Holiday rentals with a pool in Greensboro

Historic Street House/Hot Tub

Walking distance to Furniture Market , Hospital, Baseball Stadium, Children’s Museum, High Point University, Carolina Core Soccer, Uptowne shops, Restaurants, Breweries, Alex's House, a local breakfast diner, Dinner at Sweet Ol Bill's or the Historic JH Adams Inn. Live Music within walking distance. Nearby Greenway/Pickleball Courts. Joy Bar coffee 2 blocks away.Saturday Farmers Market. Library, Krispy Kreme, Relax on the front porch or ping pong inside! Back yard Hot Tub. 10 foot plunge pool.

Themed pool house/pool at doorstep/2 Q beds/Quiet

Eclectic Southwest Retreat. Entire place to yourself. Converted garage with new flooring, paint, carpet, & kitchen. Kitchen is fully stocked, including new fridge (Nov 2025). Complimentary beverage station & many other items. Pool at doorstep, opened from late May to late Sept (pool towels & pool toys provided). High speed internet, central heat/AC, large 4k TV. Kid-friendly (toys, books, games) & baby-friendly (bassinet, highchair). Free private parking for 2 cars. Very quiet & peaceful.

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)

The Cave ~ An Adult Getaway with Luxe Amenities

Tucked away in the peaceful Sedgefield PGA community of Greensboro, The Cave is a 2-bedroom, 1-bath poolside 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.

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.

Charming Vintage Modern Twnhse 2 br 1.5 ba - Pool

Long term stays welcome! Please message before sending trip request! Don’t see the dates you’re looking for? There may be availability! I only book 3 months out, so if you need dates past that, just message me. Thanks! This charming and cozy two story townhome is fully furnished with a blend of vintage & new pieces creating an eclectic yet thoroughly modern space that exudes character. Located in a quiet established community, close to shopping, restaurants, greenway and more.

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!

2 Bedroom Home 13 Min. to Elon

Welcome to your home away from home, designed to place you at ease during your travels. Whether you're here for a weekend getaway, or an extended stay for work, enjoy this cozy sanctuary, complete with plush furnishings and all the comforts of home. Our 2-bedroom, 2.5 bathroom townhome is nestled in a vibrant community with lots of residents walking in the evening, and relaxing by the pool. We hope you like stairs because both bedrooms are located on the second floor.

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!