Vacation rentals with a pool in Winston-Salem

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Winston-Salem

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in High Point

4.97 out of 5 average rating, 202 reviews

Modern/Retro Luxury Condo

Unique condo with brand new Ultra Modern renovation with a touch of Retro. If you seek an Extremely Clean, Modern Luxurious place close to everything then this is it. My place is in walking distance to all shopping and restaurants. High Point University only ( 1.8miles ), HP Furn Market is only ( 2.3 miles ).Kitchen is fully stocked, all luxury linens, shampoo, soap, toilet paper are included. Hearing impaired doorbell. Led TV's with Netflix,Amazon & whatever channels come in on regular antenna.

Guest favorite

Farm stay in Pinnacle

4.89 out of 5 average rating, 238 reviews

Beautiful Retreat at Pilot Mountain Vineyards

This quiet rancher sits right off of HWY 52 in Pinnacle, NC. The property is connected to Pilot Mountain State Park on two sides. PMSP trails can be accessed from here. Right down the road, there is a river access to the Yadkin River and horseback riding trails. Hanging Rock state park and the Dan River are only a few miles away. The historic town of Pilot Mountain is down the road. Enjoy the beautiful view of the mountain and the feel of being isolated while close to restaurants and activities

Guest favorite

Home in Winston-Salem

4.89 out of 5 average rating, 253 reviews

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 . A fire pit to unwind. Double Hammock & Enjoy a 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)

Guest favorite

Condo in Winston-Salem

4.9 out of 5 average rating, 416 reviews

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.

Guest favorite

Townhouse in Greensboro

4.93 out of 5 average rating, 41 reviews

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!

Guest favorite

Home in Mayodan

4.92 out of 5 average rating, 224 reviews

Home away from home.. 20 minutes-Greensboro/Triad

Home away from home! Relax and Enjoy! Walk to the park or downtown for a late night stroll & dinner! The home has 4 bedrooms, 2 full bathrooms with hot tub, a large deck, and covered parking spaces. Fully equipped kitchen with stainless gas range, SS Refrigerator, Vented microwave! Walk in Pantry! Formal Dining Room seating 8! Hardwoods throughout! Living room w/sectional couch! Every room has Roku Tv's! ! Salt water pool is Open May-September! Owner is a NC Broker. Inquire now!

Guest favorite

Guesthouse in Lexington

5 out of 5 average rating, 18 reviews

Peaceful retreat for adventure seakers

Embark on a journey of relaxation and rejuvenation at our peaceful retreat. A well-appointed 2 bedroom cottage with 1.5 bathrooms, offering ample space for relaxation. A modern kitchen awaits, complete with all the essentials to prepare delicious meals during your stay. Enjoy modern conveniences for a comfortable and connected experience. During the spring and summer months relax by the pool! Experience the perfect blend of tranquility and luxury – your home away from home awaits!

Guest favorite

Home in High Point

4.91 out of 5 average rating, 76 reviews

HotTub, Office, Fast Wi-Fi, Private, FUN, Htd Pool

Ideal Family Vacation Home w/ Heated Pool & Hot Tub-Perfect for Getaways and Holidays! Book Now for an Unforgettable Experience! - Private Pool - Hot Tub - Spacious Open Floor Plan - Large Screened Deck w/ Propane Fire - Fenced Yard w/ Hammocks + Comfy Seating - Safe Neighborhood - High-Speed Fiber WiFi 500 Mbps+ - Massages & Private Chef (Inquire) - Walk to Lake Trails - 4 Bedrooms on Second - 3 Couches on Main - Parking: 4 Vehicles - No Parties-12 ppl MAX - No Smoking

Guest favorite

Guesthouse in Summerfield

4.92 out of 5 average rating, 75 reviews

The Hacienda: Themed Guesthouse with Pool

Entire place to yourself. Converted garage with new flooring, paint, carpet, & kitchen. Kitchen is fully stocked. Complimentary beverage station & many other items. Pool at doorstep, with sun loungers, opened from late May to early Sept (pool towels provided). High speed internet, central heat/AC, large 4k TV. Kid-friendly (toys, books, games) and baby-friendly (bassinet). Free private parking for 2 cars. Very quiet & peaceful. No smoking. No pets.

Guest favorite

Guesthouse in Mocksville

4.99 out of 5 average rating, 119 reviews

Entire Private Entrance Studio Apartment with Pool

This private entrance, NOT shared, spacious open plan apartment includes a king bed, sofa, dining area, work space, plus a private full bathroom. The property is located 1-1/2 miles from downtown Mocksville and Interstate 40. Travel time is 25 mins to Winston-Salem & Wake Forest University, 22 mins to downtown Statesville. The living space is located on the 2nd floor and the bathroom is on the ground floor. There are 15 steps between the 2 levels.

Guest favorite

Guest suite in Greensboro

4.94 out of 5 average rating, 117 reviews

Adult Retreat • Luxe Amenities • Great Location

Located within the quiet Sedgefield PGA community of Greensboro, The Cave offers a relaxing retreat for adults (ages 18 & up). This 2/1 suite features indoor & outdoor theatres, pool table, pvt seasonal inground pool, private entry, & other amenities! Minutes to dining, shopping, golf, entertainment, sports, universities, & more. ⬇️ See info below & click Show More under Additional House Rules for important details.

Guest favorite

Guesthouse in High Point

4.8 out of 5 average rating, 147 reviews

Private cottage, pet-friendly

Affordable modern cottage, steps from B&B, next to private pool. Queen bed, full kitchenette, breakfast table, full bath w/shower, sofa seating area. Spacious room with vaulted ceiling, professionally decorated. Smart TV. Pet OK w approval, walkable historic Emorywood & HP Country Club neighborhood, near hospital, park, Library, farmers market & HPU. Big deck, patios & gas BBQ. Week-longterm discount. 1111 Orlando