Vacation rentals in Winston-Salem

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Popular amenities for Winston-Salem vacation rentals

Stay near Winston-Salem's top sights

Wake Forest University48 locals recommend
Old Salem Visitor Center149 locals recommend
Reynolda House Museum of American Art99 locals recommend
Benton Convention Center8 locals recommend
Village Tavern84 locals recommend
Whole Foods Market64 locals recommend

Pet-friendly vacation rentals in Winston-Salem

Guest favorite
Farm stay in Greensboro
4.94 out of 5 average rating, 315 reviews

Arya’s cottage with a loft & jacuzzi

KeithRating, 5 stars3 weeks ago
I hate leaving reviews for a place like this, why, because I don't want to share it with anyone. The space is amazing, very clean, so peaceful. The loft was peaceful and comfy, bathroom is on first floor. Can't wait till spring when I can book again and enjoy the views after work. 5Star
Guest favorite
Home in Walnut Cove
4.93 out of 5 average rating, 102 reviews

Modern and Spacious cottage, centrally located

StephanieRating, 5 stars2 weeks ago
The house is super cute! This was our second stay for another race in the area and I’m sure we will be back. Easy to get to and we know what to expect. It’s always clean and dog friendly- which is a huge plus! We didn’t have the crew this time, but might in the future. Lauren was easy to communicate with and all of her instructions were very clean and easy to follow. Thank you!
Guest favorite
Home in Winston-Salem
4.96 out of 5 average rating, 156 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

RitaRating, 5 stars1 month ago
We reserved Barri's place months ago, thanks to its proximity to my family and being dog friendly . It is even nicer than the photos. The backyard was fantastic for our dog. Quiet neighborhood, friendly too! Barri's description and instructions were clear and helpful. Plenty of towels, luggage racks, and more.Would definitely rent again.
Guest favorite
Home in Winston-Salem
4.81 out of 5 average rating, 197 reviews

Winston posh bungalow near Wake

KimberlyRating, 5 stars1 week ago
Ryan was so great, I can't see to well at night driving so I couldn't see the house he called me and walked me exactly how to get to the house no matter how confusing I was lol! Great house beautifully done, very helpful and the mattress in the main bedroom is to die for! Ryan even told me where I can get one! how great is that! thanks again!!!
Guest favorite
Guesthouse in Mocksville
4.97 out of 5 average rating, 108 reviews

“Home” on the Road!

AmberRating, 5 stars2 weeks ago
Loved the stay. The place was comfortable and in a great location. The apartment was decorated so tastefully and felt warm and inviting. The host were responsive with all communications and the check in/check out processes went seamlessly! I definitely recommend!
Guest favorite
Guesthouse in Germanton
4.96 out of 5 average rating, 478 reviews

Mel’s country cottage. Country life near the city.

JessicaRating, 5 stars1 week ago
Cindy's place was just the spot my dog and I needed for quick access to Hanging Rock State park the next morning. I was pleasantly surprised that it was even cuter than the pictures showed. Cindy even sent a couple of messages before I checked in that were very helpful. When I arrived, I was greeted from the door of the main house asking if i was OK and if I needed anything, after that I was on my own, which is how I prefer it. Once inside the apartment I was pleasantly surprised again. Cindy's place was thoughtfully stocked with anything I could possibly need. It was just a quick overnight for us but we will definitely be back if they'll have us.
Guest favorite
Guesthouse in Archdale
4.98 out of 5 average rating, 170 reviews

Hillbilly Hideout

ChrisRating, 5 stars4 days ago
My wife, myself, and our pup had a great time. It was very peaceful and had plenty to do. We went to NC zoo it was only bout 30 minutes away. Me and the pup walked around property and pond while wife was napping. We will definitely stay there again
Guest favorite
Cabin in Summerfield
4.94 out of 5 average rating, 265 reviews

Cozy chic log cabin overlooking horse pastures

AustinRating, 5 stars1 month ago
My fiance and I had a amazing time at the cabin. The location and cabin itself are beautiful. We spent the whole night sitting next to the fire, roasting hot dogs and s'mores. Everything was spectacular and cozy.

Other great vacation rentals in Winston-Salem

Guest favorite
Condo in Ardmore
4.89 out of 5 average rating, 273 reviews

Charming quiet condo all to yourself

LisaRating, 5 stars1 month ago
This condo is just lovely and has everything you need. Jim and Olivia were extremely attentive hosts and it was a lovely experience.
Guest favorite
Home in Winston-Salem
4.83 out of 5 average rating, 121 reviews

Camilas House

MelissaRating, 5 stars2 weeks ago
The location was perfect for our weekend trip. The house was beautiful and very clean. The bed was very comfortable and we felt right at home. The neighborhood was quiet and safe. Overall our favorite place to stay.
Guest favorite
Condo in Winston-Salem
4.97 out of 5 average rating, 146 reviews

Old Salem Getaway - Visit DTWS via the Strollway

JoseRating, 5 stars5 days ago
I enjoyed my stay at Kathleen’s rental. Communication was proactive, quick and clear. It was close to my daughter’s school which was super convenient. I definitely recommend this location/AirBnB. It was clean and private. I appreciate the attention to detail. I will be a regular going forward. Thank you thank you.
Guest favorite
Guest suite in Winston-Salem
4.99 out of 5 average rating, 190 reviews

Buena Vista In-laws suite

DamonRating, 5 stars5 days ago
We really enjoyed our stay at Brad’s. Looking forward to future stays.
Guest favorite
Guest suite in Winston-Salem
4.94 out of 5 average rating, 121 reviews

Entire COZY Unit - 3 min walk to WFU.

MarthaRating, 5 stars1 week ago
I hate to promote this little gem too much as I loved staying here and will need it again: neat, very cozy, lovely, close to Wake Forest. Came in the night of and Thao could not have been more accommodating!
Guest favorite
Guest suite in Winston-Salem
4.99 out of 5 average rating, 267 reviews

Private, Peaceful, Green Hideaway 6 Minutes to WFU

JeffRating, 5 stars2 weeks ago
I can't say enough good things about our stay here. David greeted us upon our arrival, and he is a very gracious host. He made us feel more than welcome in his home, and he gave a us a brief tour of our space, which basically is a studio apartment. After staying in hotels during previous trips we've taken in the past year, the wife and I were pleasantly surprised how nice and clean the place was. There was a coffee setup, various snacks, which of course we took advantage of, and even bottled water in the mini fridge. The internet was fast, and TV channel selection was more than adequate, and the bed was super comfy. We needed nothing as everything you would want, or need was provided for us. I can honestly say that when we book our next trip to Winston-Salem, I will check first if Davids's space is available again. After staying here, I think staying anywhere else would be a letdown.
Guest favorite
Cabin in Ardmore
4.89 out of 5 average rating, 821 reviews

Log Cabin in the city, w/Brewery Tour and Tasting

ShaelynRating, 5 stars3 days ago
Great place to stay in downtown Winston-Salem! You can watch TV using Hulu, Netflix, etc. This BnB is only a 5 minute drive to the downtown breweries and restaurants & it’s pet friendly. Will stay here again if we visit Winston!
Guest favorite
Guesthouse in Winston-Salem
4.95 out of 5 average rating, 353 reviews

Studio 1BR near WFU

NatalieRating, 5 stars5 days ago
my partner and I really enjoyed our time here. its a small yet spacious house that was perfect for us. there's no oven but there is a microwave and a stovetop so you're still able to cook many things. Dave was very kind and provided many snacks and drinks which is very kind! the bed is comfortable and the sound system for the TV is very nice so it was really enjoyable watching things. that bathroom is nice and there were plenty of soaps and things provided. Only thing I will say about the shower is that the water heater is small so there's not much time for a hot shower, but it's certainly enough for one person. It's located in a very nice neighborhood as well. I would absolutely stay here again!

Quick stats about vacation rentals in Winston-Salem

  • Total rentals

    990 properties

  • Total number of reviews

    44K reviews

  • Family-friendly rentals

    540 properties are a good fit for families

  • Pet-friendly rentals

    380 properties allow pets

  • Rentals with a pool

    60 properties have a pool

  • Rentals with dedicated workspaces

    620 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Winston-Salem?

    Make yourself at home in Winston-Salem by choosing from our most frequently booked neighborhoods. We have over 250 vacation rentals in Buena Vista, over 440 vacation rentals in Ardmore, over 30 vacation rentals in Salem Gardens, and over 440 vacation rentals in West Salem.

  • Are there vacation rentals with a dedicated workspace in Winston-Salem?

    Yes! Work meets play with ease at over 620 vacation rentals in Winston-Salem featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winston-Salem?

    Four-legged friends are welcome in Winston-Salem. Choose from more than 380 vacation rentals for guests traveling with pets.

  • Are there Winston-Salem vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Winston-Salem, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in condo rentals in Winston-Salem?

    Experience the best of Winston-Salem with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Winston-Salem?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a gym, over 40 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Winston-Salem have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winston-Salem have self check-in?

    Absolutely! We offer over 40 apartment rentals with self check-in in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winston-Salem have a gym?

    Absolutely! We offer over 10 apartment rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly townhouse rentals in Winston-Salem?

    Winston-Salem has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore