Holiday rentals with a pool in Greensboro

Adult Retreat @ The Cave • HPMKT 8 mi

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.

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

La Casita#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.

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)

Fun Home w/ Backyard Oasis | Near Downtown GSO!

Unwind at this stunning cozy home! It’s only a few blocks from downtown Greensboro, close to Friendly Shopping Center and the Coliseum. Many worthy restaurants nearby and so much to do! Come relax by the pool, & after a hot day you can hydrate with the Enagic Kangen K8 water system we have for our guests. You may prefer to lay all day on the Infinity Dynasty Zero Gravity $12,000 massage chair! Or you can lounge on the sectional and watch a game on the big screen. We hope you enjoy your stay!

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.

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!

Stylish Serenity Townhouse in Greensboro

Welcome to our centrally located, stylish, and spacious townhome. With easy access to shopping, Steven Tanger Center, main highways, and connecting towns, our Airbnb is the perfect base for your stay. Less than 10 minutes from the airport, parks, and Greensboro greenway, you'll have plenty of opportunities to explore and unwind. Whether you're here for business or pleasure, our townhome offers comfort, convenience, and a serene atmosphere to make your stay truly enjoyable.

The Cozy Daydream Near PTI Sleeps 6 (Max 4 Adults)

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 & fast WiFi. This clean retreat offers 3 beds, stocked kitchen & family-ready comfort. Within minutes of PTI airport. Convenient to Aquatic Center, colleges & parks. Relax, recharge & reconnect! Age 13+ required.

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.