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.

The Cozy Daydream | 7 miles to PTI Airport

Spacious stay in Coble Farm Subdivision near top venues & 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)

The Cave ~ 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.

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.

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!

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.

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, 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.