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Family-friendly vacation rentals in Portsmouth

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Portsmouth

  • Total vacation rentals

    Explore 250 vacation rentals in Portsmouth

  • Nightly prices starting at

    Portsmouth vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,850 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Portsmouth vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Portsmouth rentals

  • 4.7 Average rating

    Portsmouth stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Portsmouth

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern kitchen features light cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are visible. Soft lighting highlights the spacious layout, which is complemented by tiled flooring and a seamless flow into the adjacent dining area.
Home in Portsmouth

Hidden Gem.4/bedroom cozy home fenced in yard

Make yourself at home!Hidden Gem offers a clean welcoming space for guests, located in a quiet established neighborhood. Guests should expect a clean and comfortable stay. Conveniently located near parks,shopping, and dining options. Attractions aren’t too far away Rivers casino.2.9. Virginia Beach Ocean Front.23miles. Waterside district Norfolk 8.5 miles. Town center 17.miles. Busch Gardens 40 miles. Old Dominion University 9.8 miles. Norfolk State University 8.8 miles.Hampton University23miles

5.0 out of 5 average rating, 111 reviews
Guest favorite
A welcoming living area features two orange armchairs and a matching sofa, arranged around a glass coffee table. A colorful area rug provides warmth to the space, while framed artwork adorns the walls. A floor lamp and a plant enhance the inviting atmosphere.
Home in Portsmouth

Mid-Century Modern Old Town Portsmouth 3bd/2.5 bth

In the heart of Colonial Portsmouth, VA, on a quiet one-way street -- nestled among homes that date back to the American Revolution & Underground Railroad -- you have found this unique gem... classic and unassuming on the outside, newly rebuilt and designed within. Glasgow Modern, the perfect home-away-from-home. Adjacent to an amazing park, blocks away from the water. We live here 6 months of the year, so the house has everything you need. Dine, Play, Explore, Enjoy... Our home is your home!

4.95 out of 5 average rating, 138 reviews
Guest favorite
An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.
Home in Portsmouth

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

4.92 out of 5 average rating, 173 reviews
Guest favorite
A well-lit bedroom features a spacious bed with decorative pillows and a cozy throw blanket. Natural light enters through a window, while a standing lamp and a woven basket add functional elements. A ceiling fan and light fixture enhance the room's comfort.
Apartment in Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Enjoy easy access to everything from this perfectly located, fully furnished home. Walk to fine dining, museums, a historic theater. Visit the waterfront where you can view the Navy ships or ride the Ferry to Norfolk to experience Waterside & MacArthur Mall. This is a great place for traveling professionals or those in town for sightseeing or local events. Virginia Beach Oceanfront is 30 minutes away. Home is located in a beautiful, historic area and only 8 minutes from the new casino!

4.85 out of 5 average rating, 156 reviews
Guest favorite
A comfortable living room area is featured, showcasing a light-colored sectional sofa with dark blue accent pillows. A dark coffee table is set in front of the sofa. A vibrant world map painting adorns the wall, and natural light streams through a nearby window.
Guest suite in Portsmouth

Historic Hideaway Private Apartment/Suite

You will be comfortable in this spacious, one bedroom suite. You have your own kitchen, washer/dryer, and living room space with large tvs in the bedroom and the living room. To wind down from your day step into your large beautiful shower that has endless hot water. Try living room sofa pulls out to a sleeper lay down while watching tv, or to use as an extra bed. Enter/exit thru a private entrance. Only you will have access to your space. Clean and inviting. Stay a day, or stay a while!

4.96 out of 5 average rating, 126 reviews
Top guest favorite
A fully stocked kitchen is presented, featuring a gas stove, a refrigerator, and a microwave. A dark wooden hutch displays dishes and glassware, while a Keurig coffee maker is located on the countertop. Natural light filters in through a nearby window, illuminating the tiled floor.
Apartment in Portsmouth

Cozy Ground Floor Apt in Historic Home

Charming 1st floor apartment with private entrance in circa 1795 home in the Olde Towne historic neighborhood. Guests enjoy an easy walk to downtown shops, restaurants, breweries, museums, and a movie theater. The waterfront is close with marinas, restaurants, and the Elizabeth River ferry to transport you to Norfolk to enjoy events on the waterfront. Business or military travelers are two blocks from the Renaissance Hotel and a 15-minute walk from the Portsmouth Naval Hospital.

4.97 out of 5 average rating, 319 reviews
Guest favorite
A cozy living area is furnished with a beige sofa and a blue armchair. A coffee table with a decorative runner sits in front, surrounded by wooden paneling. Natural light enters from a nearby window, complemented by patterned curtains. Wall art adds subtle character to the space.
Apartment in Portsmouth

"The Ponderosa B" - Close to the Casino & Concerts

Check out the outdoor concerts at the Rivers Casino. Only 1/2 mi. Ponderosa B, 500 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, family oriented neighborhood. Kick back and relax in this calm, stylish space. Private entrance and nice, safe, free parking for 1 vehicle. Large Sign for each Visitor Parking Space. One Bedroom w/very comfortable Queen size bed, Full size Kitchen, One full Bathroom. Only 4 miles to Downtown Portsmouth 5.9 miles to Norfolk, 22 mi to VB Oceanfront.

4.92 out of 5 average rating, 162 reviews
Superhost
Home in Portsmouth

Fun 3BR-2bath with a game room-Near Rivers Casino

Escape to this entertaining 3BR, 2-bath retreat in Portsmouth, VA. Just 4 mins from Rivers Casino and 15 mins from Waterside District. A 30-min drive takes you to VA Beach, ODU, NSU, HU, and CNU. Stay connected with WiFi & Smart TVs. The outdoor space is a treat with a grill & various activities. Indoors, there's a pool table, darts, table tennis, and board games. The renovated kitchen has stainless steel appliances. This home offers a wide range of amenities for a memorable getaway.

4.79 out of 5 average rating, 135 reviews
Guest favorite
A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.
Home in Suffolk

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

4.84 out of 5 average rating, 116 reviews
Guest favorite
The spacious sunroom features comfortable seating arranged around a central coffee table. A basketball hoop and trampoline provide recreational options. Colorful wall decorations and a vibrant rug enhance the playful atmosphere. Large screens allow views of the private backyard, while windows offer natural light.
Home in Portsmouth

The Pines- Family Entertainment Room

This ranch home is located in a quiet & safe neighborhood (Windy Pines) in an area we call “Churchland”. The area is comprised of tri-cities in the same area. (Portsmouth, Chesapeake & Suffolk) Near military installations, shipyards, hospitals, beaches, amusement parks, museums, casinos, and more Property is walking distant from Hoffler Creek Wildlife Preserve nature trail and less than a mile from Popular Harbour View Shopping area.

4.93 out of 5 average rating, 107 reviews
Top guest favorite
The living room features comfortable navy sofas with decorative cushions and an ottoman in a warm tone. A lamp stands beside a built-in bookshelf adorned with books and decor. Light streams through the windows, and a decorative fireplace adds to the room's character.
Home in Portsmouth

Historic Gem - Walk to Dining, Ferry & Waterfront

Full of historic charm, modern in all the right places! This 1880s home is located in the heart of Olde Towne Portsmouth, just one block from the Elizabeth River harbor. Walk 3 minutes to the ferry stop and ride across the river to Norfolk's downtown and waterfront restaurants, or walk 5 minutes to Portsmouth's High Street to enjoy Olde Towne's charming coffee shops, restaurants, museums, and theaters. This location is unbeatable!

4.99 out of 5 average rating, 215 reviews
Top guest favorite
The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.
Guest suite in Chesapeake

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, where every guest is made to feel like royalty. More than an Airbnb, it’s a one-of-a-kind boutique retreat intentionally designed to create unforgettable memories. From the peaceful atmosphere and thoughtful touches to your private entrance and relaxing escape, every detail has been curated to help you unwind, recharge, and experience something truly special. Come discover The Purple Room experience. 💜

4.97 out of 5 average rating, 394 reviews

Popular amenities for Portsmouth family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
An aerial view depicts the guest suite, nestled among lush greenery, with a spacious swimming pool nearby. The main house, along with various outdoor amenities, is visible, showcasing well-maintained landscaping and open fields surrounding the property.
Guesthouse in Suffolk

Country Living Guest House (Upstairs/Downstairs)

4.97 out of 5 average rating, 183 reviews
Guest favorite
An outdoor pool is positioned on a deck overlooking a tranquil canal. Surrounding the pool, several lounge chairs are arranged for relaxation. The landscape features houses lining the opposite bank, with greenery in view. A small boat dock is also visible in the distance.
Home in Sandbridge

Ocean Pearl- Canal View and Minutes to the beach

4.86 out of 5 average rating, 105 reviews
Guest favorite
A hot tub rests in the foreground, surrounded by warm evening lighting from string lights overhead. Comfortable seating is set in the backyard, with a shaded area provided by a large umbrella, creating a relaxed outdoor environment.
Home in Norfolk

1 Block to Beach • Hot Tub • Fire Pit • Game Room

4.83 out of 5 average rating, 138 reviews
Guest favorite
Cottage in Norfolk

902C Coastal King Retreat Steps from Beach + Sauna

4.84 out of 5 average rating, 175 reviews
Superhost
A modern living area features a comfortable sofa adorned with decorative pillows and a cozy throw. A large dining table with natural wood tones is visible in the background, contrasting against a blue accent wall decorated with serene artwork. Ample lighting brightens the space.
Home in Norfolk

Stylish Beach House, Hot Tub, Pet Friendly

4.93 out of 5 average rating, 106 reviews
Guest favorite
A spacious living area features two light-colored sofas adorned with decorative pillows. A wooden coffee table sits centrally, topped with magazines and a vase of flowers. Soft blue walls create a calming atmosphere, complemented by a dining area visible in the background.
Home in Buckroe Beach

Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom

4.95 out of 5 average rating, 102 reviews
Superhost
A backyard patio offers seating at a rectangular table with four chairs, shaded by a large umbrella. A cozy seating arrangement is visible nearby, featuring bright cushions. The in-ground pool reflects the sky, while the tranquil river and greenery create a serene backdrop.
Home in Hampton

The Great River Escape *Hot Tub!

4.9 out of 5 average rating, 110 reviews
Guest favorite
Cottage in Norfolk

Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard

4.92 out of 5 average rating, 163 reviews

Family- and pet-friendly home rentals

Top guest favorite
A charming two-story home is seen from the street, featuring a welcoming front porch with white railing. Large windows allow natural light to fill the space. The yard is well-maintained and bordered by a sidewalk, surrounded by trees that provide shade.
Home in Norfolk

Ghent on the Corner: Cozy 3 bed 2.5 bath home

4.99 out of 5 average rating, 162 reviews
Top guest favorite
The three-story farmhouse-style home features a charming brick facade and a front porch with blue double doors. Lush greenery surrounds the entrance, while a path leads toward the driveway. Sunlight highlights the roof and front yard, creating a welcoming exterior.
Home in Norfolk

Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!

4.97 out of 5 average rating, 145 reviews
Guest favorite
The living room features a welcoming layout with plush blue couches and two light-colored round ottomans. A ceiling fan hangs above, and natural light streams in through multiple windows. The front door is painted in a vibrant teal, adding a cheerful touch.
Home in Norfolk

Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ

4.91 out of 5 average rating, 111 reviews
Top guest favorite
A tranquil beach scene is captured, featuring smooth sandy stretches bordered by green grass and gentle dunes. The horizon reveals a calm ocean meeting a partly cloudy sky, creating a serene atmosphere that invites relaxation and reflection.
Cottage in Norfolk

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

4.98 out of 5 average rating, 313 reviews
Superhost
A three-story house features a light gray exterior with a welcoming yellow front door. Flanking the entrance are neatly trimmed shrubs and small trees, complementing the spacious front porch. The surrounding area includes well-maintained neighboring houses and a glimpse of a fenced backyard.
Home in Norfolk

5 Min to Downtown & Ghent, Fenced Yard, Firepit

4.92 out of 5 average rating, 196 reviews
Top guest favorite
A living area features a dark sectional sofa with a decorative pillow and a coffee table with a patterned surface. A soft area rug covers the hardwood floor. Light flows in through glass doors that lead to an outdoor space, while ceiling fans provide additional comfort.
Home in Norfolk

@Whit’s End? Come in and Relax

4.91 out of 5 average rating, 232 reviews
Guest favorite
The exterior of a private attached suite is shown, featuring a welcoming entrance with white steps and a small porch. Lush greenery and colorful flowers frame the walkway, leading to a paved driveway. A wooden fence provides privacy, while a well-maintained lawn enhances the setting.
Guest suite in Chesapeake

Sweet Suite!

4.94 out of 5 average rating, 681 reviews
Guest favorite
Home in Norfolk

Cozy beach cottage! One block to the beach!

4.94 out of 5 average rating, 277 reviews

Family-friendly home rentals with a pool

Guest favorite
Cottage in Norfolk

Villa Positano

4.96 out of 5 average rating, 299 reviews
Top guest favorite
The exterior of a two-story brick apartment building is shown, featuring a staircase leading to the entrance. Lush green shrubs and trees frame the entrance, while a driveway accommodates two blue recycling bins. A neighboring structure is visible to the left.
Guesthouse in Chesapeake

Beautiful and Chic Studio Apartment

4.98 out of 5 average rating, 262 reviews
Superhost
A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.
Home in Norfolk

Gorgeous Vacation House

4.92 out of 5 average rating, 143 reviews
Top guest favorite
An aerial view of a two-story home with a red roof, surrounded by lush green lawns. A sparkling pool is situated in the backyard, accompanied by lounge chairs, a patio area, and a gazebo. The property features a well-maintained outdoor space with nearby landscaping.
Apartment in Hampton

"Shangri-La", of Hampton, Virginia

4.97 out of 5 average rating, 412 reviews
Top guest favorite
A private pool area features comfortable lounge chairs with floral cushions, surrounded by a clean concrete patio. A screened-in porch is visible in the background, with two inviting chairs for relaxing. The fenced yard offers additional privacy and space for outdoor enjoyment.
Home in Virginia Beach

Artful Retreat with a Private Pool

4.96 out of 5 average rating, 129 reviews
Superhost
Home in Sandbridge

Bayfront Pool Retreat, Walk to Beach

4.83 out of 5 average rating, 149 reviews
Superhost
A charming coastal cottage exterior is depicted, featuring a white clapboard façade and a shingled roof. The blue front door is framed by decorative shutters, with a welcoming wreath displayed. An American flag hangs proudly, completing the inviting entrance.
Home in Virginia Beach

Retreat with Pool, Walk to Beach

4.81 out of 5 average rating, 167 reviews
Guest favorite
A private pool is surrounded by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery encircles the pool area, providing a sense of privacy. The clear blue water reflects the sky, inviting relaxation and enjoyment.
Home in Virginia Beach

Private Pool at the Oceanfront in a Spacious Home

4.87 out of 5 average rating, 136 reviews

When is the best time to visit Portsmouth?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,243 GYDG$28,243 GYDG$30,335 GYDG$30,544 GYDG$32,845 GYDG$35,355 GYDG$34,100 GYDG$32,427 GYDG$28,870 GYDG$29,289 GYDG$29,079 GYDG$29,079 GYD
Avg. temp6°C7°C10°C16°C20°C25°C27°C26°C23°C18°C12°C8°C

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