Winston-Salem has all the makings to fulfill your dream vacation. Old Salem Museums and Gardens is one of the favorite stops of history buffs in the city. This history museum showcases the day-to-day lifestyle of the Moravian community dating to the 1700s. You can also walk past creative murals dotting ARTivity on the Green. This lush park is perfect for art enthusiasts and families who want a breath of fresh air while appreciating street art. Next, view antique collectibles in the Frank L. Horton Museum Center if you have a penchant for vintage relics and heirlooms.
Regardless of how you plan to spend your day, you might fancy a relaxing pool dip to cap off your night on a grand note. Browse through this list of the best Airbnbs with pool in Winston-Salem, North Carolina.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on March 04, 2024.
1. Pet-friendly rental with a hot tub (from USD 155)
Feel free to share this rental with your partner and four-legged companion. The property has a private backyard, providing safe and ample space for your furry friends to play around. You can also use the gas grill for cookouts and the hot tub for bubbling baths on chilly days.
Invite your significant other for an intimate dip in the stock tank pool while your pets laze on the grassy lawn. Toys are available for upgraded fun in the pool, which is open all day from April to October. There’s also a firepit in the backyard for cozy campfires.
Winston-Salem, North Carolina, United States
4.73 km (3.0 mi) from Bailey ParkSuperhost
Accommodates: 2
Top guest reviews
Amenities & Room:
loved it wish our stay was longer to enjoy the poolskitchen and shower are fantastic and the outdoor space was very private and quaintrelaxing area outside with the stock tank pool and hot tubCleanliness:
the place was very clean and smelled amazingvery clean nice backyard no more than 10 minutes from everywhere we needed to goHost:
kumi is a very great hosthighly recommend it kumi was an amazing hostkumi thought of it all and was a gracious hostvery friendly and kindkumi was very responsive and accommodatingRead more reviewsLocation:
the location was fantastic in proximity to the city without being busy
2. Rustic studio for solo travelers and couples (from USD 100)
If you need a place to spend a romantic getaway with your special someone, check out this rustic studio. Similarly, you can have this all to yourself should you plan to explore the city alone. The rental is close to Wake Forest University, so you can easily make it your starting base.
After a day out, ease your tired body in the heated saltwater pool surrounded by vibrant greenery. The seasonal pool area is fully fenced, so your well-behaved pets can frolic around while waiting for you to finish. You can also walk your dogs in the forest for quality time.
Winston-Salem, North Carolina, United States
6.28 km (3.9 mi) from Bailey ParkAccommodates: 2
Top guest reviews
Amenities & Room:
we also enjoyed the heated poolCleanliness:
the place was clean cozy and convenientawesome clean fun and inviting atmosphereit was very clean and well stocked for guestsdave’s place was a great experience very clean & the communication was very easytheir cabin like stay was cozy clean and a convenientHost:
dave and karolyn were amazing hostsfriendly hosts with a warm and inviting homewonderful spot with a delightful host and refreshing relaxing pool highly recommendwarm and welcoming very private with lovely scenery outdoors and a great hostexpect the best with these hostsRead more reviewsLocation:
great central location in salemdave’s place is very conveniently located and the area around the house is beautifulgreat location genuine hospitalitythe location was perfect and accommodations were alsothe location is perfect i look forward to our next stay in this wooded paradise in the city
3. Chic pool house (from USD 150)
The best part about this chic pool house is the glimmering saltwater pool right outside. The rental’s French doors will lead you to the spacious pool deck with a seating area for alfresco dining. Note that the pool is not open during the cold season.
Additionally, this property is furnished with vaulted ceilings and dapper décor, making the interior aesthetically pleasing. It also highlights a well-appointed kitchen where you can create a home-cooked feast. After a meal, snuggle down on the plush couch in the living room while browsing your socials or taking catnaps.
Winston-Salem, North Carolina, United States
1.64 km (1.1 mi) from Bailey ParkAccommodates: 4
Top guest reviews
Amenities & Room:
futon couch in the living room was very comfortablethe pool was great to chill out in after a hot daymost gorgeous home accessible to downtown winston with an amazing view of the poolthe nearby coffee shops and great and the pool house was very comfy for our short staywe had a wonderful relaxing stay wonderful to have the outdoor space with the heated poolCleanliness:
beautiful clean home and poolvery clean loved everything about this placethe house was very clean and welcomingenjoyed myself place was clean with thoughtful touches modern touches and a great bit of privacyclean welcoming place with everything you need sheets and towels were nice qualityHost:
lovely space and kind hostsvery welcoming host familyhosts were very helpful and responded quicklyhost family is beyond welcoming and accommodated our every needben and his wife were outstanding hostRead more reviewsLocation:
location ideal for downtown activitiessweet place great location to townbeautiful get away feel close to stadium and downtown food nearby and pleasant hostsi’m a repeat guest at ben’s place for good reason great location everything you need super comfortable bedif you’re looking to stay close to downtown or get to the hospitals easily you can’t beat this spot
4. Well-maintained condo with entertainment amenities
Entertainment is in the cards of this well-maintained condo. Guests can access the community pool to freshen up on sunny days. The large pool area also features a shaded portion where you can take breaks away from the heat. Moreover, this rental boasts an HDTV with streaming services and cable to let you watch your favorite shows and movies. Reading materials are also available for bookworms who want to use their time to enrich their brains.
Free Wi-Fi and a workspace are also provided to help you stay productive. What’s more, pets are welcome as much as you are on this property.
6.7 km (4.2 mi) from Bailey ParkAccommodates: 4
Top guest reviews
Amenities & Room:
all the amenities you need for a comfortable staythe wifi worked great i wfh and was able to just fine therequiet and very comfortable for sleepingthe courtyard area is lovely and inside has all the things needed to make your stay comfortablemy stay was very comfortable and relaxingCleanliness:
the place was very clean and exactly as advertisedthe condo was very clean and well decorated quiet neighborhoodthe condo was clean comfortable and quietthe condo is very clean and has allthe condo was very spacious and cleanHost:
ashli is a great hostgreat place and attentive hostashli is the best host a traveler can haveashli was very easy to work with and responsive when i texted her with questions that nightit’s such a lovely place the host was amazing can’t wait to stay here againRead more reviewsLocation:
great place great location it was walking distance from our house perfect location againdefinitely worth the spend very convenient location close to stratford (central hub)great value and locationher condo is very cozy and in a great location for exploring the citythe place is big comfortable conveniently located to downtown (10mins)
5. Stylish accommodation with a screened porch (from USD 96)
The screened porch will warmly greet you as soon as you enter this stylish accommodation. Take the time to dose yourself with vitamin D on the porch while having a cup of coffee in the morning. Pets are allowed here as well.
Once you feel energized, enjoy refreshing laps in the sparkling pool to beat the summer heat. This pool is shared with other guests, so you can meet new friends while sunbathing. Stay next to the indoor fireplace when the temperature drops outside to warm yourself.
Winston-Salem, North Carolina, United States
3.88 km (2.5 mi) from Bailey ParkAccommodates: 4
Top guest reviews
Amenities & Room:
even though they were not pictured the beds were very comfortable we would book here againCleanliness:
jennifer’s place was clean convenient and absolutely beautifulapartment was spacious clean and the screened in porch was a pleasant spotRead more reviewsLocation:
good location excellent communication and lovely decor
Give yourself a luxurious stay in Winston-Salem
Winston-Salem exudes small-town charm and has a rich cultural heritage and a thriving art scene. A relaxing stay is secured in this quaint city as long as you book yourself a vacation rental with a pool! So, what are you waiting for? Reserve your favorite pick from the above-listed best Airbnbs with pool in Winston-Salem, North Carolina.
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