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Vacation rentals in Winston-Salem

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Winston-Salem vacation rentals

Stay near Winston-Salem's top sights

Reynolda House Museum of American Art42 locals recommend
Benton Convention Center7 locals recommend
Village Tavern6 locals recommend
Whole Foods Market10 locals recommend
Mozelle's Fresh Southern Bistro40 locals recommend
Foothills Brewpub22 locals recommend

Pet-friendly vacation rentals in Winston-Salem

Top guest favorite
A comfortable living room features leather seating and a wooden entertainment unit. Two side tables with lamps flank a cozy chair, providing warm lighting. A decorative painting hangs on the wall, and a small plant adds a touch of greenery. The laminate flooring creates a unified look.
Home in Winston-Salem
4.96 out of 5 average rating, 160 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

ParkaRating, 5 stars1 month ago
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!
Guest favorite
The cozy cottage is illuminated by soft lighting at night, surrounded by lush greenery and well-maintained garden features. Outdoor seating with potted plants sits in the foreground, while the inviting entrance to the cottage is visible through tastefully decorated steps.
Guesthouse in Winston-Salem
4.93 out of 5 average rating, 849 reviews

Courtyard Cottage Safe Parking! No pet fees!

Mary KayRating, 5 stars5 days ago
What an adorable place! It is sweet and has everything you need. I’d stay there again in a heartbeat!
Guest favorite
A well-maintained home is set against a backdrop of trees, surrounded by a lush green lawn. The front features a landscaped garden with shrubs, while dappled sunlight filters through the leaves, creating soothing shadows on the grass.
Home in Winston-Salem
4.81 out of 5 average rating, 203 reviews

Winston posh bungalow near Wake

Luis AlfredoRating, 5 stars3 weeks ago
Ryan is a great host! Very proactive and he did his best to accommodate us!
Top guest favorite
The kitchen features stainless steel appliances, including a refrigerator and stove, alongside a wooden countertop. Open shelving displays dishware and cookware against a light wall. A decorative area rug adds warmth to the wooden floor.
Guesthouse in Mocksville
4.97 out of 5 average rating, 115 reviews

“Home” on the Road!

JaimeRating, 5 stars3 weeks ago
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.
Superhost
The exterior showcases a charming Tiny House nestled among trees. A stone path leads to a welcoming entrance, bordered by a fenced yard. Natural greenery provides a serene backdrop, enhancing the sense of privacy and tranquility surrounding the retreat.
Tiny home in Greensboro
4.82 out of 5 average rating, 209 reviews

Cozy Relaxing Retreat Your Charming Tiny Getaway

SharonRating, 5 stars2 weeks ago
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.
Top guest favorite
A rustic cabin is set amidst trees, featuring a sloped metal roof and stone chimney. A welcoming front porch displays a table and chairs, adorned with potted plants. The surrounding green lawn is complemented by natural landscaping, creating a serene woodland environment.
Cabin in Lexington
5 out of 5 average rating, 106 reviews

Klump Farm Cabin

WyndhamRating, 5 stars3 days ago
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.
Top guest favorite
A charming guesthouse is nestled among trees, showcasing a dark exterior complemented by orange shutters. A walkway leads to the white front door, framed by seasonal plants. Leaf-covered ground adds to the rustic setting, emphasizing the tranquil surroundings of this private retreat.
Guesthouse in Archdale
4.98 out of 5 average rating, 173 reviews

Hillbilly Hideout

SydneyRating, 5 stars1 month ago
The Hillbilly Hideout was perfect for a little weekend away! We loved the space, it was peaceful and cozy.
Guest favorite
The log cabin features a green metal roof and a stone chimney. A welcoming porch is supported by wooden beams and lined with flower baskets. Lush green grass surrounds the structure, complemented by trees in the background, creating a serene outdoor setting.
Cabin in Summerfield
4.94 out of 5 average rating, 270 reviews

Cozy chic log cabin overlooking horse pastures

JosephRating, 5 stars1 month ago
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

Guest favorite
A dining area is presented featuring a long wooden table set for a meal, with plates, glasses, and greenery accents. Four high-backed chairs with leather seats complement the table. Natural light filters in through nearby windows adorned with sheer curtains, illuminating the space.
Home in Greensboro
4.94 out of 5 average rating, 109 reviews

CasaLuna: Graduation & Summer ready in GSO!

CourtneyRating, 5 stars1 month ago
Michelle was very responsive and answered all questions. House looked just like the pictures and was very clean. Great stay.
Guest favorite
The exterior of a two-story house is visible, featuring a large front porch with two white rocking chairs. A manicured lawn and beige siding add to its appearance. A concrete pathway leads to the front door, framed by neatly finished landscaping.
Home in Downtown Greensboro
4.92 out of 5 average rating, 25 reviews

Big House Downtown! 6BR 3BTH!

MikeRating, 5 stars1 month ago
2nd time we used this stay for our annual golf trip. Great trip and great stay
Top guest favorite
A cozy bedroom is highlighted by a spacious bed adorned with layered bedding and decorative cushions. Soft, natural light enters through two windows dressed with lush green curtains, complementing the botanical-patterned wallpaper. Nightstands flank the bed, each topped with a lamp.
Home in Winston-Salem
5 out of 5 average rating, 20 reviews

Premium Retreat close to WFU w/ Lvl 2 EV Charger

AnneRating, 5 stars3 weeks ago
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.
Superhost
A comfortable living space is presented, featuring a light-colored coffee table at the center. A blue armchair and a gray sofa offer seating options. Two mirrors are positioned across from the doorway, while a television is mounted on a stand against the wall.
Home in Kernersville
4.81 out of 5 average rating, 120 reviews

Quaint 2 bed 1 bath cottage style home

LenaRating, 5 stars1 month ago
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.
Guest favorite
A single-family home features a light-colored exterior with blue shutters. A large, attached garage is visible, with a paved driveway leading to it. The front yard is well-maintained, showcasing shrubs and a tree with vibrant autumn foliage.
Home in Winston-Salem
4.93 out of 5 average rating, 181 reviews

"Deacon House" 3 bedrooms

JenniferRating, 5 stars1 week ago
Great hosts and beautiful property! We will definitely stay here again!
Guest favorite
A cozy living area features a comfortable sectional sofa adorned with decorative cushions. A wooden coffee table rests in the center, complemented by a small potted plant. Natural light enhances the space, filtering through sheer curtains alongside darker drapes.
Home in Winston-Salem
4.85 out of 5 average rating, 118 reviews

Little house by the Coliseum

JackieRating, 5 stars1 week ago
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!
Guest favorite
An open-concept living space features a modern kitchen with dark wood cabinetry and stainless steel appliances. A sleek island complements the space, while a cozy seating area includes a spacious couch and two stylish tables. Natural light fills the room through multiple large windows.
Home in High Point
4.83 out of 5 average rating, 156 reviews

Entire house, huge yard, quiet acreage

KelieRating, 5 stars4 days ago
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.
Superhost
The front exterior of the home features a light gray siding with black shutters. A white front door is centered, with two large windows on either side. A wooden porch with steps leads to the entrance, while a stone pathway and landscaping accentuate the entrance area.
Home in Stokesdale
4.89 out of 5 average rating, 150 reviews

Single Family Home in Stokesdale, NC

LizRating, 5 stars5 months ago
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

Top guest favorite
The exterior of a newly renovated two-story home is highlighted, featuring a wrap-around porch and a symmetrical layout. The porch is bordered by manicured shrubs and small trees. Stairs lead to the central entrance, while large windows add natural light to the façade.
Home in Belews Creek
4.87 out of 5 average rating, 53 reviews

Belews Lake Paradise

KristiRating, 5 stars1 month ago
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.
Superhost
A modern dining area features a sleek black dining table surrounded by six chairs. Stylish green accent chairs complement the decor. Bright green wall sconces and a round mirror enhance the ambiance, while framed artwork hangs elegantly on the walls. Natural light enters through a window draped in light curtains.
Home in High Point
4.88 out of 5 average rating, 132 reviews

Luxe Hot Tub 4BR: Ideal for Market, HPU & Families

RichardRating, 5 stars2 weeks ago
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.
Superhost
A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.
Home in Winston-Salem
4.89 out of 5 average rating, 281 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

Eshanti Che'EryahkaRating, 5 stars2 days ago
Responds quickly, beautiful suite and a beautiful backyard. Looks just like the photos
Top guest favorite
A workout room is shown, featuring a wooden sauna with glass doors and a treadmill positioned beside it. Fresh towels are stacked on a shelf nearby, and large windows allow natural light to fill the space, complemented by neutral-colored walls.
Home in Greensboro
4.98 out of 5 average rating, 137 reviews

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

MariaRating, 5 stars3 weeks ago
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!
Top guest favorite
A spacious living area features a large sectional sofa arranged around a wooden coffee table. Natural light flows through tall windows above, highlighting the wooden floor and neutral wall colors. Decorative wall art adds a subtle touch, while a lamp and a plant complete the inviting space.
Home in Greensboro
5 out of 5 average rating, 18 reviews

Everything You Need

MireilleRating, 5 stars1 month ago
The house was just like the photos. The neighborhood is beautiful and safe. Zakiyyah was very responsive and helpful.
Superhost
A wooden deck is shown in the image, featuring two lightweight chairs positioned beside a hot tub. A covered structure is visible nearby, providing a shaded area. Tall trees surround the space, contributing to a serene woodland setting.
Tiny home in Winston-Salem
4.92 out of 5 average rating, 76 reviews

Hot Tub Hideaway

TesheimaRating, 5 stars1 month ago
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!
Top guest favorite
An open living area features a stone fireplace as the focal point, surrounded by large windows that allow natural light to illuminate the wooden walls and ceiling. A cozy seating arrangement, including a dark sofa and coffee table, complements the cabin's rustic charm.
Cabin in Lewisville
4.99 out of 5 average rating, 128 reviews

Cozy renovated 3 bedroom cabin with hot tub

ElizabethRating, 5 stars2 months ago
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!
Top guest favorite
An open living space features large windows that provide serene views of the lake. A comfortable gray sofa is paired with wooden chairs and a dining table. A modern ceiling fan enhances the airy atmosphere, while natural light fills the room.
Home in Walnut Cove
5 out of 5 average rating, 18 reviews

Lakefront Home W/Hot Tub

ZoeRating, 5 stars3 weeks ago
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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