
Family-friendly holiday rentals in Hampton Roads
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Top-rated family-friendly rentals in Hampton Roads
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Popular amenities for Hampton Roads family-friendly rentals
Family-friendly home rentals with a hot tub

The Historic Powhatan Resort 1BD
This was an amazing place! We loved the clean, comfortable rooms, the service was great, the pool and mini golf were so fun! And location- perfect!!

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

*Historic Powhatan Resort- 2 bedroom
It was a perfect little get away, while learning colonial history! Definitely recommend coming back when it is warmer out!

Wyndham Governors Green Resort- 2 bdrm -2 nt min
Great place in a great location. We loved having our own space with two bedrooms and a full kitchen only a short drive from Colonial Williamsburg.

Marriott Manor Club Luxury Studio sleeps 4
10 minutes from everything to do. Great restaurants in the area. Quiet peaceful place. Hot tub and pool amenities were excellent.

7+ Bdrm, 5.5 Bath Pool/Hot Tub Sandbridge Beach VA
Owner very responsive and easy to communicate with. Great location

Croatan Beach - Big Kitchen, Hot Tub, 2 Masters
The home is gorgeous, and the neighborhood is serene and charming. Betsy made sure we settled in smoothly and had no trouble accessing the property. I highly recommend this place for a family beach vacation.
Family- and pet-friendly home rentals

Water Oaks at Chic's Beach
We stayed here over spring break with our young kids. Tommy and Janet were very friendly and responsive. The location is great! Literally right across the street from the beach, and close to our all time favorite brewery :) we'd love to come back again in the summer months!

Westgate Historic Williamsburg One Bedroom
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!

2 BR Family & Pet Friendly House - Williamsburg
Charlene is a wonderful and very responsive host. This was our second time staying there when we visit Williamsburg. The location is great and only a few minutes from everything. The house was comfortable and had everything we needed to enjoy our week. We look forward to staying again in the future.

Quiet Neighborhood 7 Miles From the Beaches
Mona is a sweetheart, and her place was perfect for my dog and me. It was clean and had the cutest backyard. Will definitely book again with her if I’m back in Virginia Beach

Cozy craftsman barn near the bay!
We loved our stay in the barn! My husband was a little skeptical when we first say it from the outside, but the inside was just as described and completely adorable. We also greatly appreciated rhe complimentary water and snacks. The beds (that includes the pullout couch) were very comfortable. The bathroom was clean (looked like it had been redone somewhat recently?), and with 3 people showering we didn’t run out of hot water or anything! There were instructions for everything, and there are coffee shops and lots of stores a very short drive away.

Lovely Ocean View Cottage
We had a wonderful stay with our puppy! Chuck was very thoughtful and welcoming with the many amenities available. We felt right at home and it's so close to restaurants and the water. Looking forward to our next visit!

Casita on the Corner
We had a great stay! The house was clean ans quiet, and the kitchen had all of the essentials you would need (spices, condiments, etc.). The house is close to all of the major attractions/downtown Williamsburg! The deck and fenced-in backyard were perfect for our toddler and pup!

Historic Ware River Cottage at Glebefield
What a wonderfully charming and peaceful cottage, and it was absolutely perfect for a quiet getaway. Having Nuttall’s Store just a short drive away was so convenient for necessities, and their steaks and sandwiches are amazing! Thanks for everything ☺️
Family-friendly home rentals with a pool

Family Retreat, In-Ground Pool, plus Private Beach
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!

Breathtaking Ocean views at Pinch Me, 8bdrm, 6bath
Beautiful place, such a great view of the beach. Beach access right across the street. Loved it. Spacious area, lots of room.

Stunning Views of Back Bay & Seconds to the Beach
Great place for families walking distance from the beach. I’ll love to visit in the summer when we can enjoy the beach and everything Virginia Beach has to offer.

2BDR/2BA in the historic city of Williamsburg, VA
Our place was very clean, the stay was private and in a nice location. Debbie was very helpful and responsive

Virginia Beach Condo
The location was great. Two streets walk to the boardwalk and two streets over to Neptune Statue on 30th Street. Supermarket for groceries was across the street from condo. The washer and dryer and dishwasher made everything so easy to keep up with. Keyless entry is perfect. There are many fun things to do in the area that is either a short walk or short drive. Examples are iFly indoor skydiving, parasailing, kayaking with dolphins, riding bikes/skateboards, mini-golf, etc. We had a great time!

2 Bedroom Condo at Greensprings Vacation Resort
When our first reservation fell through, Nadine quickly helped us secure a place for our family of six and was incredibly responsive to all our needs. Our unit was perfect for us — much bigger than I expected for a two bedroom, and the pools were also a big hit. Location is central to Williamsburg sights.

Pet Friendly Deluxe Cabin in Williamsburg, VA
My husband and I along with our 2 dogs had great weekend stay at the Williamsburg campground. The cabin was just very clean and comfortable with all we needed for the weekend. The campground itself was wonderful with plenty of things to do, although we were there to explore Williamsburg and surrounding areas. overall a great stay and would definitely return again!!

Luxury Beach Front Apartment
Jenna is a great host. Very responsive, personable throughout the process. Location is great. Right in the beach. Several restaurants are walkable. Beach here has a playground for the kids and a work out set up for those inclined. Pools and spa were great, especially on bad weather days.
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Busch Gardens Williamsburg
- Bethel Beach
- Buckroe Beach
- First Landing State Park
- Kingsmill Resort
- Virginia Beach National Golf Club
- Water Country USA
- Sarah Constant Beach Park
- Grove Beach
- Buckroe Beach and Park
- Royal New Kent Golf Club
- Golden Horseshoe Golf Club
- Wilkins Beach
- Haven Beach
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Grandview Beach
- Kiptopeke Beach
- Jamestown Settlement
- Ocean Breeze Waterpark
- Red Wing Lake Golf Course