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House holiday rentals in Winston-Salem

Find and book unique houses on Airbnb

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Popular amenities for Winston-Salem house rentals

House rentals with a pool

Top Guest favourite
Home in Greensboro
5 out of 5 average rating, 37 reviews

Forest Valley Entire Home + Private Pool + Hot Tub

PhoebeRating, 5 stars1 week ago
We had a great stay at Tiffany’s place. Conveniently located near the airport. Had everything we needed, great outdoor space. Beds were comfortable, nice water temperature in the showers. Very comfortable stay for our family of 4.
Superhost
Home in Jamestown
4.58 out of 5 average rating, 81 reviews

Theater, heated pool/hot tub near HPU/Market

VirginiaRating, 5 stars3 weeks ago
The house was very nice and clean. Victor and Brittany were very quick to respond to any questions and kind.
Guest favourite
Home in Mayodan
4.92 out of 5 average rating, 255 reviews

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

TaylorRating, 5 stars6 days ago
My family and I booked Kimberly’s place for my birthday, the house was a lot bigger than I expected we had so much fun! The photos don’t do this house justice! We decided to stay an extra night once we got there, Kimberly was very helpful during our stay! I recommend this place to anyone and we definitely will be back!
Top Guest favourite
Home in Winston-Salem
4.92 out of 5 average rating, 49 reviews

Cozy Townhouse close to WFU!

JeremiahRating, 5 stars2 weeks ago
Needed a place to stay while in the area, drove from Alabama. The home was great!!! Nice and cozy felt like I was at home, the neighborhood was quiet and peaceful. The home had everything you could possibly need and the host was very clear on instructions. We will definitely be making this a regular place to stay instead of booking a hotel! Thanks again for a great place to stay!!!
Guest favourite
Home in Stokesdale
4.94 out of 5 average rating, 18 reviews

5 Star Weddings, Pool!, Early Chck, Nearby Fishing

ZoeRating, 5 stars7 months ago
Beautiful, quiet location with lots of amenities. We had an issue with the lock, but it was addressed very quickly and professionally. Great stay - fall colors in the trees were gorgeous, but with the pool, it'd be a great place to stay in the summer.
Guest favourite
Home in Winston-Salem
4.93 out of 5 average rating, 15 reviews

The Humble Abode

SandraRating, 5 stars2 months ago
oh my goodness! Ashley was a phenomenal host, and went above and beyond helping us with resources for finding homes (as we are relocating to the area) and recommendations for areas she thought we'd enjoy. she was very quick to respond and truly made us feel like family in her beautiful haven of peace and tranquility. everything was awesome and so was she. thank you for a truly memorable experience 💖
Superhost
Home in High Point
5 out of 5 average rating, 3 reviews

Pickleball, Basketball, Movie Theater, King Beds

OnyxRating, 5 stars1 month ago
This house was perfect. We came up here for a tournament. The girls truly enjoyed the home. Jeremy was very accommodating! We will definitely stay here again if we come back.
Top Guest favourite
Home in Summerfield
5 out of 5 average rating, 6 reviews

Modern Farmhouse | 4 BR | 4 BA | Sleeps 10 | Pool

SharifaRating, 5 stars1 month ago
INVITING!! This home was absolutely beautiful. There were so many unique touches that sparked conversation and made the experience memorable. YES! I’m holding back but it’s a lot of stunning conversational pieces. My daughter graduated from NC A&T and Ms.Ryan was amazing, kind, responsive, super friendly and so welcoming. She went the extra mile to accommodate my guest for a dinner party. She even had the tablecloth with the school colors laid out. Which made it extra special. This was my 1st time using Airbnb and OMG!! Ms. Ryan I couldn’t have asked for a better host. From the bottom of my heart I Appreciate everything you have done. Thank you. I Highly Recommend!!

Weekly house rentals

Superhost
Home in Winston-Salem
4.88 out of 5 average rating, 34 reviews

The Casa #2 Conv 2 UNCSA/DT/I40/Hospitals/Shopping

MikeRating, 5 stars4 months ago
Iván hosts a great Air BNB. Plenty of room in the home, clean, organized, and a huge backyard. The area is a bit noisy but I was able to sleep fine. There is a lot in the surrounding area, for groceries, restaurants, fuel, etc. Ivan responded back timely whenever I messaged and the check in was easy. So I’m sure you’ll have an over great stay.
Top Guest favourite
Home in West Salem
4.98 out of 5 average rating, 57 reviews

The Mulberry Cottage

DominiqueRating, 5 stars2 weeks ago
Dana was so helpful from the start of the booking to the check out process. She gave us local recommendations on food and entertainment, the house is beautifully decorated and has everything you would need. Close to lots of restaurants and coffee shops , will book again 100% next time we are in Winston Salem.
Top Guest favourite
Home in Winston-Salem
5 out of 5 average rating, 54 reviews

Updated 1BR cottage on private acre+ lot

CathyRating, 5 stars2 weeks ago
We so enjoyed our stay here. The house was as described…perfect. Great outdoor space with so many birds and fire flies at night. Quiet, safe neighborhood. Easy access to everything Winston-Salem has to offer. You need a car to get around. Hosts were great. We had some great conversations. They were very kind to allow us a late check out. The bonus was their adorable and friendly little dog, Ruby. Thanks for sharing your garden house!
Top Guest favourite
Home in Winston-Salem
4.97 out of 5 average rating, 62 reviews

The farm view

LeslieRating, 5 starstoday
Incredibly clean. Beautiful setting in a nice neighborhood. We saw rabbits, deer and fox! Felt very safe. Jose was very responsive. We will stay here ahain!
Guest favourite
Home in Winston-Salem
4.91 out of 5 average rating, 69 reviews

The Squirrels Nest: Serene Retreat Near WFU

CassiRating, 5 stars3 weeks ago
Haley’s place was very cozy and peaceful. I stayed for a few days to cut down on my commute to work and it was a wonderful place to come back to after a long day at work! The snacks provided were also a wonderful addition, the bed was comfortable, the place was immaculately clean and well decorated. It’s an amazing find for such a good price, would highly recommend.
Superhost
Home in Winston-Salem
4.79 out of 5 average rating, 53 reviews

Cozy Renovated Retreat! 5Min to Downtown/Pets OK

AmyRating, 5 stars2 months ago
This was a super cute place to stay close to downtown! The home is old but that gives it some charm. Emiliya was very kind and proactive about checking in and sending messages to make sure we were doing ok. I would absolutely stay here again!
Top Guest favourite
Home in Winston-Salem
5 out of 5 average rating, 13 reviews

Charcoal Cottage-Historic Renovated Winston Home

CarrieRating, 5 starstoday
Loved the location. Our daughter was interning at the Dash and it was a 15 minute walk or 3 minute drive to the stadium. Downtown was easy to walk with lots of restaurants or down the hill we tried the burger and chicken place and liked them both. Loved all the food recommendations. We paid a premium for a pet friendly home but you would not know other dogs were there as there was no hair or smell anywhere. There is no grass in the backyard so you do have to walk your dog, but the location is worth the walking.
Top Guest favourite
Home in Ardmore
4.96 out of 5 average rating, 28 reviews

Quiet & Cozy Ardmore Home ~ Pet Friendly

MathewRating, 5 stars2 weeks ago
Sue and Nathan were very responsive in all the communications and questions we had. The house was perfect in a quiet area with easy access to many restaurants and a short drive to the Mall. The house was all updated and furnished with all that you would need for your stay. Had a great time and would definitely come back!

Private house rentals

Guest favourite
Home in Winston-Salem
4.94 out of 5 average rating, 36 reviews

SuperHost ~ Oasis near Heart of Winston-Salem

EbruRating, 5 stars1 week ago
Thanks for a great stay, we hope to stay at your home again next time we travel to Winston-Salem!
Top Guest favourite
Home in Winston-Salem
4.97 out of 5 average rating, 29 reviews

Brand New Ardmore Townhome

JosephRating, 5 stars2 weeks ago
Amazing house and host! Would definitely go again!
Top Guest favourite
Home in Winston-Salem
5 out of 5 average rating, 21 reviews

Premium Retreat close to WFU w/ Lvl 2 EV Charger

JanaRating, 5 stars1 month ago
We are repeat guest and love this cottage. Richard is a fantastic host and we hope to return in the fall.
Guest favourite
Home in Ardmore
4.94 out of 5 average rating, 33 reviews

The Ardmore Chalet

DanielleRating, 5 stars2 weeks ago
My family just left the home. We absolutely loved our stay. The house is beautiful and located by everything we needed for our trip. The house is very clean and has such a beautiful style. He felt right at home staying there. Our kids even said when we come back to North Carolina can we stay there again? And the answer is of course! We highly recommend the house.
Guest favourite
Home in Winston-Salem
4.95 out of 5 average rating, 75 reviews

Charming Single-Story home in Winston Salem

LauraRating, 5 stars2 days ago
I really loved our stay... we had everything we could have needed and then some.The home was just as described,looked exactly like pics and was quiet with comfy beds in every room. Newly remodeled home and the house and yard were super clean.... Spotless in fact... The price was definitely reasonable... We won't be staying anywhere else when we return to Winston Salem. I can honestly say that I have never been happier with any other air-bnb experience in the past. Thanks Nicolle and David for everything!!!
Guest favourite
Home in Ardmore
4.94 out of 5 average rating, 90 reviews

Beau's Blissful Cottage Near Baptist Hospital

BarbRating, 5 stars3 weeks ago
Kendall's house is very homey and comfy - and the bed is very comfortable The fenced in yard is perfect for our dog and the park is at the corner. Its a private neighborhood and very close to Trader Joes and other stores. : ) The kitchen is well stocked for cooking. We enjoyed the welcome basket. We would definitely love to stay here again.
Guest favourite
Home in Ardmore
4.93 out of 5 average rating, 27 reviews

Charming Ardmore w-s house; fam friendly; king bed

SierraRating, 5 stars2 weeks ago
My husband and I were extremely thankful to find a great place to stay on such short notice. Lin’s house was perfect for our quick weekend trip. We really appreciated that Lin provided a pack n play, since we traveled with our baby daughter. It was also really helpful that one of the rooms had blackout curtains for our 11 month old to sleep in. The house was close to Ardmore coffee, which we enjoyed in the mornings. Thanks Lin!
Top Guest favourite
Home in Winston-Salem
4.98 out of 5 average rating, 43 reviews

The Little House in Winston-Salem, NC

CarleyRating, 5 stars3 days ago
I booked this Airbnb for my parents while they were visiting in Winston-Salem. They commented that they loved the cleanliness and organization. Quiet and peaceful. Bed was very comfortable. The only suggestion they had was for a full length mirror! 😊

Quick stats about house rentals in Winston-Salem

  • Total rentals

    570 properties

  • Total number of reviews

    23K reviews

  • Family-friendly rentals

    400 properties are a good fit for families

  • Pet-friendly rentals

    250 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    390 properties have a dedicated workspace

Destinations to explore