
Holiday 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.

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

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.

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)

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.

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.

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!

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.

King/Queen Near Airport, Pool
Relax in this quiet, family-friendly 2BR, 2.5BA townhome. The main floor features a cozy living room, dining area, fully-equipped kitchen, half bath, and a private deck overlooking a serene water feature. Upstairs, both bedrooms have en suite baths, with one king and one queen bed. A one-car garage adds convenience. Located near the airport, major highways, and in a walkable, peaceful neighborhood, this home is perfect for both business and leisure travelers. Book your stay today!

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.

Townhouse near the Airport
Welcome to my home! Ideally located just 5 minutes away from the PTI airport, this home boasts a convenient main level primary bedroom with Spacious Living Room and Kitchen. Upstairs, you'll discover a cozy and inviting loft, a second bedroom, and a bathroom. The home also includes a well-equipped kitchen, perfect for cooking your own meals or eating taking out. The living room features a cozy fireplace and Apple TV for your entertainment. I look forward to hosting you!

Comfy townhouse near airport and dining!
Your family will be close to everything when you stay at this centrally-located townhouse. Just minutes from the airport and shopping plazas, with plenty of dining and entertainment options within a short drive! Easy access to multiple highways makes this a convenient stay to get to Greensboro, High Point, or Winston Salem. We offer high speed internet with wifi, a seasonal outdoor pool, and free parking in front of unit. A perfect stay for those on business or vacation!

Historic Street House/Hot Tub
3 min. drive to Furniture Market, Hospital, Truist Point Baseball Stadium, Children’s Museum. High Point University, Carolina Core Soccer 1 mile away. Uptowne shops, Restaurants, Breweries, Alex's House Diner, Toms Place, Sweet Ol Bill's, Historic JH Adams Inn less than a mile away. Weekend Live Music, Greenway/Pickleball Courts. Joy Bar coffee 2 blocks away. Farmers Market. Library, Krispy Kreme, Relaxing front porch or ping pong inside! Hot Tub. 10 foot plunge pool.
Popular amenities for High Point rentals with a pool
House rentals with a pool

Perfect Greensboro location Entire Townhome

2 Bedroom Home 13 Min. to Elon

Amazing Retreat Outdoors+Indoors

Poolside Retreat: Greensboro, High Point, Winston

Theater, heated pool/hot tub near HPU/Market

Cozy Townhouse close to WFU!

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

6BR Greensboro home with Pool. 3 miles from I-85
Apartment rentals with a pool

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

Spacious KING Condo • Modern • 10 Mins to Downtown

Extended-Stay Ready Condo | Workspace,Pool&Parking

Peaceful Ardmore 2BR 5 min to hospitals & downtown

Modern/Retro Luxury Condo

Heaven in High Point / Luxury 1bd/1ba
Other holiday rentals with a pool

Charming High Point home with duck pond

The Haven

Private Peaceful Cottage & Serene Gardens

A High Point Retreat

Arden Place Oasis: Private Pool & Serene Outdoor L

Remodeled Oasis in the heart of Greensboro

Rustic Pond Retreat w/ Hot Tub & Fishing Gear

Lakefront, Indoor Pool, 3 Bdrm w/ Gym & Playroom
When is the best time to visit High Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 124 | € 122 | € 124 | € 207 | € 165 | € 152 | € 151 | € 157 | € 154 | € 196 | € 138 | € 124 |
| Avg. temp | 4°C | 6°C | 10°C | 15°C | 20°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
Quick stats about holiday rentals with a pool in High Point

Total holiday rentals
Explore 70 holiday rentals in High Point

Nightly prices starting at
High Point holiday rentals start at € 25 per night before taxes and fees

Verified guest reviews
Over 2,130 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of High Point holiday 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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- Rentals with pools Guilford County
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- North Carolina Zoo
- Hanging Rock State Park
- Wet'n Wild Emerald Pointe Water Park
- Pilot Mountain State Park
- Morrow Mountain State Park
- Greensboro Science Center
- Wake Forest University
- Lazy 5 Ranch
- Greensboro Coliseum Complex
- Elon University
- Childress Vineyards
- Martinsville Speedway
- International Civil Rights Center & Museum
- University Of North Carolina At Greensboro
- Reynolda Village Shops & Restaurants
- Bailey Park
- Guilford Courthouse National Military Park
- Cherry Treesort
- Tanger Family Bicentennial Garden
- North Carolina Transportation Museum
- Greensboro Arboretum
- High Point City Lake Park
- Cabarrus Arena & Events Center
- Uwharrie National Forest




