Vacation rentals in Winston-Salem

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.

5 out of 5 average rating, 200 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

4.89 out of 5 average rating, 854 reviews

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

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

READ ENTIRE LISTING! NO PARTIES/ GATHERINGS. Only the guests on the reservation are allowed to be on my property. I WILL KICK YOU OUT AND CALL THE COPS. I DO NOT PLAY GAMES. The listing is the entire UPPER LEVEL of my log cabin, which is conveniently located less than a mile from Downtown Winston-Salem! The back yard is surrounded by woods and a privacy fence! Great place close to downtown. NO SMOKING of any kind allowed anywhere. Pots and pans are available. No salt and pepper or condiments

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.

4.9 out of 5 average rating, 306 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)

Guest suite in Winston-Salem

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.

4.99 out of 5 average rating, 294 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.

4.91 out of 5 average rating, 453 reviews

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

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.

Apartment in Downtown Winston-Salem

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.

4.95 out of 5 average rating, 144 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 gift card for coffee at Krankies. Note there is a train that passes by a few times a day and at night. We do allow pets but have a fee. Includes deep soaking tub, mini-kitchen and comfy king-size bed. Space is accessed via stairs. Parking included.

Guest suite in Winston-Salem

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.

4.95 out of 5 average rating, 161 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.

4.97 out of 5 average rating, 169 reviews

A comfortable green sofa is positioned opposite a wooden coffee table, which holds several magazines. Above the sofa, framed photographs adorn the wall, while a floor lamp provides lighting. The space is unified with rich wooden flooring and an open layout leading to an adjacent room.

Condo in Winston-Salem

Old Salem Getaway - Visit DTWS via the Strollway

We love our comfy third floor condo with elevator access. Whether you are in town for business or pleasure, this condo fits the bill. Walk to Old Salem, UNCSA, and Salem College. Jog or bike Salem Creek trail, which is at our doorstep. Stroll through Old Salem on your way to downtown’s amazing eateries and breweries. Close by are Wake Forest University, WSSU and downtown Winston-Salem, and hospitals - this condo is central to anywhere in the Winston-Salem area.

4.98 out of 5 average rating, 119 reviews

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

Duke's Place - Tranquil Farmhouse Retreat

Modern farmhouse situated on a spacious lot, offering a perfect balance of privacy and convenience. Located just outside Lexington and Winston-Salem, this property is also a short drive from Greensboro, High Point, and Salisbury, and just about an hour from Charlotte. Fully furnished, spacious fenced-in backyard, large parking area, covered front & back porches—perfect for relaxing, and conveniently close to major cities while enjoying the peace of rural living.

4.98 out of 5 average rating, 100 reviews

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

Bright and refreshing apartment in Ardmore

Our studio apartment is located in the heart of Historic Ardmore. We are 5 minutes from both Novant and Atrium (Baptist) hospitals, 7 minutes from downtown Winston Salem and 10 minutes from Wake Forest University. The apartment is totally private, quiet and furnished to be comfortable for either a short or long term stay! Enjoy our safe, walkable neighborhood as well as easy and close access to the major highways.

Superhost

A cozy bedroom features a wooden bed with a light blue bedding set. A ceiling fan illuminates the space, complemented by two bedside lamps. A piece of artwork depicting birds adds a touch of nature, while natural light enters through a small window.

Condo in Ardmore

4.89 out of 5 average rating, 283 reviews

Charming quiet condo all to yourself

This is a cozy non pet condo for two. Perfect for extended stay hospital visits. Next door to Novant Health care and 1.5 miles from Baptist Hospital. Grocery and restaurants in walking distance. Will meet new guests in person. A few easy steps to the lower level then flat up to the door. Non-smoking. No pets. Contact host in message box for availability.

Apartment in Belews Creek

A charming entrance is framed by lush greenery, leading to a light-colored guesthouse with wooden steps. An archway adorned with red flowers complements the rustic setting, creating a welcoming approach to this tranquil retreat.

4.97 out of 5 average rating, 102 reviews

Cozy Cottage with Hot Tub

Get away and come be still at our unique and tranquil guesthouse tucked away in the peaceful area of Belews Creek. A cute little spot located on our property with access to a fire pit and a hot tub. We are located less than 5 miles from Belews Lake and have space available to park a boat. Please let us know if you have any questions!

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Winston-Salem vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Winston-Salem

Camper/RV in Winston-Salem

The living area features a reclining loveseat positioned beside a table with two chairs. A soft colored rug lies on a dark floor, and natural light is provided through nearby windows. The space conveys a cozy and comfortable environment.

4.88 out of 5 average rating, 56 reviews

The Bus at The Red Barn, farm living in the city

5 out of 5 average rating, 28 reviews

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

The Ardmore Hideaway

A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.

4.97 out of 5 average rating, 60 reviews

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade

Superhost

An inviting living area features a plush blue sofa adorned with patterned cushions. A custom Japanese wall adds a unique touch, while a flat-screen TV is mounted on the wall. The open layout connects seamlessly to a modern kitchen with a dining area.

Apartment in Winston-Salem

4.75 out of 5 average rating, 92 reviews

Zen 1-Bed Oasis in Historic Downtown Winston-Salem

The inviting front porch features a comfortable seating area with a subtle gray swing and a small round table. A ceiling fan hangs above, enhancing outdoor comfort, while the charming entrance door is framed by classic shutters and decorated with plants below.

5 out of 5 average rating, 80 reviews

Bright & Breezy near UNCSA and Downtown

4.89 out of 5 average rating, 36 reviews

A comfortable living area features a green sofa paired with two wicker chairs, positioned around a glass coffee table. A stone fireplace serves as a focal point, while large windows frame the outdoor view, enhancing the natural light in the room.

Apartment in Lewisville

One bedroom studio hosted by Gina

An inviting entryway features original hardwood floors and a classic staircase with wooden railings. Bright light fills the space through large windows. To the side, a view into a cozy living area is visible, enhancing the home's open feel.

5 out of 5 average rating, 16 reviews

Charcoal Cottage-Historic Renovated Winston Home