Holiday rentals with a pool in Greensboro

Come Cool Off @ The Cave • Adult Oasis w/ Pvt Pool

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)

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.

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!

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!

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.

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 Garden Cottage

The Garden Cottage is centrally located in the Piedmont area of NC, being only 5 miles from Elon University, within 5 miles to most of Burlington area shopping and restaurants, 1.5 miles to I-85/40, 15 miles to Greensboro, 28 miles to High Point and 37 miles to Chapel Hill. The Cottage has just recently been renovated and equipped with all the conveniences of home. Enjoy your time visiting and exploring the areas around our location. Hope to see you soon!

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, 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.

Comfortable Condo for Work or Leisure-Pool&Shops

Enjoy peace & quiet in this newly renovated, completely furnished, Mid-Century Modern executive condo. The condo was completely renovated in September 2024 to include all new furnishings. Perfect for traveling nurses, business executives, small families, and just about anyone looking for a clean & functional space to call home. Central to everything in town. Don't miss this opportunity to relax at the a Benjamin Park Condos!