Vacation rentals with a pool in High Point

Downtown WS Walkable Suite• King Bed• Free Parking

Stay in style in the heart of Downtown Winston-Salem steps from 4th Street dining, Truist Stadium, & the Benton Convention Center. This modern 1-bedroom suite features a king bed, full kitchen, fast Wi-Fi, and in-unit laundry, plus access to a pool, gym, and free parking. *Studio with half wall & curtains for privacy *Queen Pullout in Living Room *2 Smart TVs (55" & 43") *Lightening fast Wi-Fi *In-Unit Laundry *Pool & Gym *Age Requirement 25+ *ID + Screening Required *100% Smoke-Free Community

HotTub; Game Room; Gym;GreatforFamHolidayGathering

POOL CLOSES OCT 1!! Experience the ultimate getaway in this spacious 5-bedroom, 4.5-bath home that sleeps up to 20 guests. Highlights include a pool, 4-person hot tub, expansive yard, and a screened-in porch. Enjoy endless entertainment in the game room with pool table and ski ball or stay active in the gym with a sauna. Perfect for reunions or retreats, this oasis is close to Winston-Salem, Greensboro, and High Point. Relax, recharge, and create unforgettable memories in this luxurious retreat!

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.

Hot tub | Fire-pit | Pool Table | Heated Pool

Escape to a luxurious 5-bedroom retreat with a heated pool! The house is built to entertain with a fire-pit and pool table. Three separate master bedrooms each have their own en-suite bathroom, while the other two bedrooms share a spacious bathroom. Lounge on poolside chairs, play outdoor games, & immerse yourself in the ultimate resort experience. Unforgettable memories await! Book now to revel in a vacation like no other. Super convenient to Greensboro and High-Point. Hour from Triangle!

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.

Carolina Cottage

Charming themed studio cottage, newly refurbished. Cozy space w/full kitchenette (loaded), charming breakfast table, special coffee/tea bar, comfy 2-seat sofa & large TV. Bright seating area w/ screen door to patio for fresh air, new queen bed with vaulted ceiling. Full modern bath-shower. Pets OK w approval, walkable historic Emorywood & HP Country Club neighborhood, near HPU, hospital, park, HP Library, farmers market & HP Furniture Market. Big yard, patio & gas BBQ. Week-longterm discount.

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.

Modern Luxury Home (Towel Warmers, Wi-Fi, Coffee)

Picture yourself diving into crystal-clear waters, your laughter echoing under the summer sun. Feel the refreshing splash as you plunge into the inviting pool, surrounded by vibrant blooms and lush greenery. Imagine lounging on a colorful float, soaking up the warmth as you sip on a cool drink. This is your moment to bask in the ultimate summer pool fun! Don't let it slip away! Book your Airbnb now and dive into a world of endless relaxation and joyful moments! Send us a message today!

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.

Modern, Relaxing, Peaceful home near Mkt and HPU

Stay at this luxurious house located in a beautiful sub-division in High Point! Self-Check in is available and the host will be available to assist with any potential issues. House is located: 15 miles from PTI Airport 5 miles from High Point Furniture Market 4 miles from High Point University 11 miles from Winston Salem State 24 miles from Wake Forest University 14 miles from downtown GSO/UNCG/NC A&T 2 miles from I-74 which connects to I-40 and I-85 35 miles from Pilot Mountain