Vacation rentals with a pool in Greensboro

Adult Getaway @ The Cave • Luxe Amenities •

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 Cozy Daydream | 7 miles to PTI Airport | Pool

Spacious stay in Coble Farm Subdivision near top venues and 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)

Movie Theatre | Pool | Fire-pit | 7 Bedrooms

Experience Greensboro at our 7-bedroom retreat! The house is built to entertain with a movie theatre and much more! Each room is adorned with cozy beds and entertainment options, ensuring a restful stay for all. The home was designed with endless activities in mind. This home is perfect for families or groups traveling or vacationing together. Unforgettable memories await! Book now to revel in a vacation like no other. Super convenient to Greensboro and High-Point. Hour from Triangle!

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.

Perfect Greensboro location Entire Townhome

Spacious townhome convenient to all Greensboro has to offer. In a quiet neighborhood, this two bedroom townhome is close to shopping, universities, Greensboro Coliseum Complex, HondaJet, and so much more. This townhome is two floors. The main floor bedroom has a king bed along with a beautiful primary bathroom with walk in shower. Also on main floor is living room and fully equipped kitchen. Upstairs, a second bedroom with queen bed, private office space and second bathroom.

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.

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.

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!

Luxurious Vacation Golf Home Greensboro National

Beautiful home on the 13th hole on Greensboro National, two large porches . Propane BB&Q. Fully equipped 4-bedroom home, master bedroom/bath on the main. 3 bedrooms upstairs. 4 TV’s one being in the bonus room to watch your favorite games or movies. Everyone has their privacy! Our view is spectacular, Evenings sunsets and on a clear night the stars are amazing. Golf cart to enjoy. Yard games, for your family. This home will be one to remember!