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Family-friendly vacation 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
A welcoming entrance to a brick building is framed by lush greenery and colorful flower beds. The image features the American flag waving gently in the breeze, complemented by a well-maintained pathway leading to the main entryway.
Condo in Williamsburg
5 out of 5 average rating, 3 reviews

The Historic Powhatan Resort 1BD

StacyRating, 5 stars34 months ago
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!!
An indoor pool area offers a spacious swimming pool with a shallow entrance, surrounded by lounge chairs. The area features bright, natural light streaming in, and a decorative mural enhances the atmosphere. Adjacent amenities include a jacuzzi and a reception area.
Vacation home in Virginia Beach
5 out of 5 average rating, 4 reviews

1 Block to the Beach, Indoor Pool Great 4 Kids

NakimaRating, 5 stars46 months ago
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!
Superhost
An aerial view captures the Boardwalk Resort & Villas situated directly on the Virginia Beach Boardwalk. The building features a distinctive green roof and is surrounded by sandy beach and the Atlantic Ocean. The nearby Fishing Pier and parking area are also visible.
Condo in Virginia Beach
5 out of 5 average rating, 4 reviews

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

AldoRating, 5 stars9 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 favorite
A well-maintained tennis court is depicted, featuring a spacious green playing surface and surrounding trees. In the background, a historic brick manor house stands among the trees, with clear skies visible above, creating a serene outdoor setting.
Apartment in Williamsburg
4.86 out of 5 average rating, 21 reviews

*Historic Powhatan Resort- 2 bedroom

HaleyRating, 5 stars16 months ago
It was a perfect little get away, while learning colonial history! Definitely recommend coming back when it is warmer out!
A row of charming, two-story buildings is surrounded by well-maintained gardens featuring lush green shrubs and vibrant flowering plants. A pathway runs along the front, with a white duck casually walking among the landscaped areas.
Apartment in Williamsburg
4.62 out of 5 average rating, 13 reviews

Historic Powhatan Resort: 2-BR / Sleeps 6, Kitchen

KatinaRating, 5 stars41 months ago
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.
Superhost
A playground structure featuring swings and a blue slide is situated on a gravel surface. The surrounding area includes grass and trees, providing a natural backdrop. The play equipment is designed for children, promoting outdoor activity and fun.
Condo in Williamsburg
4.73 out of 5 average rating, 26 reviews

Wyndham Governors Green Resort- 2 bdrm -2 nt min

RosemaryRating, 5 stars4 months ago
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.
Guest favorite
Aerial view of a three-story beach house, showcasing its proximity to the ocean. Blue pools are visible in the foreground, surrounded by lounge chairs. The house is framed by lush greenery and sandy pathways leading to the beach.
Home in Sandbridge
4.74 out of 5 average rating, 86 reviews

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

DaniseRating, 5 stars7 months ago
Owner very responsive and easy to communicate with. Great location

Family- and pet-friendly home rentals

Guest favorite
The bathroom features a tub and shower combination with a transparent glass door. A light-colored vanity with a sink is positioned beside a large mirror. White curtains and soft towels in shades of green add a refreshing touch to the space.
Home in Chic's Beach
4.96 out of 5 average rating, 129 reviews

Water Oaks at Chic's Beach

ClaireRating, 5 stars1 month ago
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!
Guest favorite
A light-filled living area features a comfortable white sofa and a coffee table. Behind, a kitchen with modern appliances and a breakfast bar with four upholstered chairs is visible. The space is enhanced by elegant light fixtures and decorative wall art.
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

JordanRating, 5 stars3 weeks 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 favorite
A spacious outdoor area is surrounded by a wooden fence, featuring a dining set with a large umbrella and various seating options. The grassy lawn is complemented by potted plants and a firepit area, providing a natural setting for relaxation and outdoor activities.
Home in Williamsburg
4.84 out of 5 average rating, 80 reviews

2 BR Family & Pet Friendly House - Williamsburg

DavidRating, 5 stars8 months ago
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.
Guest favorite
A spacious living room area features a comfortable sectional sofa and a wooden coffee table. A decorative rug sits beneath, while soft lighting highlights the neutral wall tones. A small table with magazines and a chair are positioned nearby, creating an inviting space for relaxation.
Guest suite in Virginia Beach
4.89 out of 5 average rating, 625 reviews

Quiet Neighborhood 7 Miles From the Beaches

TinaRating, 5 stars1 week ago
Mona is very friendly and kind! She has a very nice place,Quiet and peaceful! We would absolutely stay with her again!
Guest favorite
A rustic barn exterior is presented, featuring a gabled roof and decorative elements on the double doors. The gray shingle siding contrasts with white trim and windows. Lush green grass surrounds the structure, complemented by young plants in the foreground, indicating a serene outdoor setting.
Barn in Virginia Beach
4.8 out of 5 average rating, 906 reviews

Cozy craftsman barn near the bay!

JoeiRating, 5 stars2 weeks ago
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!
Top guest favorite
A charming cottage is presented with a well-maintained front yard, featuring blooming trees and vibrant flower planters. A covered porch is visible, framed by decorative railings and welcoming steps that lead from a concrete driveway. The surrounding greenery adds a peaceful ambiance.
Cottage in Norfolk
4.97 out of 5 average rating, 324 reviews

Lovely Ocean View Cottage

JeromeRating, 5 stars6 days ago
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!
Top guest favorite
The exterior of the home features a light-colored facade, a spacious red deck with outdoor seating, and a blue umbrella providing shade. A small garden area is visible beside the deck, and grassy space surrounds the home, creating a welcoming outdoor environment.
Home in Williamsburg
4.97 out of 5 average rating, 220 reviews

Casita on the Corner

KathrynRating, 5 stars1 week ago
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!
Superhost
An aerial view captures the vibrant Croatan Beach, showcasing beachfront homes along the coastline. The ocean presents rolling waves, with soft sandy shores visible. A private pool is discernible among the properties, accentuating the beach community's appeal.
Home in Virginia Beach
4.89 out of 5 average rating, 132 reviews

Beach Home, Upscale Croatan Resort + Private Pool

BetsyRating, 5 stars3 months ago
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

A spacious backyard is visible, featuring a swing set with two seats and a slide. Lush green grass covers the ground, bordered by a wooden fence and trees, providing a shaded area for outdoor play. A clear blue sky and gentle light highlight the inviting space.
Home in Cape Charles
4.77 out of 5 average rating, 78 reviews

Family Retreat, In-Ground Pool, plus Private Beach

AndrewRating, 5 stars8 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 favorite
A private in-ground pool glistens under clear blue skies, surrounded by a wooden fence. An umbrella provides shade next to a lounge area. In the background, a cabana is visible along with outdoor seating, enhancing the inviting space for relaxation.
Home in Sandbridge
4.99 out of 5 average rating, 81 reviews

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

NicholasRating, 5 stars2 weeks ago
Beautiful home in a wonderful location. Tanya was very friendly and communicative throughout the process.
Guest favorite
A community pool is visible, featuring a clear blue water surface and surrounded by a spacious pool deck. Lounge chairs are positioned along the perimeter, with ocean views and a white fence providing a boundary. A building with a light exterior stands nearby, contributing to a serene environment.
Condo in Virginia Beach
4.89 out of 5 average rating, 209 reviews

Oceanfront Gem VaB Studio Exceptional Views

IanRating, 5 stars3 weeks ago
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.
Guest favorite
A spacious pool area is presented, featuring a large, inviting blue swimming pool with a built-in hot tub. Several lounge chairs and umbrellas provide shaded seating around the pool, while sliding glass doors lead to the interior of the house.
Guesthouse in Virginia Beach
4.72 out of 5 average rating, 115 reviews

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

John DavidRating, 5 stars3 weeks ago
He was so nice and everything!!
Hotel room in Williamsburg
4.6 out of 5 average rating, 15 reviews

Wyndham Kingsgate * 2BR

DanielRating, 5 stars46 months ago
Place was great. Family loved it. Plenty to do. Communication was great and check in and out was a breeze!
Apartment in Virginia Beach
4.65 out of 5 average rating, 136 reviews

Oceanview Queen & Sofa Bed, Kitchenette, Balcony-B

SabrinaRating, 5 stars4 days ago
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!
A living area showcases a blue sofa and a gray armchair, paired with decorative pillows. Natural light enters through a large window overlooking greenery. A kitchen counter is equipped with utensils and dishes, while pendant lights illuminate the space, creating a comfortable setting.
Apartment in Virginia Beach
4.78 out of 5 average rating, 102 reviews

Virginia Beach Condo

RogerRating, 5 stars20 months ago
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!
Apartment in Virginia Beach
4.8 out of 5 average rating, 5 reviews

Luxury Beach Front Apartment

DanRating, 5 stars22 months ago
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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