Vacation rentals in Winston-Salem

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, 292 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.

A living area is presented with a cozy sectional couch facing a coffee table, paired with a small dining table. Light wood flooring is visible, and a staircase with dark steps leads to the upper level. A fire extinguisher is mounted for safety.

4.91 out of 5 average rating, 107 reviews

Camel City Hideaway

Welcome to your home away from home! Our stylish and centrally-located space is designed with comfort and convenience in mind. Whether you're in town for business or leisure, you'll love our prime location. Our cozy place features all the amenities you need to feel right at home, including a fully equipped kitchen, hotel-quality linens, a spacious living room, and a dedicated work area. We also provide toiletries in case you forgot. We aim to make your stay in Winston-Salem a memorable one!

Apartment in 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, 137 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, 159 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.

A single-family ranch home is showcased with a stone accent exterior, surrounded by well-maintained landscaping. A paved driveway leads to the entrance, while trees and flowering plants add natural beauty to the front yard.

4.98 out of 5 average rating, 112 reviews

Elegant Pet Friendly Ranch close to everything!

Our sun filled updated 1950's single family ranch home in a quiet and beautiful neighborhood has all the comforts needed for a long or short stay. Fabulous location-just minutes to multiple universities, hospitals, historic sites and downtown Winston-Salem. Nearby are plenty of restaurants, shopping and recreational parks. Piedmont Triad Airport in Greensboro is 35 minutes away. ***ALLERGY ALERT*** I do have the house professionally cleaned but dogs and cats do stay here occasionally.

4.97 out of 5 average rating, 168 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.

4.96 out of 5 average rating, 501 reviews

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

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.

4.97 out of 5 average rating, 117 reviews

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

“Home” on the Road!

Have fun with the whole family at this stylish apartment situated on a beautiful 3.5 acre property! Massive walk in tiled shower with multiple shower heads. Friendly dogs allowed for $35 a dog. No more than 2 dogs. Must be left in a crate if left in apartment alone. We have a large crate available to use. We have a SUPER friendly 2 year old poodle/border collie mix that will greet you!

4.89 out of 5 average rating, 283 reviews

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

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.

4.97 out of 5 average rating, 426 reviews

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

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.

Guest suite in Winston-Salem

A cozy bedroom features a king bed with a textured gray blanket and decorative pillows, including a navy blue option. A light wooden nightstand and a round mirror complement the dark accent wall. Natural light enters through a window, enhancing the inviting space.

5 out of 5 average rating, 204 reviews

Good View In-laws suite

Newly refreshed second-story In-Laws suite above a detached garage. The suite includes hardwood floors, full kitchen, king bed, and a separate living room area. Located on a gated 1/2 acre property on the edge of Winston's highly desirable Buena Vista neighborhood. Guests can use courtyard area for eating, working or talking.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Winston-Salem vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Winston-Salem house rentals

The cozy bedroom features a spacious bed with a white comforter and decorative pillows. Two windows allow natural light to brighten the space. A small lamp and nightstand provide essential bedside furnishings, complemented by a colorful area rug underfoot.

4.9 out of 5 average rating, 136 reviews

The Morning Star Lofts

A compact kitchen space is highlighted by a colorful rug featuring playful designs. Modern black cabinetry is paired with stainless steel appliances, including a refrigerator and stove. A small breakfast bar with stools is positioned beside the window, offering ample natural light.

4.83 out of 5 average rating, 237 reviews

Tiny tiny house from 1930 near Wake

The main bedroom features a sizable bed with a dark gray throw and neatly arranged towels. Two bedside lamps provide soft illumination beside the bed. The room is complemented by two framed artworks, and a bathroom with glass door access is visible in the background.

4.96 out of 5 average rating, 185 reviews

Beautiful 2 BR home with Office and Game Room

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.

4.92 out of 5 average rating, 191 reviews

"Deacon House" 3 bedrooms

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.

4.99 out of 5 average rating, 197 reviews

The Zen Ranch - Spacious Layout with Modern Decor

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.

4.89 out of 5 average rating, 301 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

4.95 out of 5 average rating, 128 reviews

The charming exterior of a single-story home is presented, featuring a bright red front door. Flanking the entrance are two symmetrical windows, while landscaped bushes and a path lead to the porch. A tree provides shade, enhancing the welcoming appearance.

Home in West Salem

The Walnut Cottage. Charming! Near Everything!

An open living space showcases a comfortable red leather sofa facing a modern kitchen with stainless steel appliances. Dark wood shelves hold decorative items, while a dining table with four chairs is positioned nearby. Warm hardwood floors and exposed brick walls enhance the vintage feel.

4.97 out of 5 average rating, 110 reviews

Vintage Modern Synthesis in the Heart of W-S

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Other great vacation rentals in Winston-Salem

Apartment in Winston-Salem

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.

4.93 out of 5 average rating, 621 reviews

Urban oasis in downtown W-S; sparkling clean

5 out of 5 average rating, 23 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

The living room features a spacious couch adorned with colorful cushions, complemented by a wooden coffee table. A flat-screen TV is positioned nearby, surrounded by a collection of books. A dining table for four is illuminated by natural light from the window.

5 out of 5 average rating, 60 reviews

Updated 1BR cottage on private acre+ lot

4.95 out of 5 average rating, 170 reviews

The cozy living area features a red couch and a wooden coffee table, surrounded by a dining table for four. Natural light enters through the sliding glass door leading to the balcony. Unique wall art and lamps add character to the space.

Condo in Winston-Salem

Heart of Downtown - Balcony! The Frequent Flyer!

4.98 out of 5 average rating, 99 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

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

4.77 out of 5 average rating, 90 reviews

Zen 1-Bed Oasis in Historic Downtown Winston-Salem

4.97 out of 5 average rating, 77 reviews

The cottage exterior features a bright blue door with a pineapple motif, complemented by blue shutters on the windows. The light-colored siding is surrounded by greenery, showcasing the peaceful wooded setting. A welcoming entrance is marked by a covered porch.

Cottage in Winston-Salem

Sleepy Bee Cottage, simple charms, near WFU

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.