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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Superhost
A light-filled living area features a plush gray sofa and two blue accent chairs, arranged around a circular table. Art with fluid patterns adorns the wall, complemented by natural light streaming through two windows, framed by soft orange drapes.
Apartment in Winston-Salem
4.91 out of 5 average rating, 22 reviews

Downtown WS Walkable Suite• King Bed• Free Parking

Stay in style in the heart of Downtown Winston-Salem steps from 4th Street dining, Truist Stadium, & the Benton Convention Center. This modern 1-bedroom suite features a king bed, full kitchen, fast Wi-Fi, and in-unit laundry, plus access to a pool, gym, and free parking. *Studio with half wall & curtains for privacy *Queen Pullout in Living Room *2 Smart TVs (55" & 43") *Lightening fast Wi-Fi *In-Unit Laundry *Pool & Gym *Age Requirement 25+ *ID + Screening Required *100% Smoke-Free Community

Guest favourite
The entertainment space features a pool table and a ski ball machine, illuminated by overhead lights. A small dining table for four is present, along with a bar area. The room is decorated with dark walls and wooden flooring, contributing to a cozy atmosphere.
Home in Kernersville
4.93 out of 5 average rating, 30 reviews

HotTub; Game Room; Gym;GreatforFamHolidayGathering

POOL CLOSES OCT 1!! Experience the ultimate getaway in this spacious 5-bedroom, 4.5-bath home that sleeps up to 20 guests. Highlights include a pool, 4-person hot tub, expansive yard, and a screened-in porch. Enjoy endless entertainment in the game room with pool table and ski ball or stay active in the gym with a sauna. Perfect for reunions or retreats, this oasis is close to Winston-Salem, Greensboro, and High Point. Relax, recharge, and create unforgettable memories in this luxurious retreat!

Top guest favourite
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, 113 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
An overhead view captures the spacious outdoor area featuring a heated pool, surrounded by lounge chairs. A stone fire-pit is positioned in the corner, while the large lawn area offers ample space for outdoor activities. The house, with a well-defined layout, complements the inviting landscape.
Home in Jamestown
4.75 out of 5 average rating, 57 reviews

Hot tub | Fire-pit | Pool Table | Heated Pool

Escape to a luxurious 5-bedroom retreat with a heated pool! The house is built to entertain with a fire-pit and pool table. Three separate master bedrooms each have their own en-suite bathroom, while the other two bedrooms share a spacious bathroom. Lounge on poolside chairs, play outdoor games, & immerse yourself in the ultimate resort experience. Unforgettable memories await! Book now to revel in a vacation like no other. Super convenient to Greensboro and High-Point. Hour from Triangle!

Top guest favourite
Townhouse in Greensboro
4.98 out of 5 average rating, 54 reviews

The Cozy Daydream | 7 miles to PTI Airport

Spacious stay in Coble Farm Subdivision near top venues & colleges! Come to unwind in comfort with popular amenities and fast WiFi. Your cozy home base for tournaments, school visits, business trips, or peaceful getaways. This clean retreat offers 2 Bedrooms, 3 beds, stocked kitchen & family-ready comfort. Within minutes of Guilford College. Convenient to Aquatic Center & parks. Relax, recharge & reconnect! Age 13+ required. This property is STR compliant with the city of Greensboro, NC.

Superhost
Guesthouse in High Point
4.79 out of 5 average rating, 157 reviews

Carolina Cottage

Charming themed studio cottage, newly refurbished. Cozy space w/full kitchenette (loaded), charming breakfast table, special coffee/tea bar, comfy 2-seat sofa & large TV. Bright seating area w/ screen door to patio for fresh air, new queen bed with vaulted ceiling. Full modern bath-shower. Pets OK w approval, walkable historic Emorywood & HP Country Club neighborhood, near HPU, hospital, park, HP Library, farmers market & HP Furniture Market. Big yard, patio & gas BBQ. Week-longterm discount.

Guest favourite
A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.
Home in Winston-Salem
4.9 out of 5 average rating, 325 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)

Top guest favourite
The exterior view of The Cave showcases a home illuminated at dusk, featuring a well-lit pool area. A welcoming sign states 'The Cave: An Oasis for Adults.' The indoor lounge area displays a cozy setup with modern lighting and a large screen welcoming guests.
Guest suite in Greensboro
4.95 out of 5 average rating, 136 reviews

The Cave ~ Adult Getaway with Luxe Amenities

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 (summer) 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.

Superhost
A comfortable living room features a light-colored sofa set with decorative cushions. A central ottoman sits atop a soft area rug. Large windows allow natural light to brighten the space, complemented by the soft illumination from a ceiling fan. Potted plants add a touch of greenery.
Condo in Winston-Salem
4.9 out of 5 average rating, 461 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 favourite
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
4.93 out of 5 average rating, 80 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 favourite
The front entrance of the townhouse is framed by vibrant flowers, showcasing red blooms against a backdrop of lush greenery. The inviting façade features a welcoming porch with two large windows, along with neat brick and siding detailing, creating a charming first impression.
Townhouse in Greensboro
4.95 out of 5 average rating, 113 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.

Guest favourite
A stylish living room features a spacious black sectional sofa, accented with colorful throw pillows. A sleek coffee table sits on a soft area rug, with light streaming through large windows. The adjoining dining area, visible in the background, includes a wooden table and chairs.
Home in High Point
4.91 out of 5 average rating, 33 reviews

Modern, Relaxing, Peaceful home near Mkt and HPU

Stay at this luxurious house located in a beautiful sub-division in High Point! Self-Check in is available and the host will be available to assist with any potential issues. House is located: 15 miles from PTI Airport 5 miles from High Point Furniture Market 4 miles from High Point University 11 miles from Winston Salem State 24 miles from Wake Forest University 14 miles from downtown GSO/UNCG/NC A&T 2 miles from I-74 which connects to I-40 and I-85 35 miles from Pilot Mountain

Popular amenities for High Point rentals with a pool

When is the best time to visit High Point?

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Avg. price$201 CAD$198 CAD$202 CAD$335 CAD$268 CAD$247 CAD$246 CAD$254 CAD$250 CAD$333 CAD$217 CAD$212 CAD
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Quick stats about vacation rentals with a pool in High Point

  • Total vacation rentals

    Explore 60 vacation rentals in High Point

  • Nightly prices starting at

    High Point vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of High Point vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across High Point rentals

  • 4.8 Average rating

    High Point stays are highly rated by guests—averaging 4.8 out of 5!

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