ago
Great location and the space was great as well! We had a wonderful time at the pool and walking to all of the restaurants and shops nearby!
Superhost
Condo in Virginia Beach
4.83 out of 5 average rating, 58 reviews

Seas The Day of Virginia Beach

AnastasiaRating, 5 stars2 weeks ago
We had such a great stay at this Airbnb—it was exactly as advertised and perfect for our family. The space was clean, cozy, and all instructions were clear and easy to follow. Kevin was helpful and responsive. We really appreciated the code entry to the main areas — it made us feel safe and secure in a busy area that we weren’t familiar. The pool was a huge bonus, and the beach toys provided were a nice added touch, especially with kids. The location truly couldn’t have been better—super walkable to the beach, grocery store, restaurants, shops, and lots of activities. On-site parking was a total win since parking in the area can be a challenge. We really enjoyed our time here and would absolutely love to stay again if we return. Highly recommend!

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