Holiday rentals with a pool in High Point

Cool Off @ The Cave • A Fun Adult Oasis

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)

Best location in Greensboro - Entire Town Home

Greensboro has so many things to do and see and this home is close to it all. We are located in a family neighborhood minutes from all major attractions including universities(UNCG, Guilford College, Greensboro College),Greensboro Coliseum, downtown, airport, HondaJet/Flight Safety,parks and sporting facilities. A full kitchen allows you to prepare meals and relax in a home environment. A community pool is available seasonally. We look forward to hosting you on your next trip to Greensboro!

Lazy Oak Lane Peace & Quiet

Gated, ten acres of privacy for quiet, soothing rest and relaxation. In-ground pool (April-Oct) with walk-out patio and plenty of lounge chairs, tables, umbrellas, fire pit, gas grill and outdoor patio heater. Your private entrance accesses the entire basement and incls the 11'x17' workout area with full-sz fridge, air fryer, double burners and microwave. The large living area (21'x29') is comfortable with leather couches and a 65" Smart TV, plus TWO private bathrooms both with showers.

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!

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 starting in may, 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.

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!

5 Min to High Point Market | Sleeps 8 | Near HPU

Escape to Arden Place Retreat, an elegantly relaxed home in a quiet, family-friendly neighborhood just minutes from downtown High Point and 20 minutes from Greensboro. Enjoy a private in-ground pool with ample lounge space, a gourmet kitchen with dining for 10, 3 bedrooms with a total of 4 beds, and bonus pop up bed, spacious baths, a cozy game area, and full laundry. Light-filled and welcoming, it’s the perfect luxury family retreat for making lasting memories.

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!

2B/1.5B townhome cls to HPU/FRN Mkt Wth King bed

*** pls note this is a 2 level townhouse with both bedrooms on 2nd floor . *** Cozy 2BR/1.5BA townhouse near I-74 (Johnson St exit), Hwy 68, and just 2 miles from HPU & Furniture Market. Fully furnished with central heat & AC. Bedrooms upstairs, living/kitchen downstairs. King bed in master with premium Kingsdown mattress. 43" TVs in both rooms. Includes washer/dryer, fully equipped kitchen, and complimentary coffee. Ideal for long and medium term stays