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 West Salem, over 450 vacation rentals in Ardmore, over 240 vacation rentals in Buena Vista, and over 30 vacation rentals in Salem Gardens.

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 400 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!

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 Condo Rentals in Winston-Salem?

Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 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 30 house rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in Winston-Salem have wifi?

Absolutely! We offer over 170 apartment rentals with wifi in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Winston-Salem

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winston-Salem

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table with a geometric pattern is positioned in front, complementing the beamed ceiling. A view of the kitchen area is visible through an archway, enhancing the open floor plan.

Home in Winston-Salem

4.99 out of 5 average rating, 185 reviews

The Zen Ranch - Spacious Layout with Modern Decor

1960s ranch style home on 2 acres with 2,400ft² interior. This home has been fully remodeled with a large open floor plan and all modern amenities and decor. With ample yard and patio space, large bedrooms, bonus room and 3 full bathrooms there is plenty of space to spread out. • Abundant Natural Lighting • Backyard w/ patio + fire pit + hammocks • Comfy Beds • Fully stocked Chefs Kitchen • Large Private Deck + BBQ grill • Indoor fireplace • 400Mps WiFi • 3 x 4K TVs w/ Disney, Netflix & Prime

Guest favorite

A vibrant outdoor space features several tables and umbrellas in blue, pink, and red shades. Green vines cascade from the second-floor balcony, complemented by a large red umbrella, creating a refreshing atmosphere. The textured white wall serves as a backdrop for this inviting area.

Apartment in Winston-Salem

4.97 out of 5 average rating, 126 reviews

K-Obscura, Romantic Downtown loft

Historic loft in Downtown Winston Salem's Innovation Quarter. Located above Krankies Coffee near WFB Medical School and Bailey Park.Short walking distance to several restaurants and bars. This space has private entrance and patio. Includes complimentary coffee and treat at Krankies. Quiet for a downtown spot with the exception of an occasional train passing through adjacent lot. Includes deep soaking tub, mini-kitchen and comfy king size bed. Space is accessed via stairs. Parking included.

Top guest favorite

A recreational area features a spacious pool table centered beneath three pendant lights. Surrounding walls display various signs and memorabilia, including a dartboard. Two high-backed chairs are positioned at the side, and natural light filters in through a window with closed blinds.

Guest suite in Winston-Salem

4.99 out of 5 average rating, 585 reviews

The Man Cave

The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV & DirecTV satellite cable, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for a couples get away, solo adventurers, and business travelers looking for a unique 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, 292 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

Top guest favorite

A spacious suite features a large bed with decorative pillows and a patterned throw. A dresser and chair are positioned near a window, allowing natural light to fill the area. A television and a small table are present, along with a comfortable seating arrangement.

Guest suite in Winston-Salem

4.99 out of 5 average rating, 289 reviews

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

Guest favorite

A comfortable living room features a light-colored sofa set with decorative cushions. A central ottoman sits atop a soft area rug. Large windows allow natural light to brighten the space, complemented by the soft illumination from a ceiling fan. Potted plants add a touch of greenery.

Condo in Winston-Salem

4.91 out of 5 average rating, 448 reviews

Sanctuary – 1bedroom & 1bathroom

My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

Top guest favorite

A spacious bathroom features a large jetted tub set against bay windows, providing natural light. Dual sinks are positioned on a granite countertop, while a potted plant adds a touch of greenery. Black and white patterned flooring contrasts with the light-colored walls.

Guest suite in Winston-Salem

4.95 out of 5 average rating, 151 reviews

Entire COZY Unit - 3 min walk to WFU.

Welcome to your cozy - little net. Please keep in mind that this unit is attached to our house (we shared a wall - different entrance). Everything showed in the pictures will be all yours (Master bedroom, Study room - living room Space, and an extraordinary bathroom). When staying at our place, you are: - 3 min drive (10min walk) to WFU Campus. - 5 min drive to Downtown. - 3 min WALK to Stadiums and Restaurants. - 10min drive to Wake Forest Baptist Hospital. - Reynolda House museum.

Top guest favorite

The exterior of a charming efficiency apartment is shown, featuring a covered porch with a welcoming sign. Lattice work accents the porch, while a small stone path leads to the entry. Lush greenery surrounds the building, enhancing its inviting appearance.

Guesthouse in Germanton

4.96 out of 5 average rating, 492 reviews

Mel’s country cottage. Country life near the city.

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Top guest favorite

A charming cottage showcases a white exterior with black shutters and a welcoming front porch. Lush greenery and flower beds are visible, along with a red brick pathway leading to the front door. Large windows allow natural light to enhance the exterior.

Home in Ardmore

4.97 out of 5 average rating, 581 reviews

Camel City Cottage - located near the hospitals

Our *non-smoking* home is located in the desirable Ardmore residential area of Winston-Salem...quiet yet still close to many restaurants and shopping. This cottage has all the modern amenities while still retaining it's 1940's cottage charm. The kitchen has been completely remodeled and has all the appliances you would need. The living room and each bedroom have a TV with an antennae and access to your streaming services such as Roku, Prime, and Sling.

Guest favorite

The exterior of the cabin showcases a charming wooden facade, featuring a spacious balcony with wooden railings. Warm lights illuminate the entryway, creating a welcoming ambiance in the forested surroundings. A grassy area is visible in front of the cabin, emphasizing the natural setting.

Cabin in Winston-Salem

4.98 out of 5 average rating, 185 reviews

The Blue Door Cabin

This tiny cabin is brand new and nestled just inside the woods, but only 1/2 mile from I-74 and only 10 min. to downtown Winston Salem, NC. This little cabin was built just for Airbnb guests, it has granite tops, stained concrete floors, a beautiful tiled/stone shower, and will surely help you unwind and enjoy your stay in this delightful space!

Guest favorite

The living room features hardwood floors and light green walls, providing a bright and airy feel. A leather couch faces a coffee table, while a small TV is positioned on a wooden stand. Natural light enters through a window beside the front door.

Apartment in Winston-Salem

4.93 out of 5 average rating, 611 reviews

Urban oasis in downtown W-S; sparkling clean

Top unit of a three-family house, this 1000 sq ft. 2 bedroom, 1 bath apartment is in the heart of downtown Winston-Salem. Please review our house rules before you book. It is an ideal location two blocks away from all of the action of Fourth and Trade Streets, tucked into a funky, tree-lined neighborhood that is quiet and private.

Guest favorite

A cozy living area features a grey sofa adorned with a striped blanket, positioned against a backdrop of vibrant artwork. A wooden coffee table occupies the center of the room, highlighting the warm hardwood floors and natural light flowing through the adjoining spaces.

Bungalow in Ardmore

4.97 out of 5 average rating, 420 reviews

Cozy Ardmore Bungalow

Come explore this renovated 1925 bungalow in the historic Ardmore Neighborhood . This sunlit, plant filled home boasts a modern kitchen with concrete counters, gas stove, and hand built wooden furniture. The fenced backyard features a stone patio with fire pit and grill. Smart TVs in each bedroom and living room. Pets are welcome.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Winston-Salem vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Winston-Salem

Top guest favorite

The exterior of a spacious two-story home features a well-maintained lawn with symmetrical landscaping. Warm lights illuminate the entryway and windows at dusk, showcasing clean architectural lines and a welcoming facade. A patio area is visible to one side, hinting at outdoor living space.

Loft in Ardmore

4.97 out of 5 average rating, 36 reviews

Lovely Ardmore Loft - ~5 Minute Walk to Hospital

Guest favorite

The living area showcases a comfortable sofa facing a modern fireplace, framed by elegant wainscoting. Two plush armchairs are situated across from a round coffee table, with a decorative rug adding warmth to the space. Natural light enters through sheer curtains, enhancing the calm ambiance.

Guest suite in Ardmore

5 out of 5 average rating, 12 reviews

The Ardmore Hideaway

Top guest favorite

An inviting kitchen area features modern appliances, including a stainless steel refrigerator and microwave. A granite-topped island with two black stools provides space for dining or preparation. Wooden shelves showcase dishware against a white tiled backsplash, complemented by warm wood cabinetry and natural light from a window.

Guest suite in Ardmore

4.98 out of 5 average rating, 97 reviews

Bright and refreshing apartment in Ardmore

Top guest favorite

A combined living and dining area features a leather couch and two orange chairs. A flat-screen TV is mounted above a fireplace, with soft lighting provided by recessed fixtures. The space is accented by a patterned area rug and large windows allowing natural light.

Cottage in Winston-Salem

5 out of 5 average rating, 39 reviews

Buttercup Hideaway; Cozy oasis near WFU & Reynolda

Top guest favorite

The modern farmhouse exterior features a stepped roof with a metal finish, complemented by inviting covered porches. Lush greenery and ornamental plants line the pathway, while a broad grassy area extends, providing a serene connection to nature.

Home in Lexington

4.98 out of 5 average rating, 111 reviews

Duke's Place - Tranquil Farmhouse Retreat

Guest favorite

The kitchen features rustic wooden cabinetry and a large central island with matching wooden benches. Stainless steel appliances are included, with a microwave and stovetop visible. Pendant lights illuminate the space, creating a warm and welcoming atmosphere.

Cabin in West Salem

4.89 out of 5 average rating, 839 reviews

Log Cabin in the city, w/Brewery Tour and Tasting

Guest favorite

A cozy bedroom is presented with light-colored walls and plush carpet. A spacious bed adorned with a soft blanket sits in the center, flanked by nightstands. Natural light filters through two windows, while a seating area with a small couch enhances the comfort of the space.

Home in Ardmore

4.97 out of 5 average rating, 30 reviews

Quiet & Cozy Ardmore Home ~ Pet Friendly

Guest favorite

The master suite features vaulted ceilings and triple windows that allow natural light to fill the space. A blend of comfortable seating, including a couch and chairs, complements the wooden flooring. Artwork adorns the walls, adding a personal touch to the room.

Farm stay in Winston-Salem

4.93 out of 5 average rating, 27 reviews

Rooster's Rest, a peaceful farm in the city

Show all

Quick stats about vacation rentals in Winston-Salem

Total rentals
1K properties
Total number of reviews
46K reviews
Family-friendly rentals
560 properties are a good fit for families
Pet-friendly rentals
400 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 450 vacation rentals in West Salem, over 450 vacation rentals in Ardmore, over 240 vacation rentals in Buena Vista, and over 30 vacation rentals in Salem Gardens.
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 400 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!
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 Condo Rentals in Winston-Salem?
Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 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 30 house rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Winston-Salem have wifi?
Absolutely! We offer over 170 apartment rentals with wifi in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Winston-Salem

Top-rated vacation rentals in Winston-Salem

Vacation rentals for every style

Popular amenities for Winston-Salem vacation rentals

Other great vacation rentals in Winston-Salem

Quick stats about vacation rentals in Winston-Salem

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore