Holiday rentals with a pool in High Point

Relaxing Adult Retreat @ THE CAVE

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.

The Little House #4

Take the whole family to this cozy home located in a central location.Enjoy the Above ground seasonal pool,outdoor kitchen,fenced back yard,close to major highways,shopping centers,and Kernersville Hospital.Pets are also welcomed. Note:Just a heads up!We operate a small shop located in a separate building at the back of the property.Employees may briefly stop by during normal business hours to clock in and pick up materials.They don’t access the guest space,and your privacy is fully respected.

Private 4BR w/ Heated Pool, Hot Tub & Fire Pit

Welcome to Oak Hollow Estates; a sought-after lakeside neighborhood in High Point, NC. This spacious 3,000+ sq ft home has 4 bedrooms, 5 beds, a saltwater pool(heat avail for fee Mar-Oct only)+year-round hot tub, fire pit, and foosball table. Fully equipped kitchen, home office & printer, high-speed wifi (500+Mbps). Fenced backyard, 4 free parking spaces. Minutes from Oak Hollow Lake, HPU, and the Furniture Market. GSO airport just 19 min away Sleeps 12max. Dog-friendly. Washer/dryer in-home

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)

Poolside Retreat: Greensboro, High Point, Winston

Unwind at this modern 4-bedroom home, suitable for large groups. A 15-20 min drive will get you to PTI airport, High Point, the Greensboro Coliseum or Winston-Salem. For entertainment, our home has something for everyone. Enjoy a game of ping pong or foosball, binge watch your favs on one of 6 Alexa-enabled Roku TVs, cozy up by the fireplace, or take a swim (End May-Early Sep). Groceries, shopping, and restaurants are a 5 min drive. Ample parking for up to six cars is available on property.

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.

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.

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.

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.

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.