
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

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.

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.

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!

3BR Condo w/ Pool Near HPU & Market + Desk
Enjoy modern comfort and convenience in this newly renovated 3 bedroom, 2 bath Condo near Downtown High Point and HPU.Fully equipped kitchen,free parking, High speed Wi-Fi, computer desk,free Netflix, pool access, and in-unit laundry with washer and dryer, this space is perfect for families, couples, or businesses travelers looking to relax and explore everything High Point has to offer. Ring doorbell cameras located outside for security purposes and compliance.

2B/1.5B townhome cls to HPU/FRN Mkt Wth King bed
*** pls note this is a 2 level townhouse with both bedrooms on 2nd floor . *** Cozy 2BR/1.5BA townhouse near I-74 (Johnson St exit), Hwy 68, and just 2 miles from HPU & Furniture Market. Fully furnished with central heat & AC. Bedrooms upstairs, living/kitchen downstairs. King bed in master with premium Kingsdown mattress. 43" TVs in both rooms. Includes washer/dryer, fully equipped kitchen, and complimentary coffee. Ideal for long and medium term stays
Popular amenities for High Point rentals with a pool
House rentals with a pool

Perfect Greensboro location Entire Townhome

Beautiful 5BR High Point Home

Amazing Retreat Outdoors+Indoors

Theater, heated pool/hot tub near HPU/Market

Poolside Retreat: Greensboro, High Point, Winston

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

Pickleball, Basketball, Movie Theater, King Beds

Fun! ArdmoreSuite: Hot Tub Arcades King Bed Coffee
Condo 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

Comfy townhouse near airport and dining!

Charming Condo - Near WFU and Hospitals, Fast WiFi
Other holiday rentals with a pool

The Haven

A High Point Retreat

Arden Place Oasis: Private Pool & Serene Outdoor L

Remodeled Oasis in the heart of Greensboro

Spacious townhome near airport, shopping and fun!

Luxurious Vacation Golf Home Greensboro National

Bridford & Co.

Carolina Cottage
When is the best time to visit High Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 NZD | $239 NZD | $244 NZD | $404 NZD | $323 NZD | $298 NZD | $297 NZD | $307 NZD | $302 NZD | $383 NZD | $270 NZD | $242 NZD |
| 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 $50 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of High Point holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- 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
- Lazy 5 Ranch
- Childress Vineyards
- International Civil Rights Center & Museum
- Elon University
- Wake Forest University
- University Of North Carolina At Greensboro
- Martinsville Speedway
- Greensboro Coliseum Complex
- Reynolda Village Shops & Restaurants
- Tanger Family Bicentennial Garden
- Cherry Treesort
- Guilford Courthouse National Military Park
- Bailey Park
- Uwharrie National Forest
- North Carolina Transportation Museum
- Greensboro Arboretum
- Cabarrus Arena & Events Center
- High Point City Lake Park




