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Holiday rentals with a pool in Portsmouth

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Portsmouth

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A scenic view of the tranquil Hampton River is visible from the deck. The water reflects the clear blue sky, while a long bridge is seen in the distance. The surrounding banks are lined with stone and green grass, creating a natural frame for the view.
Home in Downtown Hampton
4.93 out of 5 average rating, 54 reviews

All About Amanzi (Water in Zulu)

Recently refurbished and refitted with all the mod-cons our fully equipped townhouse offers you the perfect haven in the heart of Ole Town Hampton and within 30 yards of the Hampton River with its ever changing tranquility. The 2nd floor has an open plan layout with a large deck and water views from every space to make the most of this asset. The 3rd floor has the master bedroom and bathroom with a private balcony for those early morning coffees while watching the changing colors of Amanzi.

Top Guest favourite
A cozy living area features a brown sofa adorned with decorative pillows against a warm yellow wall. A small desk holds books and a decorative item, while natural light fills the space through sheer curtains. A doorway leads to a bathroom area.
Home in East Ocean View
4.96 out of 5 average rating, 70 reviews

The Seaglass Cottage

A charming and quiet space with lovely natural lighting. The cottage is situated in a hidden garden,just a seven minute walk ( 2 blocks )to a our beautiful beach. The beach is becoming a beloved summer destination but ,the “off season”is when we really shine! The bay waters sparkle from the warm sunshine and the water stays a comfortable temperature far into the autumn! Our Sunsets are unforgettable! Fisherman enjoy surf casting year round.Kayaking and paddle boarding are popular year round.

Superhost
A single-story brick house is framed by a well-maintained lawn and colorful bushes. The covered front porch features white railings and two entrances. Large windows allow natural light to fill the living spaces, while trees provide shade in the background.
Home in Portsmouth
4.83 out of 5 average rating, 52 reviews

Elegance Escape on Saunders Dr

Experience all that Portsmouth has to offer from this 3-bed, 2-bath vacation rental! This home features 5 Smart TVs, a fully equipped kitchen, and an awesome outdoor space fit for the whole group. Get outside and enjoy a morning stroll through Portsmouth City Park, then hit the links at Elizabeth Manor Golf and Country Club! For the art fanatics, visit the Chrysler Museum of Art. Following your leisure, cool down with a dip in the pool or gather around the fire pit for stargazing and s’mores.

Guest favourite
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
4.93 out of 5 average rating, 147 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!

Top Guest favourite
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 Downtown Hampton
4.96 out of 5 average rating, 396 reviews

"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!

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
4.93 out of 5 average rating, 121 reviews

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.

Superhost
Home in Newport News
4.77 out of 5 average rating, 30 reviews

𓂃Tidal Creek Retreat: Near CNU, JLab and Busch𓂃

Relax at this serene & unique water getaway! 🏞️ This cozy two-story home on a cul-de-sac is ideal for nature lovers & wildlife spotting. Enjoy the panoramic tidal creek views from chef's kitchen or play board games by the gas fireplace. Need to work? A cute desk, extra monitor, & ergonomic chair are waiting for your next project. With a full dining room, luxurious body jet/rainfall showers, pool + outdoor hot tub, it's a great spot for family reunions or unwinding after a busy day!

Guest favourite
A light-colored house sits under a clear blue sky, showcasing a welcoming front porch with a sloped roof. Lush green grass surrounds the home, while a flower bed with blooming flowers adds a touch of color to the well-maintained yard.
Home in Virginia Beach
4.89 out of 5 average rating, 141 reviews

Half house w/pool & new patio all to yourself

PLEASE READ TO THE END!!!!!! Our home is close to restaurants, parks, the resort oceanfront and art and culture. You’ll love our place because of the location and the ambiance. Our space is good for couples, solo adventurers, business travelers or small families. Please know that my wife and I live in the other half of the house. There is NO shared space!!! You have a private entrance with full & private access to all amenities. Our home is LGBTQ+ friendly because LOVE IS LOVE!

Guest favourite
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
4.95 out of 5 average rating, 613 reviews

Sweet Suite!

Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. 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. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

Guest favourite
A private pool is surrounded by a spacious patio area, featuring lounge chairs and shaded seating. The clear water reflects the blue sky, while a white fence offers privacy. Decorative elements such as lights and tropical decor enhance the leisure space.
Home in Willoughby
4.81 out of 5 average rating, 37 reviews

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

Welcome to the Blue Octopus! This charming coastal retreat offers comfort and convenience for your seaside escape. Just a short walk to the beach, it's perfect for families, couples, or solo travelers. Location Highlights: 3 minutes to the beach 10 minutes to restaurants & Norfolk Naval Base 15 minutes to outlets 20 minutes to VA Beach Features: Private Pool Hot Tub Outdoor Movie Projector BBQ Grill Home Office Smart TV & Wi-Fi Kid-Friendly Book your stay today!

Top Guest favourite
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
4.85 out of 5 average rating, 107 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!

Top Guest favourite
Cottage in Bayview
4.97 out of 5 average rating, 274 reviews

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.

Popular amenities for Portsmouth rentals with a pool

Quick stats about holiday rentals with a pool in Portsmouth

  • Total holiday rentals

    Explore 20 holiday rentals in Portsmouth

  • Nightly prices starting at

    Portsmouth holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Portsmouth holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Portsmouth rentals

  • 4.7 Average rating

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

  • Nearby attractions

    Portsmouth's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square

Destinations to explore