Vacation rentals with a pool in High Point

4.76 out of 5 average rating, 25 reviews

Sunbathing loungers are arranged by the pool, accompanied by large striped umbrellas for shade. Towels and a hat rest on the loungers, creating a cozy spot for relaxation. The serene pool is bordered by a white fence and lush greenery, enhancing a tranquil outdoor setting.

Home in High Point

5BD Family Oasis | Pool | FirePit | Bball | Pong

Wow! This stunning family escape is designed for unforgettable memories! Book now for a stay that blends comfort, fun, and relaxation. The amazing backyard is one of a kind featuring a pool, fire pit, basketball hoop, yard games, a private deck, and more! Prime Location: • 15 min to High Point Furniture Market • 15 min to PGA Tour Sedgefield Country Club • 20 min to Greensboro Coliseum • 18 min to Greensboro Airport (GSO) Explore High Point, Greensboro & Jamestown—your perfect getaway awaits!

4.9 out of 5 average rating, 252 reviews

A serene view of a green landscape is provided from a covered porch. Two rocking chairs face an open yard with a small table, leading toward a rustic building in the background. A prominent mountain peak is visible in the distance under a partly cloudy sky.

Farm stay in Pinnacle

Beautiful Retreat at Pilot Mountain Vineyards

This quiet rancher sits right off of HWY 52 in Pinnacle, NC. The property is connected to Pilot Mountain State Park on two sides. PMSP trails can be accessed from here. Right down the road, there is a river access to the Yadkin River and horseback riding trails. Hanging Rock state park and the Dan River are only a few miles away. The historic town of Pilot Mountain is down the road. Enjoy the beautiful view of the mountain and the feel of being isolated while close to restaurants and activities

4.89 out of 5 average rating, 289 reviews

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)

4.91 out of 5 average rating, 79 reviews

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

4.94 out of 5 average rating, 125 reviews

Relax & Unwind @ The Cave • 6.5 mi to Coliseum

Tucked away in the peaceful Sedgefield PGA community of Greensboro, The Cave is a 2-bedroom, 1-bath poolside retreat designed for relaxation & comfort. This adult getaway (for ages 18 & up) 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.

4.89 out of 5 average rating, 90 reviews

A clear view of the neighborhood pool is presented, featuring a clean, inviting water surface surrounded by inviting lounge chairs. Partitioned by a white fence, the area is shaded by leafy trees, with umbrellas providing shelter near the pool's edge.

Townhouse in High Point

Super Spacious 3 level townhome in prime location

Sleeps 10! TVs and ceiling fans in ALL 4 bedrooms! Hardwood floors! Access to seasonal neighborhood pool! Fully equipped Kitchen and Laundry. Free driveway parking. Extra towels, blankets & linens. Keurig & Drip Coffee! Additional free guest parking spots within the neighborhood. Close to shopping, dining & movie theatre at the Palladium; access Wendover Street with easy access to highways. 15 minutes to Furniture market and HPU. 5 minute drive to Walmart and Target. Child & pet friendly!

4.91 out of 5 average rating, 443 reviews

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

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 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

New place to stay

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!

5 out of 5 average rating, 168 reviews

The charming exterior of the Garden Cottage is framed by well-maintained flower beds and bushes. A welcoming blue door provides access, complemented by black shutters on the windows. A brick pathway leads to the entrance, enhancing the cottage's inviting appearance.

Cottage in Whitsett

The Garden Cottage

The Garden Cottage is centrally located in the Piedmont area of NC, being only 5 miles from Elon University, within 5 miles to most of Burlington area shopping and restaurants, 1.5 miles to I-85/40, 15 miles to Greensboro, 28 miles to High Point and 37 miles to Chapel Hill. The Cottage has just recently been renovated and equipped with all the conveniences of home. Enjoy your time visiting and exploring the areas around our location. Hope to see you soon!

4.99 out of 5 average rating, 133 reviews

A clear blue swimming pool is framed by a brick border, featuring a small rock fountain. Red umbrellas provide shade over black patio tables and chairs arranged nearby, with well-maintained landscaping surrounding the area. The back of a light-colored house is visible in the background.

Guesthouse in Mocksville

Entire Private Entrance Studio Apartment with Pool

This private entrance, NOT shared, spacious open plan apartment includes a king bed, sofa, dining area, work space, plus a private full bathroom. The property is located 1-1/2 miles from downtown Mocksville and Interstate 40. Travel time is 25 mins to Winston-Salem & Wake Forest University, 22 mins to downtown Statesville. The living space is located on the 2nd floor and the bathroom is on the ground floor. There are 15 steps between the 2 levels.

4.98 out of 5 average rating, 40 reviews

A bright living area features a comfortable gray sofa with decorative pillows, a light-colored rug, and a wooden coffee table. Large glass doors lead to a peaceful outdoor space, while a small side table and an armchair add to the inviting atmosphere.

Condo in Greensboro

The Best of Benjamin

Newly furnished, clean condo in the heart of Greensboro. Our quiet community has many restaurants and shops within walking distance, an 11 minute drive to airport and approximately 10 minutes to downtown. You can have a game night in this trendy unit, sip coffee on the beautiful patio or take a dip in the pool. So many reasons this is the absolute best of Benjamin. I'm looking forward to hosting your stay in the Gate City!

4.81 out of 5 average rating, 152 reviews

A swimming pool is surrounded by a spacious deck, complemented by colorful lounge chairs nearby. Lush greenery and trees provide a natural border, creating a serene outdoor space for relaxation. Clear water reflects the sunlight, enhancing the inviting atmosphere.

Guesthouse in High Point

Private cottage, pet-friendly

Affordable modern cottage, steps from B&B, next to private pool. Queen bed, full kitchenette, breakfast table, full bath w/shower, sofa seating area. Spacious room with vaulted ceiling, professionally decorated. Smart TV. Pet OK w approval, walkable historic Emorywood & HP Country Club neighborhood, near hospital, park, Library, farmers market & HPU. Big deck, patios & gas BBQ. Week-longterm discount. 1111 Orlando

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Popular amenities for High Point rentals with a pool

Kitchen

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Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a two-story townhome is showcased, featuring a mix of red brick and white stucco with blue accents. Two front doors are framed by shrubs and small flowering plants, while a pathway leads to the entrance, surrounded by well-maintained green landscaping.

4.88 out of 5 average rating, 34 reviews

Modern Townhome-Serene Living in the Heart of GSO

DenishaRating, 5 stars1 month ago

We stayed here for my sister's graduation. It was a little smaller than in the pictures, but the size was perfect for my family. It 2"was in close proximity to urban air, Walmart and other stores. I would definitely stay here again.

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.

5 out of 5 average rating, 16 reviews

Perfect Greensboro location Entire Townhome

MaddisonRating, 5 stars3 weeks ago

Kristin’s place is great! So nice and clean. She was wonderful to communicate with and super flexible with our schedule. We will definitely be back!

A charming single-story home is set amidst manicured lawns and greenery. The brick exterior is complemented by neatly trimmed bushes, and a wide driveway leads to the inviting front entrance. Sunlight casts a warm glow over the property, surrounded by trees and nature.

5 out of 5 average rating, 36 reviews

Forest Valley Entire Home + Private Pool + Hot Tub

John and NinaRating, 5 stars2 weeks ago

This home was perfect for our family of 6, in town for our daughter's Elon college graduation. The neighborhood was beautiful and great for long walks. We loved all the space including an amazing outdoor space with a pool that was truly special. Great hosts, we would stay again!

The master bedroom features a spacious bed with a plush white bedding set. Two nightstands with lamps are positioned on either side, enhancing the modern aesthetic. Oil paintings in black and white are mounted above the bed, while a plant adds a touch of greenery to the space.

5 out of 5 average rating, 37 reviews

Roomy,Open,Pool access,King Suite,20 mins to Elon!

SaraRating, 5 stars2 days ago

My family and I stayed at Tenisha’s place and it was great. It was easy to access and appeared clean. We were looking for peace and this place delivered.

4.58 out of 5 average rating, 81 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

VirginiaRating, 5 stars2 weeks ago

The house was very nice and clean. Victor and Brittany were very quick to respond to any questions and kind.

4.88 out of 5 average rating, 48 reviews

Fun home with backyard oasis!

WilliamRating, 5 stars2 weeks ago

We had a wonderful time, everything was the way he described it. Any issues we had, he was very quick to respond and resolve the issues. My family absolutely loved the back yard with the swimming pool and hot tub. I would like too think I'm very picky, we had zero issues with the house and amenities. Next time we come to Greensboro area, we will be looking forward to staying at his place. Thank you so much for everything!

5 out of 5 average rating, 6 reviews

A spacious living room features vaulted ceilings with wood beams and large windows allowing natural light. A comfortable sectional sofa complements a coffee table on a neutral rug. A stone fireplace with a circular mirror above is framed by a cozy seating area on one side.

Home in Summerfield

Modern Farmhouse | 4 BR | 4 BA | Sleeps 10 | Pool

SharifaRating, 5 stars1 month ago

INVITING!! This home was absolutely beautiful. There were so many unique touches that sparked conversation and made the experience memorable. YES! I’m holding back but it’s a lot of stunning conversational pieces. My daughter graduated from NC A&T and Ms.Ryan was amazing, kind, responsive, super friendly and so welcoming. She went the extra mile to accommodate my guest for a dinner party. She even had the tablecloth with the school colors laid out. Which made it extra special. This was my 1st time using Airbnb and OMG!! Ms. Ryan I couldn’t have asked for a better host. From the bottom of my heart I Appreciate everything you have done. Thank you. I Highly Recommend!!

4.93 out of 5 average rating, 61 reviews

A contemporary living area is highlighted by a plush, emerald green sofa adorned with yellow accent pillows. A sleek coffee table sits on a patterned rug, illuminated by natural light from nearby sliding glass doors. Modern decor includes a wall art piece and stylish lighting fixtures.

Home in Winston-Salem

Emerald Retreat - Central & Stylish - 2 BR/2 BA

VeronicaRating, 5 stars5 days ago

Omg best stay ever.. Kay responded every time I texted her , even offered us an early check in 😊. Her place was very clean and comfortable . Kay is very nice and understanding. I highly recommend this location when visiting . Kay is an excellent host. Thank you for your hospitality and allowing us to stay at your place for the week. I will definitely be staying here again when I’m in North Carolina 😊

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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!

KevinRating, 5 stars20 months ago

Thaddeus was the best host I have had to date. Over delivered in every category!

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

JennRating, 5 stars2 months ago

Very quiet and cozy. It was very close and convenient to the activities my friend and I had planned for the weekend. I forgot to pack my travel fan for sleeping but we found a fan in each closet which was a life saver! This place was a perfect find.

4.91 out of 5 average rating, 54 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 w/pool by hospitals & DT

JenRating, 5 stars2 weeks ago

I stayed at this great location about a year ago and being able to return was great. Hawi remembered me and made sure I had everything I needed. It made me immediately feel at home to return. The space is clutter free, spacious, and clean. It was only me this trip, but there was plenty of space for others without tripping on anyone. The location is close to main roads, but set back far enough that it's quiet and calm - both things I really needed on this trip. Groceries, shopping, restaurants, and other shops are within walking distance or a short drive and medical centers are not far if that is why you were visiting. Parking is right outside the building and there was always space. This unit is on the second floor, so I had to remind myself not to try and carry everything up the stairs at the same time, but making 2 trips to the car was perfect. I hope this rental is available when I return again. Thanks for a great stay.

4.9 out of 5 average rating, 68 reviews

A spacious living room features a large sectional sofa and a cozy armchair, complemented by a coffee table. Natural light enters through the window, illuminating the decorative area rug. A television is positioned above a media console, enhancing the room's functionality.

Condo in Winston-Salem

Amazing Stay In Winston Salem, Close to Everything

SarahRating, 5 stars9 months ago

This was my fourth or fifth stay at Anthony’s place. It’s become my go to whenever I visit Winston Salem for work. I like that it’s close to the highway so it’s really easy to get anywhere. His location is quiet and private, and it’s always extremely clean.

4.97 out of 5 average rating, 202 reviews

Condo in High Point

Modern/Retro Luxury Condo

Taylor ThuyRating, 5 stars10 months ago

Don was an amazing host. He was very responsive, even at 11pm at night and offered to hop on over to help with an issue I had. His place was very clean, and location was just a short drive away from so many restaurants and things to do.