
Vacation rentals in Winston-Salem
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Top-rated vacation rentals in Winston-Salem
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Vacation rentals for every style
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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!
What an adorable place! It is sweet and has everything you need. I’d stay there again in a heartbeat!

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
This cabin is fabulous! Every detail has been carefully thought through. It is so very warm, cozy and inviting inside and out. We will definitely come again. The host were friendly and treated us like family.

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
Great hosts and beautiful property! We will definitely stay here again!

Little house by the Coliseum
Corey was such a great host, everything was exactly like it was described! home is a little older and bathroom is fairly tiny. overall a nice stay for a quick trip!

Entire house, huge yard, quiet acreage
The house was very spacious and in a quiet location. It was exactly as described in the listing. It is conveniently located to High Point University and to the Greensboro airport. Chris was very responsive and was easy to work with when we decided to extend our reservation to add an additional day at the last minute. Overall we had a great experience and would stay here again.

Single Family Home in Stokesdale, NC
This is the second time we’ve stayed at Gina’s place. It was absolutely perfect! Not one complaint. It was super cozy and warm because it was so cold! Definitely recommend!
Vacation rentals with jacuzzis in Winston-Salem

Belews Lake Paradise
Perfect location for a family reunion traveling from SC, NC and VA! The property has so much to offer we didn’t need to leave the house. Indoor and outdoor dining and cooking, pool, hot tub, ping pong, covered and uncovered decks, comfortable furniture and all the amenities you need add up to an amazing place. Thank you Eli for everything! We hope to make this an annual event.

Luxe Hot Tub 4BR: Ideal for Market, HPU & Families
Great location, house is nice and they have convenient amenities, very family friendly with a provided play pen and high-chair (that was awesome). Well stocked kitchen with basics for simple food prep. Bedroom layout and number of beds is great. Overall a good experience.

Cozy King Blue H2O Staycation , Pool & Hot Tub
Responds quickly, beautiful suite and a beautiful backyard. Looks just like the photos

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
The house was just like the photos. The neighborhood is beautiful and safe. Zakiyyah was very responsive and helpful.

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
The home and lake were even more beautiful than pictured. Everything was spotless inside. Meg was kind and very responsive!
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 450 vacation rentals in Ardmore, over 30 vacation rentals in Salem Gardens, over 450 vacation rentals in West Salem, and over 240 vacation rentals in Buena Vista.
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 hotel rentals in Winston-Salem?
Experience the best of Winston-Salem with our hotel rentals, starting at about $90 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 140 homes with self check-in, over 40 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 condo rentals in Winston-Salem have self check-in?
Absolutely! We offer over 10 condo 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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- North Carolina Zoo
- Hanging Rock State Park
- Wet'n Wild Emerald Pointe Water Park
- Greensboro Science Center
- Pilot Mountain State Park
- Sedgefield Country Club
- Stone Mountain State Park
- High Meadows Golf & Country Club
- Old Beau Resort & Golf Club
- Starmount Forest Country Club
- Old Town Club
- Mooresville Golf Course
- Roaring Gap Club
- Divine Llama Vineyards
- Dan Nicholas Park
- Olde Homeplace Golf Club
- Lazy 5 Ranch
- International Civil Rights Center & Museum
- Lake Norman State Park
- Gillespie Golf Course
- Meadowlands Golf Club
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