
Vacation rentals with a pool in Portsmouth
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Portsmouth

Total vacation rentals
Explore 20 vacation rentals in Portsmouth

Nightly prices starting at
Portsmouth vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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 rentals with a pool in Portsmouth
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

The Great River Escape *Hot Tub!
Welcome to the River Escape, where the sun is hot and river breezes are cool! Located on the Hampton River, on a big fenced lot, with easy river access and just a 10 minute drive to sandy toes and the sound of crashing waves, this fantastic river house is made for the best family vacations around. It is furnished to comfortably sleep 6, featuring a spacious, well-stocked kitchen, private in-ground pool, hot tuband a gas grill in the backyard! Just add family, and you've got instant vacation fun!
FamilyValueBackyard

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!
LocationFamilyHot tub

"Shangri-La", of Hampton, Virginia
2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!
LocationValueGetting around

Gorgeous Vacation House
This is is the perfect home away from home! Enjoy cozy furnishings and modern amenities in this 3bed/2.5 bath house located in the vibrant city of Norfolk oceanview. The house is renovated with top notch material and artistic touch. The kitchen, living room, and private backyard with deck/patio swimming pool make it the ideal place to relax. Shopping, restaurants, and entertainment are all within minutes; plus onsite parking and self-check-in make this an ideal destination for travelers.
LocationFamilyLong stay

Artful Retreat with a Private Pool
Take a break and unwind at your private pool! Stylish, updated interior and a spacious backyard with pool and lounge area. Rinse off at the outdoor shower after a day at the beach and enjoy your private retreat! The Rudee Inlet is less than a block away with great restaurants, fishing, and water activities. A path along the Rudee Inlet leads to the beach and shops - a quick 4 block trip with the included bikes! Outdoor seating and gas fire pit added for the cooler months!
FamilyValueAir conditioning

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!
FamilyValueParks

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen
Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family
FamilyLocationShared spaces

Positano Villa
This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.
FamilyLocationNearby

Designer Beach House | Pool, Hot Tub, Walk to Sand
Breaker Bay is a fully renovated 5BR, 3BA beach cottage in the heart of Sandbridge. With a private pool, hot tub, spacious deck, and open living space, it’s perfect for families or groups. Just minutes from the sand, it offers the ideal blend of comfort and coastal charm. Wake up to ocean sunrises, unwind with bay sunsets, and enjoy all that this peaceful beach community has to offer. Your perfect coastal getaway starts here.
LocationValueAir conditioning

4BD home w/ game room & pool near Langley & PTC!
Welcome Home! Be the next to rent this beautifully renovated, modernized home with beautiful kitchen, amazing bathrooms and generous bedrooms and closets. Come in and relax in this centrally located neighborhood - convenient ten minute trip for shopping, restaurants and military bases. Great for families coming in town for Boo Williams tournaments! This is the one! DONT FORGET TO ASK ABOUT OUR YACHT RENTAL OPTIONS!!!
ValueFamilyGetting around

Beautiful and Chic Studio Apartment
Chic private apartment is located in a quiet neighborhood at the end of the peninsula were the Indian River flows into the Elizabeth River. Centrally located, we are nestled in the heart of Hampton roads with Virginia Beach 1 mile to the east and Norfolk 1 mile to the north. Twenty minutes from everywhere you'll want to go: the airport, the beach, multiple shopping centers and several universities.
FamilyValueCondition

Sweet Suite!
Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. NOTE: Pool is open from Memorial Day to Labor Day. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee.
ValueLocationLayout
Popular amenities for Portsmouth rentals with a pool
House rentals with a pool

Retreat with Pool, Walk to Beach
LocationFamilyHospitality

Coastal Retreat @ Coliseum| Pool, Bonus Rm, Gazebo
LocationFamilyAmenities

Chesapeake Bay Retreat Waterfront Indoor Pool
FamilyLocationCheck-in

Elegance Escape on Saunders Dr
FamilyValuePool

Private Pool at the Oceanfront in a Spacious Home
FamilyValueGetting around

Luxe Sandbridge Beach, Waterfront, Pool, Arcade
LocationFamilyBiking

Bayfront Pool Retreat, Walk to Beach
ValueLocationGrill

Sunrise, North End Beach / Oceanfront Area
LocationValueLaundry
Condo rentals with a pool

Cher's Place @ The Beach
FamilyValueBeach

Oceanfront Condo with Spectacular Beach View
LocationFamilyCleanliness

Good Vibes at the Beach
LocationFamilyGetting around

Oceanfront Gem VaB Studio Exceptional Views
LocationFamilyQuiet

Ocean & Bay Views - Newly Renovated! Local Family!
ValueLocationHiking

Oceanfront Studio: Boardwalk, Beach, & Pool Views
LocationValueAccuracy

Oceanfront, beach, boardwalk, fun, dolphin, sunris
FamilyValueComfort

Boardwalk Oceanfront Studio near Top Dining
FamilyValueIndoor spaces
Other vacation rentals with a pool

Nautical Cottage
FamilyLocationLayout

ShowTyme's Hampton Oasis
FamilyLocationKitchen

Jen n John's Mini Mansion.
LocationValueLaundry

North End Oceanfront Condo with Balcony
FamilyLocationCleanliness

Ava’s Estuary
FamilyLocationWalkability

56th Street Beach Boys Bungalow
FamilyLocationNearby

Key Lime Cabana at Surfside
LocationFamilyAccuracy

Playa Sin Olas
FamilyLocationNearby
When is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 441 | ﺩ.ﺇ 441 | ﺩ.ﺇ 481 | ﺩ.ﺇ 485 | ﺩ.ﺇ 488 | ﺩ.ﺇ 903 | ﺩ.ﺇ 496 | ﺩ.ﺇ 485 | ﺩ.ﺇ 492 | ﺩ.ﺇ 507 | ﺩ.ﺇ 463 | ﺩ.ﺇ 441 |
| 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 |
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- Virginia Beach Oceanfront
- Chesapeake Bay
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- 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
- Chrysler Museum of Art
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Virginia Living History Museum





