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

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

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 exterior of the cottage is visible, showcasing a charming garden courtyard with various plants and trees. A brick pathway leads to the entrance, along with a unique swing and outdoor decor. Soft lighting and a welcoming atmosphere can be seen throughout the space.
Guesthouse in Winston-Salem
4.93 out of 5 average rating, 846 reviews

Courtyard Cottage Safe Parking! No pet fees!

VaughanRating, 5 stars6 days ago
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
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 stars2 weeks ago
Ryan is a great host! Very proactive and he did his best to accommodate us!
Top guest favorite
Guesthouse in Mocksville
4.97 out of 5 average rating, 115 reviews

“Home” on the Road!

JaimeRating, 5 stars1 week 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.
Guest favorite
A fenced yard surrounds a cozy tiny house, complemented by a mature tree providing shade. A wooden deck is visible, offering additional outdoor space. Lush greenery and trees create a natural backdrop, enhancing privacy and tranquility in this outdoor setting.
Tiny home in Greensboro
4.84 out of 5 average rating, 208 reviews

Cozy Relaxing Retreat Your Charming Tiny Getaway

SharonRating, 5 stars2 days 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
Cabin in Lexington
5 out of 5 average rating, 104 reviews

Klump Farm Cabin

AnnaRating, 5 stars5 days ago
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!
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 stars2 weeks 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, 108 reviews

CasaLuna: Graduation & Summer ready in GSO!

CourtneyRating, 5 stars3 weeks ago
Michelle was very responsive and answered all questions. House looked just like the pictures and was very clean. Great stay.
Guest favorite
The open living area features a comfortable seating arrangement with a gray sofa and modern decor. A well-lit dining nook with a built-in bench and stylish table is positioned nearby. The polished wooden floor enhances the spacious feel of the room.
Home in Downtown Greensboro
4.92 out of 5 average rating, 25 reviews

Big House Downtown! 6BR 3BTH!

MikeRating, 5 stars4 weeks ago
2nd time we used this stay for our annual golf trip. Great trip and great stay
Top guest favorite
A modern living area is showcased, featuring a comfortable seating arrangement with a patterned sofa and neutral-toned chairs. A wooden coffee table is centered in the space. The adjacent open kitchen is visible, equipped with stainless steel appliances and light cabinetry, enhancing the airy atmosphere.
Home in Winston-Salem
5 out of 5 average rating, 19 reviews

Premium Retreat close to WFU w/ Lvl 2 EV Charger

AnneRating, 5 stars2 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, 180 reviews

"Deacon House" 3 bedrooms

DavidRating, 5 stars1 week ago
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.
Guest favorite
The image depicts a charming single-family home with blue siding situated on a well-maintained lawn. Trees and shrubs surround the house, contributing to a serene atmosphere. A driveway is visible in front, allowing easy access to the property.
Home in High Point
4.97 out of 5 average rating, 115 reviews

High Point Hideaway

KenRating, 5 stars3 weeks ago
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
Superhost
A spacious living area showcases two reclining sofas in rich brown leather, accompanied by a wooden coffee table with a checkered design. Large windows are adorned with light curtains, allowing natural light to brighten the space. A wall displays the phrase 'Stay awhile' in elegant script.
Home in High Point
4.92 out of 5 average rating, 61 reviews

Spacious Townhouse In High Point Near HPU & Market

LorraineRating, 5 stars2 months 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
A dining area is highlighted by a modern glass table surrounded by black chairs. Elegant red curtains frame the windows, and a piece of wall art featuring a vase and flowers complements the decor. A large refrigerator is positioned beside the table.
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.

Vacation rentals with jacuzzis in Winston-Salem

Top guest favorite
An outdoor deck area features a hot tub and wooden flooring, surrounded by trees. A staircase leads to an upper level of the house, while a rocking chair and additional seating are present, providing a cozy space for relaxation.
Home in Belews Creek
4.87 out of 5 average rating, 52 reviews

Belews Lake Paradise

LauraRating, 5 stars5 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.
Superhost
A private hot tub is situated in the fenced backyard, surrounded by well-manicured grass. The clear blue water reflects the sunlight, offering a relaxing environment for guests to unwind.
Home in High Point
4.88 out of 5 average rating, 129 reviews

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

TracyRating, 5 stars2 weeks ago
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!
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, 278 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

AshleeRating, 5 stars3 days ago
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.
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 stars1 week 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, 17 reviews

Everything You Need

JeffRating, 5 stars3 weeks ago
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.
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 stars3 weeks 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
A hot tub is positioned on a wooden deck, with bubbling water visible. Surrounding trees display autumn foliage, creating a warm atmosphere. The deck features a black railing and overlooks a wooded area, inviting relaxation in a tranquil outdoor setting.
Cabin in Lewisville
4.99 out of 5 average rating, 128 reviews

Cozy renovated 3 bedroom cabin with hot tub

ElizabethRating, 5 stars1 month 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, 17 reviews

Lakefront Home W/Hot Tub

Morgan SRating, 5 stars2 weeks ago
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.

Destinations to explore