
Family-friendly holiday rentals in Portsmouth
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Portsmouth

Total holiday rentals
Explore 250 holiday rentals in Portsmouth

Nightly prices starting at
Portsmouth holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 9,850 verified reviews to help you choose

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
240 of Portsmouth holiday 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.

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
Indoor spacesKitchenCheckout
5.0 out of 5 average rating, 111 reviews
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!
FamilyKitchenValue
4.95 out of 5 average rating, 138 reviews
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!
KitchenFamilyBarbecue
4.92 out of 5 average rating, 173 reviews
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!
KitchenIndoor spacesBreakfast
4.85 out of 5 average rating, 156 reviews
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!
Indoor spacesKitchenParking
4.96 out of 5 average rating, 126 reviews
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.
Indoor spacesKitchenBreakfast
4.97 out of 5 average rating, 319 reviews
"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.
KitchenFamilyWi-Fi
4.92 out of 5 average rating, 162 reviews
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.
KitchenFamilyAir conditioning
4.79 out of 5 average rating, 135 reviews
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!
FamilyIndoor spacesQuiet
4.84 out of 5 average rating, 116 reviews
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.
KitchenFamilyBeach
4.93 out of 5 average rating, 107 reviews
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!
Indoor spacesFamilyHospitality
4.99 out of 5 average rating, 215 reviews
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. 💜
Indoor spacesKitchenNearby
4.97 out of 5 average rating, 394 reviewsPopular amenities for Portsmouth family-friendly rentals
Family-friendly home rentals with a hot tub

Country Living Guest House (Upstairs/Downstairs)
Indoor spacesKitchenBathroom
4.97 out of 5 average rating, 182 reviews
Ocean Pearl- Canal View and Minutes to the beach
Indoor spacesKitchenRiver
4.86 out of 5 average rating, 105 reviews
1 Block to Beach • Hot Tub • Fire Pit • Game Room
KitchenIndoor spacesCheckout
4.83 out of 5 average rating, 138 reviews
902C Coastal King Retreat Steps from Beach + Sauna
Indoor spacesKitchenDecor
4.84 out of 5 average rating, 175 reviews
Stylish Beach House, Hot Tub, Pet Friendly
Indoor spacesKitchenQuiet
4.93 out of 5 average rating, 106 reviews
Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom
KitchenIndoor spacesBarbecue
4.95 out of 5 average rating, 102 reviews
The Great River Escape *Hot Tub!
Indoor spacesKitchenCondition
4.9 out of 5 average rating, 110 reviews
Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard
FamilyKitchenBackyard
4.92 out of 5 average rating, 163 reviewsFamily- and pet-friendly home rentals

Ghent on the Corner: Cozy 3 bed 2.5 bath home
KitchenFamilyLong stay
4.99 out of 5 average rating, 162 reviews
Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!
KitchenIndoor spacesGetting around
4.97 out of 5 average rating, 145 reviews
Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ
KitchenFamilyBackyard
4.91 out of 5 average rating, 111 reviews
Peaceful beach @Courtyard Cottage+No Cleaning Fee!
Indoor spacesFamilyWi-Fi
4.98 out of 5 average rating, 313 reviews
5 Min to Downtown & Ghent, Fenced Yard, Firepit
Indoor spacesKitchenCheckout
4.92 out of 5 average rating, 196 reviews
@Whit’s End? Come in and Relax
KitchenIndoor spacesAir conditioning
4.91 out of 5 average rating, 232 reviews
Sweet Suite!
KitchenFamilyAmenities
4.94 out of 5 average rating, 681 reviews
Cozy beach cottage! One block to the beach!
Indoor spacesFamilyBackyard
4.94 out of 5 average rating, 277 reviewsFamily-friendly home rentals with a pool

Villa Positano
Indoor spacesKitchenBackyard
4.96 out of 5 average rating, 299 reviews
Beautiful and Chic Studio Apartment
Indoor spacesFamilyBackyard
4.98 out of 5 average rating, 262 reviews
Gorgeous Vacation House
KitchenIndoor spacesWalkability
4.92 out of 5 average rating, 143 reviews
"Shangri-La", of Hampton, Virginia
Indoor spacesFamilyAccess
4.97 out of 5 average rating, 412 reviews
Artful Retreat with a Private Pool
Indoor spacesKitchenHospitality
4.96 out of 5 average rating, 129 reviews
Bayfront Pool Retreat, Walk to Beach
KitchenFamilyBackyard
4.83 out of 5 average rating, 149 reviews
Retreat with Pool, Walk to Beach
KitchenFamilyCondition
4.81 out of 5 average rating, 167 reviews
Private Pool at the Oceanfront in a Spacious Home
KitchenIndoor spacesCondition
4.87 out of 5 average rating, 136 reviewsWhen is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 AUD | $189 AUD | $203 AUD | $204 AUD | $220 AUD | $236 AUD | $228 AUD | $217 AUD | $193 AUD | $196 AUD | $195 AUD | $195 AUD |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Destinations to explore
- New York Holiday rentals
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- Rentals with beach access Portsmouth
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- Rentals with a kayak Portsmouth
- Rentals with lake access Portsmouth
- Condo rentals Portsmouth
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- House rentals Portsmouth
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Virginia Beach Oceanfront
- Chesapeake Bay
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Carova Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Chrysler Museum of Art





