
Vacation rentals in Winston-Salem
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Top-rated vacation rentals in Winston-Salem
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Popular amenities for Winston-Salem vacation rentals
Pet-friendly vacation rentals in Winston-Salem

Cozy 3 Bedroom Home with Fenced Back Yard
This is our second stay here and love the place. It has the older home charm that is so tastefully decorated. The kitchen has it all! Roomy and private. Sitting on the back porch watching the dogs run around the back yard is great! The fenced yard is large and very cleared our and safe for the pups, mine loved it! I could go on and on but find out for yourself! You may even make a sweet friend next door! Such a personable person!

Courtyard Cottage Safe Parking! No pet fees!
place was very nice quiet bed VERY COMFY only thing I found wrong was no washcloths and the water was not hot everything else 5 star

Winston posh bungalow near Wake
Ryan is a great host! Very proactive and he did his best to accommodate us!

“Home” on the Road!
I stayed one night at Peggy’s place during a business trip to Salisbury and had a great experience. The apartment was clean, comfortable, and very quiet — I got a great night’s sleep thanks to the dark, peaceful bedroom. Peggy and Brandon were on the property when I arrived and were super friendly. I was also able to bring my dog, and Peggy was kind enough to allow a late checkout for a small fee so I could leave her in the apartment during my meeting. I’d definitely consider staying here again if I’m in the area.

Cozy Relaxing Retreat Your Charming Tiny Getaway
Our stay at this cozy home was peaceful and relaxing. Our host, Nabil, was very professional and friendly. He was very easy to get in contact with and responded promptly. We enjoyed our time at his tiny nest.

Klump Farm Cabin
If I could rate Gene and Connie's place higher than 5 stars, I would! My husband and I have stayed at several Airbnbs, and this was the BEST, by far. It was the perfect spot for peace and relaxation. The surroundings were magical!

Hillbilly Hideout
The Hillbilly Hideout was perfect for a little weekend away! We loved the space, it was peaceful and cozy.

Cozy chic log cabin overlooking horse pastures
What a beautiful place! Definitely a cool experience to stay in an authentic piece of history- with the necessary climate control and some modern comforts. The farm was peaceful, immaculately kept and just a lovely spot on this earth.
House rentals in Winston-Salem

CasaLuna: Graduation & Summer ready in GSO!
Michelle was very responsive and answered all questions. House looked just like the pictures and was very clean. Great stay.

Big House Downtown! 6BR 3BTH!
2nd time we used this stay for our annual golf trip. Great trip and great stay

Premium Retreat close to WFU w/ Lvl 2 EV Charger
We had an excellent stay at Richard's house. The house was immaculate, comfortable, and well designed - - exactly as pictured. Richard's communication was easy as well and we felt well taken care of.

Quaint 2 bed 1 bath cottage style home
Enjoyed staying here with our pup. It was a beautiful and modernly decorated home, very clean. Excellent check in instructions. The beds were comfortable and the shower was nice and large. Highly recommend if you need a place in the Greensboro, W-S area.

"Deacon House" 3 bedrooms
The house was exactly as described and shown in pictures. Checking in was easy. Great communication. Facilities had good supplies and kitchen appliances. A larger kitchen table would be nice with seating for more than 4 people but was adequate for us. Garage door opener and parking was a big plus.

High Point Hideaway
Justin was great! Very responsive and easy to work with! Felt very at home, very peaceful and safe feeling! I’ll stay here again without hesitation

Spacious Townhouse In High Point Near HPU & Market
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!

3 bedrooms close to downtown, Hospital & college
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.
Vacation rentals with jacuzzis in Winston-Salem

Belews Lake Paradise
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.

Luxe Hot Tub 4BR: Ideal for Market, HPU & Families
What a beautiful home. Entering into the living room it’s a large space with games and tv and plenty of seating. The kitchen-loved it! Spacious, clean and bright. Had everything we needed! I loved the way each room was decorated in its own style with tons of bed pillows and comfortable beds! Going out into the backyard you wouldn’t know you were on a main road. Table with umbrella, hot tub (we didn’t use that) and several Adirondacks to sit by the fire pit! We enjoyed our time sitting outside with family talking away! Bring your own firewood though, none on site. We loved our stay and definitely would stay again! Walking distance to Brown Truck, Sweet Old Bills, Blue Bourbon Jacks! Close to everything! We were there for High Point graduation & it was a perfect location! Benjamin and Ali were both quick to respond to any questions we had. Very attentive. Need to bring your own foil, plastic wrap, sandwich bags if you need them. Oh! And the coffee bar set up was great too!

Cozy King Blue H2O Staycation , Pool & Hot Tub
This is a great space. We stayed here due to having a surgery early the next morning and wanted to stay close by. It was very relaxing and we felt right at home. The backyard space was AMAZING.

Relax at Beck & Call Sauna, Hot tub, mini-Gym
We had an amazing time! The house was absolutely gorgeous and if we had any questions the host were super responsive! The house made us feel at home and the host left treats that made the stay that much better! We’d definitely come and stay again when back in Greensboro!

Everything You Need
This is great property. Everyone in our group agreed that the beds were very comfortable, hot tub was great, and house had all the things we needed for the weekend. The neighbor is beautiful and well located in Greensboro. Everything was clean and orderly, the water in the showers was hot and we really enjoyed have a screened in porch. One thing to note- the house had 6 heated electric potpourri pots and another 4-5 plug in air fresheners throughout the house which made for a pretty intense smell in the house. The sheets and towels are also washed in a fragranced detergent. It’s a lot if you are used to fragrance-free. The house has 5-6 ceiling fans and enough windows to air out the fragrances after a few hours, having those helped a lot.

Hot Tub Hideaway
Perfect Peaceful Getaway I had a great stay at this tiny house in the woods by the lake. It was the perfect peaceful escape, surrounded by nature and very quiet. The place was clean and had the basics like towels and coffee. The highlight was definitely the hot tub outside—so relaxing! If you're looking for a simple, cozy retreat, this is a great spot. Would stay again!

Cozy renovated 3 bedroom cabin with hot tub
Lovely cabin home, matching decor, fully stocked, comfy mattresses, and great amenities. Felt private but was close to extracurricular activities we had planned (spa, winery, steakhouse). Enjoyed the hot tub and wanted to have smores at the firepit (compliments of the host!) but the windy weather made a fire unsafe. Maybe next time!

Lakefront Home W/Hot Tub
This location was more than expected, quaint and beautiful with such an organic fresh feel. Probably the cleanest Airbnb we’ve ever stayed at!
Quick stats about vacation rentals in Winston-Salem
Total rentals
1K properties
Total number of reviews
44K reviews
Family-friendly rentals
550 properties are a good fit for families
Pet-friendly rentals
390 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
630 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 240 vacation rentals in Buena Vista, over 30 vacation rentals in Salem Gardens, over 450 vacation rentals in Ardmore, and over 450 vacation rentals in West Salem.
Are there vacation rentals with a dedicated workspace in Winston-Salem?
Yes! Work meets play with ease at over 630 vacation rentals in Winston-Salem featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cabin rentals in Winston-Salem?
Experience the best of Winston-Salem with our cabin rentals, starting at about $80 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 40 homes with self check-in, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Winston-Salem?
Four-legged friends are welcome in Winston-Salem. Choose from more than 390 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!
Do house rentals in Winston-Salem have self check-in?
Absolutely! We offer over 140 house rentals with self check-in in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winston-Salem have a gym?
Absolutely! We offer over 40 house rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
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- Hanging Rock State Park
- North Carolina Zoo
- Greensboro Science Center
- Wet'n Wild Emerald Pointe Water Park
- Sedgefield Country Club
- Stone Mountain State Park
- Starmount Forest Country Club
- Pilot Mountain State Park
- High Meadows Golf & Country Club
- Old Town Club
- Divine Llama Vineyards
- Old Beau Resort & Golf Club
- Mooresville Golf Course
- Dan Nicholas Park
- Lazy 5 Ranch
- Gillespie Golf Course
- Olde Homeplace Golf Club
- Lake Norman State Park
- Roaring Gap Club
- Meadowlands Golf Club
- International Civil Rights Center & Museum
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