Vacation rentals in Winston-Salem

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Popular amenities for Winston-Salem vacation rentals

Stay near Winston-Salem's top sights

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
Mozelle's Fresh Southern Bistro60 locals recommend

House rentals in Winston-Salem

Guest favorite
Home in Greensboro
4.95 out of 5 average rating, 105 reviews

CasaLuna: Graduation & Summer ready in GSO!

KelseyRating, 5 stars2 months ago
Very nice place. Would definitely stay again. Only issue was with the heat. It was very cold outside when we traveled. If you close the bedroom doors at night, 2 of the bedrooms are freezing cold and the vents do not allow heat into those bedrooms. We slept with the doors open on the second night of our stay and had no issues but something to keep in mind for future travelers.
Guest favorite
Home in Downtown Greensboro
4.92 out of 5 average rating, 25 reviews

Big House Downtown! 6BR 3BTH!

MikeRating, 5 stars1 week ago
2nd time we used this stay for our annual golf trip. Great trip and great stay
Top guest favorite
Home in Winston-Salem
5 out of 5 average rating, 17 reviews

Premium Retreat close to WFU w/ Lvl 2 EV Charger

JamesRating, 5 stars1 week ago
Simply a fantastic property! Close to Wake, 5 minutes from downtown with shops and grocery stores nearby. The home was clean, new, and tastefully decorated. The beds were comfy and bathrooms spacious. I would 100% recommend Richard’s home to anyone visiting Winston Salem.
Guest favorite
Home in Winston-Salem
4.93 out of 5 average rating, 178 reviews

"Deacon House" 3 bedrooms

JonatanRating, 5 stars2 months ago
Very nice place, and at a very short distance from Wake Forest university which is where we spent most of our time. Hosts were very responsive and when we got locked out of the house, they solved the problem very quickly. The last night we saw ants in the kitchen around the trash bin - not a ton as it was cold and snowing outside (not the season) but if they fix that, the rest was just phenomenal. I definitely recommend Ronnie and Renilda's place.
Guest favorite
Home in Winston-Salem
4.84 out of 5 average rating, 114 reviews

Little house by the Coliseum

KennyRating, 5 stars5 days ago
Corey is a great host. Close to everything we needed. Would definitely recommend.
Superhost
Home in High Point
4.92 out of 5 average rating, 61 reviews

Spacious Townhouse In High Point Near HPU & Market

LorraineRating, 5 stars1 month ago
I had a great stay at Chase’s place. We had a bit of an issue when we first arrived, but Chase was very responsive and got it taken care of right away. The place is cute and cozy, and was pretty convenient to where I needed to be. Would definitely book again!
Superhost
Home in Winston-Salem
4.83 out of 5 average rating, 63 reviews

3 bedrooms close to downtown, Hospital & college

TeyahRating, 5 stars1 month ago
I would say me and my family had a great time. We were only supposed to stay for 3 days but end up staying a whole week because we didn’t feel like leaving and how his place felt like home. I was very happy about my stay and I will do it here again.
Guest favorite
Home in High Point
4.83 out of 5 average rating, 155 reviews

Entire house, huge yard, quiet acreage

MichaelRating, 5 stars1 week ago
From our first time walking in the front door we felt at home! Everything was clean and in good repair, the property was nice and relaxing and we made friends with a pair of Canadian Geese! Mike Harrison

Other great vacation rentals in Winston-Salem

Guest favorite
Home in Winston-Salem
4.93 out of 5 average rating, 27 reviews

Peacefulness of Country Club Rd

JeffreyRating, 5 stars6 months ago
Roomy house with all the amenities that we needed. Host was responsive and gave clear instructions. TJ’s hand made ice cream up the street was yummy and we walked the muddy creek trail in the mornings.
Guest favorite
Home in Walnut Cove
4.92 out of 5 average rating, 110 reviews

Modern and Spacious cottage, centrally located

LindseyRating, 5 stars1 week ago
We had a great stay! Lauren’s house was very cute, private, and quiet. Just what we needed during a visit with family.
Top guest favorite
Home in Belews Creek
4.86 out of 5 average rating, 51 reviews

Belews Lake Paradise

LauraRating, 5 stars4 months ago
We LOVED staying in Eli's home. Our son got married this weekend, and we chose his home due to the location and the amenities if offered. It was more beautiful than we imagined! Big wrap around porch, beautiful yard, hot tub, screened in porch, a big screen TV in the living room, and comfortable beds. We felt very much at home and would recommend it to anyone looking for a home to rent in this area.
Guest favorite
Home in Greensboro
4.95 out of 5 average rating, 22 reviews

Vintage Chic Cottage < 1 Mile to UNC Greensboro!

MaggieRating, 5 stars9 months ago
The perfect spot for a long weekend in Greensboro. Very convenient location to the Coliseum, airport, restaurants, coffee shops downtown, museums, everything! We enjoyed relaxing on the front porch in the evenings and taking walks through the lovely neighborhood. We hope to stay here again next year!
Guest favorite
Home in Greensboro
5 out of 5 average rating, 23 reviews

The Gathering Spot | Newly Renovated | 5 Bedrooms

PeterRating, 5 stars1 week ago
Great place for hosting a large group. Love the neighborhood-- took many walks. Very accessible to all of Greensboro. Really enjoyed our stay and would consider it again. Thanks!
Top guest favorite
Home in Greensboro
4.98 out of 5 average rating, 136 reviews

Relax at Beck & Call Sauna, Hot tub, mini-Gym

AllisonRating, 5 stars1 month ago
We loved staying here. The home was extremely clean and the beds were very comfortable. We were able to really relax by using the hot tub and sauna. We enjoyed the chocolates and bottle of wine. The neighborhood was peaceful and quiet. The fenced in backyard was great for our dog. We liked the Host’s guidebook and went to the Greensboro Arboretum which was 10 minutes away. We had one question before we checked in and the Host got back with us very promptly. We hope to stay here again soon.
Guest favorite
Townhouse in Greensboro
4.94 out of 5 average rating, 48 reviews

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

AbigailRating, 5 stars1 week ago
We had a great time staying here, the location is great and super close to anything you’d need. We’d definitely stay again
Top guest favorite
Cabin in Pinnacle
4.97 out of 5 average rating, 145 reviews

Lizard Lookout

RandyRating, 5 stars2 months ago
Thanks for hosting this place! It’s a great secluded spot up the mountain side and we made some good memories!

Quick stats about vacation rentals in Winston-Salem

  • Total rentals

    1K 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 30 vacation rentals in Salem Gardens, over 440 vacation rentals in West Salem, over 440 vacation rentals in Ardmore, and over 250 vacation rentals in Buena Vista.

  • 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.

  • 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 House Rentals in Winston-Salem?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a gym, over 140 homes with self check-in, over 70 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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!

  • 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 house rentals in Winston-Salem?

    Winston-Salem has more than 390 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore