
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.

Adult Oasis • 13 mi to PTI • Pool, Theatre, & More
Tucked away in the peaceful Sedgefield PGA community of Greensboro, The Cave is a 2-bedroom, 1-bath poolside guest 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.

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)

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!

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.

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade
Nestled along a leafy tree-lined street in a quiet neighborhood is this stylish property with all the modern comforts of home and an inviting community pool waiting for you to enjoy. Inside this modern hideaway, you’ll find plush sofas, a warm fireplace, a gourmet kitchen, king and queen bedrooms and a bright sunroom filled with a Pac-Man arcade & an air hockey table. Centrally located only minutes from Hanes Mall, Downtown Winston Salem, Medical Centers, shops, restaurants, and more!

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. Backyard chickens!

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

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 starting in may, 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.

The Cozy Daydream Near PTI Sleeps 6 (Max Adults 4)
Spacious 2-bedroom home in Coble Farm sleeps up to 6 guests. To comply with local regulations, a max of 4 guests may be age 18+. Your cozy home base for tournaments, school visits, business, or peaceful getaways. Come unwind in comfort with popular amenities and fast WiFi. This clean retreat offers 3 beds, stocked kitchen and family-ready comfort. Within minutes of PTI airport. Convenient to Aquatic Center, colleges & parks. Relax, recharge and reconnect! Age 13+ required.

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!

5 Min to High Point Market | Sleeps 8 | Near HPU
Escape to Arden Place Retreat, an elegantly relaxed home in a quiet, family-friendly neighborhood just minutes from downtown High Point and 20 minutes from Greensboro. Enjoy a private in-ground pool with ample lounge space, a gourmet kitchen with dining for 10, 3 bedrooms with a total of 4 beds, and bonus pop up bed, spacious baths, a cozy game area, and full laundry. Light-filled and welcoming, it’s the perfect luxury family retreat for making lasting memories.

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

Belews Lake Paradise

Beautiful 5BR High Point Home

Amazing Retreat Outdoors+Indoors

The Little House#4

Poolside Retreat: Greensboro, High Point, Winston

Lakefront Retreat with Private Indoor Heated Pool

Private 4BR w/ Heated Pool, Hot Tub & Fire Pit
Apartment rentals with a pool

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

Location, Location, Location /Pool/2BR King Stay

Comfortable Condo for Work or Leisure-Pool&Shops

Peaceful Ardmore 2BR w/pool close to hospital & DT

Modern/Retro Luxury Condo

The Best of Benjamin

Heaven in High Point / Luxury 1bd/1ba

Comfy townhouse near airport and dining!
Other holiday rentals with a pool

The Haven

Private Peaceful Cottage & Serene Gardens

A High Point Retreat

2 Private Suites | Very Clean | Pool | Fast WiFi

Remodeled Oasis in the heart of Greensboro

Extended Stay 1BD Apt | Near Cone Health + I-40

Entire Luxury Home, High Point & Thomasville

5BD Sleeps 18! Pool, Bball, Game Rm, Fire Pit
When is the best time to visit High Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €115 | €126 | €120 | €210 | €168 | €155 | €154 | €159 | €157 | €199 | €140 | €126 |
| 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 60 holiday rentals in High Point

Nightly prices starting at
High Point holiday rentals start at €26 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

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





