Family-friendly holiday rentals in Portsmouth

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Portsmouth 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
Apartment 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.
Guest favourite
Apartment in Williamsburg
4.73 out of 5 average rating, 120 reviews

Great family vacation resort condo. Sleeps 12.

MattRating, 5 stars3 weeks ago
Christian was a pleasure to work with and very helpful. The property was prefect for our stay. There was plenty of room to gather together while also allowing privacy.
Guest favourite
Apartment in Williamsburg
4.96 out of 5 average rating, 46 reviews

Marriott's Manor Club Ford's Colony 2BD Villa Slee

DorrenRating, 5 stars1 month ago
The villa was the perfect place for our family to stay for graduation weekend at William and Mary. Plenty of space and very comfortable. Setting was lovely and great for walks in our down time. The only issue we had was the villa was not ready at the designated check in time and we had to wait an hour before we could get in.
Guest favourite
Home in Sandbridge
4.74 out of 5 average rating, 92 reviews

7+ Bdrm, 5.5 Bath Pool/Hot Tub Sandbridge Beach VA

Karen MRating, 5 stars5 days ago
Beautiful Home located in a beautiful location. With the pool, hot tub, and beach access we had everything we needed right at the property. Plenty of space for all the adults and kids/teens! The kids had their own hangout spot downstairs. This is the perfect place to get up in the morning. Have coffee on the deck make your own breakfast. Take a walk on the beach and hang out at the pool. Grill out in the evening and do more relaxing on the deck. That’s our thing and it was the perfect place to do it. And it’s a quiet area. Very relaxing - chillaxin’. Any shopping is very convenient and close by. Corrine was very responsive to any questions or any issues that came up. Keep in mind if something is not right you need to message her and she will make it right. We loved our stay and would stay again!
Home in Virginia Beach
5 out of 5 average rating, 3 reviews

The Seahorse at Sandbridge - Baby Horses!

MishaRating, 5 stars3 months ago
Big, roomy house on a beautiful horse farm. We loved seeing the horses in the backyard and front yard while we were in the house. The host allowed our large group to come over to the barn to meet the horses and ponies. The house is in such a private spot but still close to the beach and all types of restaurants, stores, and entertainment. There were plenty of beds, bathrooms, seating for eating. The hot water was fast and plentiful. We cooked a lot and there were TONS of pots, pans, dishes, silverware, small appliances, etc. We enjoyed the fireplace, hot tub, sauna, foosball, pool table. It was a perfect spot for our extended family to gather for a long weekend.
Apartment in Virginia Beach
4.67 out of 5 average rating, 9 reviews

OceanSands Oceanfront AquariumChairsBikes

KasornRating, 5 stars1 month 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.
Guest favourite
Apartment 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!

Family- and pet-friendly home rentals

Guest favourite
Cottage in Corolla
4.89 out of 5 average rating, 151 reviews

Horses-Views-Dog Friendly-4WD Area

PatriciaRating, 5 stars3 days ago
Terra’s place was beautiful. We saw the horses everyday. Her house is an easy walk to the beach. We enjoyed our stay. Terra was very responsive and quick to respond to our questions. She had food and water bowls for our fur babies. 10/10 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
Flat 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!
Guest favourite
Guest house 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!
Guest favourite
Home in Williamsburg
4.79 out of 5 average rating, 108 reviews

Historic Capitol Landing 3BR/2Ba home

JessicaRating, 5 stars2 months ago
This house and property is really special. It is a beautifully maintained and renovated old house, and has great views of the woods and the creek. We enjoyed evenings on the beautiful porch taking in the views. The house itself was well appointed and clean, with minimal/essential furnishings. A few other reviews did mention the noise from the highway and it is true—though it did not disturb us except for in the night, when an occasional loud truck might pass. It was a great base for my family and two small dogs to explore the local sights. Would definitely consider staying here again.
Superhost
Home in Virginia Beach
4.86 out of 5 average rating, 135 reviews

Beach Home, Upscale Croatan Resort + Private Pool

PhilRating, 5 stars4 days ago
Beverly's home was perfect for our family and situation: family vacation with a 2 year old. The neighborhood is gorgeous and very peaceful; access to a very quiet beach is one block away. The aquarium, dolphin tours, and several dockside restaurants are 3 minute drives. The main boardwalk is a 5 minute drive. The home itself was nicer than pictured, and had just about everything we needed, including linens and towels, beach wagons, chairs, and umbrellas. The pool was extremely well-designed, and terrific for warm days before/after the beach. The Internet was not the most reliable, and the cable TV would cut out for 3-5 seconds every 30 minutes or so... these may have been attributed to the storms early in our trip Recommendations: 1. Bring a coffee machine or k cup filter for ground coffee (only Keurig is available) 2. Be aware there are plenty of stairs (30) in this 3 story home. Beverly communicated very well, and gave the number of her nextdoor neighbor for any timely needs.
Superhost
Apartment in Hampton
4.51 out of 5 average rating, 305 reviews

Efficient “757”📍Pad with all the essentials+++ ✅

CarltonRating, 5 stars2 days ago
This bright and spacious 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and convenience, with queen beds and Smart TVs in each room—ideal for families, couples, or business travelers. The two full bathrooms made mornings effortless, giving everyone the space and privacy they needed. The open-concept living area with high ceilings felt modern and airy, and the two private balconies were the perfect spot to enjoy coffee or unwind after a busy day. The kitchen had everything we needed to cook meals, and the washer/dryer in-unit was a huge plus for a longer stay. Located in a quiet, private community with easy access to I-64 and I-664, this condo is just minutes from top Hampton attractions like the Coliseum, Langley AFB, and Buckroe Beach Check-in was smooth, communication was quick and helpful, and the host clearly cares about guest experience. If you're looking for a comfortable, and centrally located Airbnb in Hampton, VA, this is the one.
Top guest favourite
Home in Virginia Beach
4.91 out of 5 average rating, 398 reviews

Pet friendly 3 bedroom beach house

JonathanRating, 5 stars6 days ago
Great place to stay with family or friends.

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!
Apartment in Virginia Beach
5 out of 5 average rating, 6 reviews

Oceanfront Beach Quarters Resort Va. Beach

HeatherRating, 5 stars34 months ago
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!
Guest favourite
Home in Sandbridge
4.99 out of 5 average rating, 84 reviews

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

LindaRating, 5 stars5 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.
Apartment in Virginia Beach
4.5 out of 5 average rating, 4 reviews

VA Beach Oceanfront King 1-bedroom week (Fri-Fri)

MichaelRating, 5 stars34 months ago
Perfect location, just steps away from the beach. Amazing views! Absolutely loved our stay here! Before we left to come home the kids were asking to return! Definitely will be booking again, not only this listing, but with Reggie as well!
Flat 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
Apartment in Williamsburg
5 out of 5 average rating, 8 reviews

The Historic Powhatan Resort

TimRating, 5 stars48 months ago
Tara’s Powhatan Resort listen is fantastic! Easy check-in, and check-out. Beautifully maintained grounds. Great fun for families, couples and singles of all ages. Comfortable suites, with a cozy home atmosphere. Minutes away from The Historic Colonial Williamsburg tourist attraction. Olde Towne Pizza delivered, and was Great! My family is still raving about it! We had a great stay!
Apartment in Williamsburg
4.92 out of 5 average rating, 25 reviews

King's Creek Plantation: 2-BR, 2.5 Baths, Sleeps 6

HunterRating, 5 stars2 months ago
Good location next to the water park and Target. Quick response for short notice trip. Stronger than. Good quality furniture and new flooring.
Flat 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!

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