
Family-friendly holiday 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!!

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.

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.

*Historic Powhatan Resort- 4 bedroom sleeps 12
This was the perfect setup for us. Two separate spaces within the main space but we propped the interior doors open so we could all move freely between them. I do wish there were options for pillows. All the pillows were firm and over filled and it was difficult to sleep comfortably with your neck up that high; maybe bring your own. However, overall it was a great place for our family to get together. 15 minutes to Busch Gardens, close to the market and restaurants. Very safe area as well. I would highly recommend. Also, be aware of concierge. They have folks at the registration entrance that will try to direct you to concierge after you check in stating, “they have a welcome bag for you”. It felt more like they were going to pitch a timeshare sales pitch. If not interested, just say no thank you and continue to leave. Check out was easy although 10 am is a little early for a check out but that was not the hosts fault, that was the property itself. Beautiful property all around.

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

King's Creek Plantation: 2-BR, 2.5 Baths, Sleeps 6
Good location next to the water park and Target. Quick response for short notice trip. Stronger than. Good quality furniture and new flooring.

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
We’ve stayed here a few times now and we absolutely love it. Mona paid such close attention to detail with this place that you will feel like you’re in the comfort of your own home with quality items. The backyard is by far our favorite part! It’s so peaceful with beautifully landscaped surroundings. Very quiet, safe neighborhood.

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.

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!
Family-friendly home rentals with a pool

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!

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!

Gorgeous 2 bedroom Kings Creek
Very nice place, but just note that this is a time share place and the rooms/furniture may not look exactly as they are in the photos on airbnb.

Oceanfront Beach Quarters Resort Va. Beach
Duane and Trish were amazing hosts! This was our first family vacation as a family of 4 and everything was absolutely perfect! Duane reached out several times to assure everything was set and we understood everything we needed to know for our stay! His recommendations were top notch and very informative. We will most defiantly be back in the future! Thank you Duane and Trish for your hospitality!

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
Lovely place. I had a great view of the strip and the ocean. Did not spend a whole lot of time there as there were so many things to do and see. Very convenient location to most attractions in Virginia Beach. Miss Martha and Miss Tammy are very kind too! Thanks Mrs. Koch!!!

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 holiday 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
Destinations to explore
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Bethel Beach
- Buckroe Beach
- First Landing State Park
- Kingsmill Resort
- Currituck Beach Lighthouse
- Virginia Beach National Golf Club
- Water Country USA
- Grove Beach
- Sarah Constant Beach Park
- Buckroe Beach and Park
- Golden Horseshoe Golf Club
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Haven Beach
- Wilkins Beach
- Grandview Beach
- Kiptopeke Beach
- Jamestown Settlement
- Ocean Breeze Waterpark