
Family-friendly vacation rentals in Portsmouth
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Top-rated family-friendly rentals in Portsmouth
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Popular amenities for Portsmouth 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!!

1 Block to the Beach, Indoor Pool Great 4 Kids
Bijan’s place was amazing! My husband and two small children were very comfortable here. The places offers all the comforts of home and all staff went above and beyond to ensure your stay was nothing short of great. Not only is there an indoor pool to splash and play in with the kiddos, it is directly across the street from the ocean and in close proximity to so many great restaurants. Definitely a must place stay I guarantee you will love it just as much as we did. We will definitely be looking at staying here again in the future!

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!

Historic Powhatan Resort: 2-BR / Sleeps 6, Kitchen
Igor was amazing. I was very tired and exhausted after a long flight from Italy, nor did I have access to wifi at the time with my Italian phone. I was having difficulty checking in, but he stepped in very quickly and remedied the situation. Afterwards check in was a breeze. The property was beautiful. The unit was perfect and very clean. There was more than enough room for my two daughters, my granddaughter, and myself. We really enjoyed our stay. Thanksgiving was wonderful there. We regretted having to leave. I cannot say how wonderful, helpful, and professional Igor is. He responded very quickly to my emails and followed up to ensure everything was up to and above standard. This was well after the 9-5 business hours. He stayed in contact until he was assured I was completely checked into my unit. I was very impressed and relaxed knowing he was there (in email) if I needed anything. That quality of service definitely goes a long way in my book. His quick action and response was very reassuring; especially for a solo female traveler. I would definitely call Igor again when I return to the area. Highly recommend.

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.

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

Water Oaks at Chic's Beach
I could not recommend this place and these hosts enough! The place was warm and welcoming and I absolutely love the location. A very peaceful neighborhood with easy bay access. The hosts were amazing and responsive. The house had some maintenance problems but at no fault of theirs…just typical house problems and they handled everything extremely well and we were not inconvenienced at all! Also our dog loved the place and they were stocked will all the dog necessities which was very helpful!

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 very friendly and kind! She has a very nice place,Quiet and peaceful! We would absolutely stay with her again!

Cozy craftsman barn near the bay!
We stayed for 2 nights with our 3 dogs and everybody had a blast. The barn was very clean, cozy, and welcoming when we arrived. They had an essential oil diffuser on which made it smell lovely. There was a little binder left for us with everything we needed to know and some amazing sight seeing recommendations! The bed was comfortable and cooling/heating system worked great. Their stairs are a little steep and didn’t have runners so just keep that in mind with pets. Overall, this stay is perfect for 2 adults and their fur babies! Will definitely be booking again!

Lovely Ocean View Cottage
We had such an enjoyable trip staying at this perfect cottage. The location was amazing-short walk to a tranquil beach that felt like our own little escape. The landscaping and yard were beautiful! The place felt like a peaceful retreat. The cottage itself was cozy, clean, and had everything we needed even a thoughtful welcome basket. It truly was the perfect getaway and just what we needed to recharge. Highly recommend!

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!

Beach Home, Upscale Croatan Resort + Private Pool
This is a wonderful beach home within walking distance of the oceanfront. Our extended family enjoyed a fantastic visit. The house is set up perfectly for multiple families with a large gathering space on the top floor next to the kitchen. There are several decks throughout the home to catch the sea breeze and air. Beverly was a great host and responsive to our needs.
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 home in a wonderful location. Tanya was very friendly and communicative throughout the process.

Oceanfront Gem VaB Studio Exceptional Views
We truly enjoyed our stay in late March. Very convenient location on the broad walk. Studio apartment was very comfortable and clean . Truly an experience , sunrise on the beach priceless. We would definitely like to return in the future.

POOL, Pool House, Hot Tub, Grill, 2 bedroom
He was so nice and everything!!

Wyndham Kingsgate * 2BR
Place was great. Family loved it. Plenty to do. Communication was great and check in and out was a breeze!

Oceanview Queen & Sofa Bed, Kitchenette, Balcony-B
This place felt very homey! My girlfriend and I enjoyed our stay and it was perfect! Will definitely be returning to this place when we go back to VA! I have a very large truck and parking wasn’t the most convenient but the lovely staff made sure we figured it all out. It was great!

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!

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.
Quick stats about vacation rentals that are family-friendly in Portsmouth
Total rentals
260 properties
Total number of reviews
8.4K reviews
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Wifi availability
250 properties include access to wifi
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- Virginia Beach Oceanfront
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- Busch Gardens Williamsburg
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- Virginia Beach National Golf Club
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- Chrysler Museum of Art
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