Holiday rentals with a pool in High Point

4.92 out of 5 average rating, 61 reviews

A spacious living area features a comfortable, light gray sectional sofa positioned near a wall-mounted television. A modern fireplace is visible, and large sliding glass doors lead to a small balcony. Natural light floods the space through multiple windows.

Condo in Ardmore

Peaceful Ardmore 2BR 5 min to hospitals & downtown

Keep it simple at this peaceful and centrally-located condo with ample natural lighting in Ardmore. Dedicated work space in bedroom with double bed (pictures to be updated soon). Walking distance to restaurants and shopping and right around the corner from interstate. 5 min drive to downtown area. Walking distance to Atrium Health Wake Forest Baptist Health, less than 2 miles to Novant Health Medical Park/Forsyth Medical Center. 8 mins to Hanes mall area. ~10 min drive to Wake Forest University.

4.93 out of 5 average rating, 27 reviews

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

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!

4.93 out of 5 average rating, 113 reviews

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

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.

A spacious bedroom features a large bed with a crisp white quilt and decorative pillows. Warm light is provided by two bedside lamps on built-in shelves. A window allows natural light to fill the space, with soft curtains framing the view.

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.

4.9 out of 5 average rating, 316 reviews

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

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)

4.92 out of 5 average rating, 84 reviews

The exterior of a three-story townhome is presented, featuring a mix of siding colors with green shutters. A prominent bay window adds character, while a small, landscaped front yard leads to a paved walkway and an attached single-car garage.

Townhouse in High Point

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 suite in Greensboro

A billiards table is positioned prominently in the foreground, with cue sticks placed in a triangle formation over the balls. In the background, a bar area with seating, a small refrigerator, and a mirror provides a welcoming entertainment space.

4.95 out of 5 average rating, 135 reviews

The Cave ~ An 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.

4.9 out of 5 average rating, 457 reviews

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

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.

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.

4.94 out of 5 average rating, 77 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!

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.

4.94 out of 5 average rating, 109 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.

4.91 out of 5 average rating, 89 reviews

An aerial view of a spacious backyard reveals a large blue swimming pool surrounded by a patio area. The deck is equipped with seating and overlooks vibrant greenery. The house features a sturdy brick exterior with a balcony area providing shaded space.

Home in High Point

Relaxing Getaway w/ Pool,HotTub,Fire Pit, Foosball

Escape to this roomy 3,000+ sq ft lakeside retreat w/ private pool, hot tub, fire pit, and foosball. Ideal for families, couples, or groups seeking fun and relaxation. Enjoy a fully equipped kitchen, cozy areas, and plenty of space. Enjoy nearby hiking trails, local dining, and scenic lake activities. Make the most of your getaway by exploring nature or simply lounging poolside - the perfect spot to unwind. Reserve now-Don't wait - secure your stay today as dates book quickly!

An inviting living area is presented with a teal sofa and armchair. A minimalist coffee table sits in front, complemented by a large piece of wall art. Natural light enters through the window, framed by bright yellow curtains, enhancing the warm ambiance.

4.97 out of 5 average rating, 103 reviews

Aqua Oasis - Central & Stylish - 3 BR / 3 BA

Located within a desirable, quiet and leafy neighborhood is this modern townhouse offering chic style, elegant design and everything you could need for a relaxing stay. Inside you’ll enjoy open plan living, a large kitchen, 3 beautiful bedrooms with smart TVs, sparkling bathrooms and a gorgeous private patio. Stay only mins from restaurants, bars & breweries and only a short drive to Downtown, Bicentennial Garden, hospitals, The Friendly Center, and the Greensboro Coliseum.

Popular amenities for High Point rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A comfortable living room setup is featured with a gray sofa adorned with various pillows. A matching armchair complements the space, which is warmly lit by a standing lamp. A round coffee table sits on a soft rug, with sunlight filtering through windows adorned with light curtains.

4.96 out of 5 average rating, 25 reviews

Perfect Greensboro location Entire Townhome

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.

4.93 out of 5 average rating, 82 reviews

Quiet Townhouse near the airport and beltline

5 out of 5 average rating, 5 reviews

A modern kitchen is displayed with white cabinetry and stainless-steel appliances. A round wooden dining table, set for four, complements the space. Soft lighting enhances the fresh atmosphere, while an arc-shaped chandelier adds a stylish touch. The entryway to a green outdoor area is visible in the background.

Home in Whitsett

2 Bedroom Home 13 Min. to Elon

4.98 out of 5 average rating, 58 reviews

A vibrant backyard features a refreshing blue pool surrounded by lush greenery. Towering trees provide shade, while a brick fire pit is positioned nearby on the patio. The space offers a tranquil environment perfect for relaxation.

Home in Jamestown

Poolside Retreat: Greensboro, High Point, Winston

4.6 out of 5 average rating, 95 reviews

A gas-heated pool is surrounded by a red patio and lush greenery. The crystal-clear water reflects the sunlight, creating serene ripples. The pool's unique shape is complemented by a mosaic tile border, inviting relaxation and enjoyment.

Home in Jamestown

Theater, heated pool/hot tub near HPU/Market

4.94 out of 5 average rating, 70 reviews

A cozy living space features a comfortable sofa with decorative pillows, complemented by a wall adorned with woven baskets. Soft sunlight filters through a nearby window, illuminating the area. A green plant adds a touch of nature, while a simple coffee table completes the setup.

Home in Winston-Salem

Cozy Townhouse close to WFU!

4.89 out of 5 average rating, 9 reviews

An aerial view of the lakefront property showcases a spacious yard with manicured grass, a saltwater pool, and multiple docks along the water. Surrounding greenery provides a serene backdrop, emphasizing the home's private and tranquil setting on High Rock Lake.

Home in Lexington

The Plunge Pad!

A spacious kitchen features wooden cabinetry with a tile backsplash, complemented by stainless steel appliances. A large window allows natural light to illuminate the countertops, while the adjoining dining area is visible through an open doorway, showcasing a wooden dining table surrounded by matching chairs.

4.89 out of 5 average rating, 57 reviews

6BR Greensboro home with Pool. 3 miles from I-85

Condo rentals with a pool

The living room features a comfortable brown leather sofa and a pair of matching chairs. A television is placed on a media unit, while light enters through large glass doors. Decorative items and framed photographs enhance the cozy ambiance of the space.

Condo in Clemmons

4.92 out of 5 average rating, 169 reviews

2br King-Queen/2ba/Pool/ No cleaning fees!

5 out of 5 average rating, 9 reviews

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

Mid-Century Modern Condo

5 out of 5 average rating, 8 reviews

Condo in Winston-Salem

Located near WFU, Baptist, & Forsyth Hospital‼️

4.97 out of 5 average rating, 202 reviews

A modern kitchen features sleek black cabinetry and stainless steel appliances. An elegant round dining table occupies the center, surrounded by transparent chairs. Blue accent walls complement the minimalist design, while soft lighting from pendant fixtures enhances the ambiance.

Condo in High Point

Modern/Retro Luxury Condo

Condo in High Point

New place to stay

3BR/2 bath Condo Near Downtown HP&HPU sleeps 6

4.82 out of 5 average rating, 60 reviews

Condo in Greensboro

Comfy townhouse near airport and dining!

The living room features a cozy seating arrangement with a leather sofa and two wooden armchairs, accompanied by a circular coffee table. A textured area rug lies beneath, and a wooden fireplace is set against a diagonal wood-paneled wall, enhancing the warm ambiance.

Condo in Winston-Salem

Charming Condo - Near WFU and Hospitals, Fast WiFi

Other holiday rentals with a pool

A peaceful outdoor area with a gravel path is surrounded by colorful flowers and a stone fire pit. A cozy reading nook features a comfortable chair and wooden shelf with books. A spacious bedroom offers a queen bed with natural light from a window. A refreshing pool area showcases lounge chairs and a clean pool inviting for relaxation.

Guest suite in Thomasville

4.88 out of 5 average rating, 118 reviews

The Haven

A well-maintained pool area is surrounded by lush greenery and vibrant flower beds. Comfortable lounge chairs and a shaded seating area are positioned nearby, creating a relaxing outdoor space. Natural elements and tropical plants enhance the serene atmosphere of the backyard.

Place to stay in Archdale

4.69 out of 5 average rating, 213 reviews

Private Peaceful Cottage & Serene Gardens

Apartment in Greensboro

5 out of 5 average rating, 3 reviews

Luxe 2bd 2BA Apartment Greensboro Long-term stays

4.89 out of 5 average rating, 62 reviews

The exterior of a newly renovated two-story home is highlighted, featuring a wrap-around porch and a symmetrical layout. The porch is bordered by manicured shrubs and small trees. Stairs lead to the central entrance, while large windows add natural light to the façade.

Home in Belews Creek

Belews Lake Paradise

A clear swimming pool is framed by a concrete deck. The water reflects a vibrant blue, surrounded by green grass and a low fence in the background. Comfortable lounge chairs are positioned nearby, adding to the space for relaxation.

4.9 out of 5 average rating, 151 reviews

Remodeled Oasis in the heart of Greensboro

5 out of 5 average rating, 10 reviews

The living room is equipped with two comfortable armchairs positioned near an electric fireplace. A wooden coffee table sits at the center, adorned with decorative items. A flat-screen television is mounted on the wall, providing entertainment options, while natural light enters through nearby windows covered with light drapes.

Guesthouse in Clemmons

Guest House at Tall Tree Manor

4.86 out of 5 average rating, 28 reviews

Greensboro Getaway Villa| HotTub Pool FirePit Golf