Vacation rentals with a pool in High Point

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in High Point

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

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Top guest favorite

The outdoor space features a private hot tub surrounded by lush greenery and a wooden deck. A circular above-ground pool is situated nearby, separated by low wooden panels. The area is complemented by garden beds with foliage, creating an inviting and peaceful retreat.

Home in High Point

4.93 out of 5 average rating, 109 reviews

Historic Street House/Hot Tub

Walking distance to Furniture Market , Hospital, Baseball Stadium, Children’s Museum, High Point University, Carolina Core Soccer, Uptowne shops, Restaurants, Breweries, Alex's House, a local breakfast diner, Dinner at Sweet Ol Bill's or the Historic JH Adams Inn. Live Music within walking distance. Nearby Greenway/Pickleball Courts. Joy Bar coffee 2 blocks away.Saturday Farmers Market. Library, Krispy Kreme, Relax on the front porch or ping pong inside! Back yard Hot Tub. 10 foot plunge pool.

Superhost

Home in Winston-Salem

4.89 out of 5 average rating, 299 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

Guest favorite

Townhouse in High Point

4.92 out of 5 average rating, 83 reviews

Cozy and Convenient - Entire Townhome w/view!

This immaculate and cozy three (3) bedroom townhome is fully furnished and has everything you need for a comfortable stay. It is located in High Point, NC only 1 mile from the Palladium shopping center with many great restaurants, shopping, and a movie theater. The home is situated in the back of the development and is very quiet and peaceful. Near PTI airport, High Point University, Guilford Tech, and close to the Furniture Market. Fast internet, ideal remote workspace! You'll love it!

Guest favorite

The community pool area features a clear, inviting swimming pool surrounded by well-maintained grass and landscaped garden beds. Lounge chairs are positioned near the pool, providing a relaxing spot for sunbathing or enjoying the outdoors.

Condo in Winston-Salem

4.91 out of 5 average rating, 451 reviews

Sanctuary – 1bedroom & 1bathroom

My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

Top guest favorite

A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.

Home in Winston-Salem

4.98 out of 5 average rating, 57 reviews

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade

Nestled along a leafy tree-lined street in a quiet neighborhood is this stylish property with all the modern comforts of home and an inviting community pool waiting for you to enjoy. Inside this modern hideaway, you’ll find plush sofas, a warm fireplace, a gourmet kitchen, king and queen bedrooms and a bright sunroom filled with a Pac-Man arcade & an air hockey table. Centrally located only minutes from Hanes Mall, Downtown Winston Salem, Medical Centers, shops, restaurants, and more!

Guest favorite

A patio area features dark outdoor furniture arranged on a stone surface, providing a comfortable spot for relaxation. A grill is positioned nearby, ready for outdoor cooking. Lush green grass and trees frame the yard, adding to the serene outdoor setting.

Townhouse in Greensboro

4.94 out of 5 average rating, 65 reviews

Modern Luxury Home (Towel Warmers, Wi-Fi, Coffee)

Picture yourself diving into crystal-clear waters, your laughter echoing under the summer sun. Feel the refreshing splash as you plunge into the inviting pool, surrounded by vibrant blooms and lush greenery. Imagine lounging on a colorful float, soaking up the warmth as you sip on a cool drink. This is your moment to bask in the ultimate summer pool fun! Don't let it slip away! Book your Airbnb now and dive into a world of endless relaxation and joyful moments! Send us a message today!

Guest favorite

A community pool is surrounded by a patio area, featuring several lounge chairs arranged neatly. Lush greenery lines the perimeter, providing shade and privacy. The water in the pool is clear, inviting relaxation on warm days, with steps leading into the shallow end.

Townhouse in Greensboro

4.94 out of 5 average rating, 105 reviews

Pearlitah: Cozy 3-BR, King Suite – Winter Escape

Nestled in a serene, semi-gated community, Pearlitah is a newly-renovated 3-BR townhouse in Greensboro that blends luxury with comfort. The master suite features a California King bed, and the home comfortably sleeps up to 9. Just 14 minutes from GSO airport, with easy highway access, and walking distance to local eateries and shops, Pearlitah offers a tranquil yet connected retreat. Ideal for relaxation and exploration, it’s the perfect home-away-from-home in this charming residence.

Top guest favorite

Guest suite in Greensboro

4.95 out of 5 average rating, 132 reviews

Relax & Unwind @ The Cave • Luxe Amenities & More

Tucked away in the peaceful Sedgefield PGA community of Greensboro, The Cave is a 2-bedroom, 1-bath poolside suite designed for relaxation & comfort. This serene grown-up getaway boasts luxury amenities including exclusive use of our private seasonal pool, indoor & outdoor theaters, Brunswick pool table, bar/ kitchenette, & more. Enjoy personalized service & a prime location—just minutes from top dining, shopping, golf courses, entertainment venues, sports arenas, & universities.

Guest favorite

A spacious outdoor area features a large swimming pool surrounded by lounge chairs. A wooden fence encloses the yard, which includes a play area and accessible pathways. The backdrop displays a multi-story house and lush green trees, all under a vibrant sunset sky.

Home in High Point

5 out of 5 average rating, 8 reviews

Pickleball, Basketball, Movie Theater, King Beds

Welcome to your own private resort in High Point! You will have all the fun & entertainment you could ever need, right here at home! Enjoy the Movie Theater, pool table, arcade games, pool, pickleball, basketball courts, outdoor bowling, fire-pit, and much more. This will be your home away from home, designed so that family and friends are never bored. There are even quadruple slides. Tastefully designed inside, you will rest in comfort. Make sure to book today!

Top guest favorite

A spacious living area is highlighted by a sectional sofa and a coffee table. The open concept design features a staircase leading to a loft area, with natural light flooding in. A flat-screen TV is positioned on a wooden stand, creating an inviting ambiance.

Townhouse in Greensboro

4.98 out of 5 average rating, 50 reviews

The Cozy Daydream | Pool Access | 7 miles to PTI

Spacious stay near top event venues & colleges! Unwind in comfort with family-friendly amenities, fast WiFi and just 2 miles to Guilford College. Your cozy home base for sports tournaments, school visits, business, or peaceful getaways with purpose. This clean retreat offers 2 Bedrooms, 3 beds, stocked kitchen & family-ready comfort. Within minutes of local colleges, Aquatic Center and parks. Relax, recharge & reconnect —with space for everyone! Age 13+ required.

Guest favorite

A spacious living area features a coral-colored sectional sofa and a classic stone fireplace. Natural light filters through the large windows, highlighting decorative mirrors and artwork on the walls. An upper loft is visible, adding dimension to the open layout.

Home in Greensboro

4.93 out of 5 average rating, 82 reviews

Quiet Townhouse near the airport and beltline

Very quiet end unit, fully furnished and nicely decorated 2 bedroom 2.5 bath with an office loft and one car garage. Only 1 mile to the closest shopping center with grocery store and plenty of restaurants, half a mile from the beltline, and 2 miles to the airport. Fenced in secluded patio and access to the community pool. Queen master suite down and bedroom upstairs with full size bed and full bath. High speed fiber wifi and 2 Smart TVs.

Top guest favorite

A welcoming living area is highlighted by a spacious gray sectional sofa adorned with colorful cushions. A wooden coffee table rests on a soft green area rug, surrounded by two accent chairs and a side table. Light pours in through the nearby window, enhancing the modern decor.

Condo in Greensboro

5 out of 5 average rating, 9 reviews

Mid-Century Modern Condo

Enjoy peace & quiet in this newly renovated, completely furnished, Mid-Century Modern executive condo. The condo was completely renovated in September 2024 to include all new furnishings. Perfect for traveling nurses, business executives, small families, and just about anyone looking for a clean & functional space to call home. Central to everything in town. Don't miss this opportunity to relax at the a Benjamin Park Condos!