Apartment vacation rentals in Winston-Salem

Apartment in Pilot Mountain

A cozy living room features a rustic brick wall and dark wooden beams. Two leather sofas are positioned around a wooden coffee table, which holds a decorative basket. Table lamps illuminate the space, creating a warm, welcoming environment.

4.98 out of 5 average rating, 161 reviews

Downtown loft with a view of Pilot Mtn

The Cardinal Getaway is nestled in the heart of downtown Pilot Mtn. You can overlook local events from the patio or windows. You can walk to local shops and restaurants. If it's the outdoors, you crave you are just minutes away from the iconic Pilot Mountain as well as other outdoor activities. You will be staying in a historic building that has been renovated into a beautiful two-bedroom loft style apartment. It has a full bath, living room, kitchen, dining, laundry & new Mattress as of 2025.

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, 134 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.

A comfortable living area is presented with a light-colored sectional sofa, accented by pillows. Natural light enters through two windows, adorned with sheer curtains. A ceiling fan offers airflow, while a small table and lamp complete this welcoming space.

4.94 out of 5 average rating, 125 reviews

Cozy Whole in the Wall Unit located Near Downtown

Cozy whole in the wall delight located close to everything downtown Greensboro. The unit is a 2 bedroom 1 bath. You will find all of your basic needs. We are located in a quiet neighborhood which is 1.3 miles from UNCG, 1.7 miles from Greensboro College, 2.1 miles from the Coliseum, and 1.5 miles from Downtown. We love great guest and can't wait for you to stay with us. Message us if you need special accommodations. Have a Blessed Day! Greensboro Short Term Permit #- 24-451

A bright studio apartment features a cozy sleeping area with a queen-sized bed and skylight above. A round dining table and chairs are positioned near a small kitchenette, which includes a mini fridge. Natural light fills the space through angled windows.

4.99 out of 5 average rating, 150 reviews

Tranquility Retreat

Welcome to Tranquility, a studio apt. with Tesla EV charging station. Our cozy (perfect for 1-2 guests), ~300 sq ft well appointed studio is located above a detached garage (with an ultra quiet garage opener) w/separate entrance on the same property as our single family home in Old Irving Park in Greensboro. Enjoy complete privacy in a safe, quiet, wooded setting and still be close to restaurants and shopping. Ample parking in the driveway or on the street. We're pet friendly too!

4.88 out of 5 average rating, 164 reviews

The kitchen features light wood cabinetry and blue laminate countertops. Equipped with a full set of appliances including a stove, microwave, and refrigerator, ample workspace is provided. Three bar stools with patterned fabric are situated at the counter, enhancing the inviting cooking area.

Apartment in Summerfield

Cozy Apartment on Mini Farm!

Our space features a queen bed & two sleeper chairs, TV w/ Roku, full kitchen, & bath w/ walk-in tub. This is a MIL apartment attached to our house on 9.5 wooded acres. It is NOT outfitted for children. SMOKING/VAPING IS NOT ALLOWED ANYWHERE ON THE PROPERTY. Long term stays welcome! Convenient to the Triad and points beyond. It's safe & quiet, & you can roam most of the property. Multiple security cameras outside. NEW: Fenced-in yard for off-leash playtime for your dog!

A spacious bedroom features a four-poster bed dressed in deep blue linens. A decorative painting adorns the wall, and an armchair is positioned near a fireplace with intricate blue tiles. A soft area rug covers the hardwood floor, adding warmth to the space.

4.96 out of 5 average rating, 245 reviews

Charming Apartment in Historic Home near Downtown

Quirky apartment in 1902 house in Historic Dunleath district. An easy walk to downtown, restaurants/breweries, baseball stadium. Perfect location on a quiet street of homes from the late 19th and early 20th century. Private apartment with separate entrance. One queen bed and a pull out queen sofa (in a separate room). All linens are line-dried and fragrance-free. Full kitchen with all the necessities. Outdoor patio with table and chairs. Free street parking.

Superhost

A cozy living area features a soft gray sofa with decorative cushions facing a flat-screen TV. A round dining table with matching chairs sits nearby, while a textured area rug adds warmth to the space. Natural light filters in through nearby windows with privacy curtains.

Apartment in Ardmore

4.82 out of 5 average rating, 701 reviews

Cabin apartment in West Salem

Welcome to Winston-Salem! This Apartment is on the LOWER level of my log cabin and sits a mile from downtown! All new appliances and newer mattresses! Cute, and basic for what you will need. Sound travels, so you might hear the upstairs guest walking from time to time. The unit includes two bedrooms with two queen beds with a living room , bathroom and kitchen with its own entrance. I think you will enjoy the space! Any questions please reach out!

Apartment in Winston-Salem

A living area is featured with a modern brown sofa, complemented by a patterned rug and a round wooden coffee table. A large mural depicting mountain silhouettes adds a vibrant touch to the wall. The entrance to a kitchen area is visible in the background.

4.97 out of 5 average rating, 112 reviews

Horizons @ Summit - 2 Kings in Downtown Winston

Your Downtown Winston-Salem Retreat, with the comforts of home and the convenience of being near the best that our city has to offer! Enjoy your stay in our renovated and professionally designed apartment, while having the perk of in unit laundry, high-speed internet, dedicated work space, 2 full bathrooms and a fully stocked kitchen. Smart TVs, black-out curtains, and room to unpack your bags and stay awhile, make your stay even more like home.

A living area features a brown couch and an armchair, complemented by a small pouf and a decorative area rug. Natural light filters through multiple windows, illuminating the space. A television is placed on a low black media console, and green foliage adds a touch of nature.

4.97 out of 5 average rating, 269 reviews

Private Arts & Crafts Charmer Near UNCG, Downtown

Private 1920s Arts & Crafts charmer in historic Westerwood district with keyless entry. Perfect location in a friendly, tree-filled neighborhood. Adjacent to UNCG & Greensboro College. Walking distance to Tanger Center, downtown restaurants, bars, museums, and shopping. Centrally located so easy to get to the International Civil Rights Museum, Coliseum, Science Center, A&T University, Children’s Museum, & pretty much anywhere in the Triad.

Apartment in Winston-Salem

A cozy bedroom is presented, featuring a spacious bed adorned with a rust-colored quilt. A decorative lamp casts light beside a dark wood nightstand, accentuated by sculptural art pieces on display. A soft texture of a woven rug completes the inviting atmosphere.

4.95 out of 5 average rating, 287 reviews

West Salem Art Hotel, "Art"partment #1

Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is located in a 1931 historic brick building only 1 mile from Downtown Winston-Salem! All the conveniences of staying JUST on the outskirts in Historic West Salem, without all the city noise, AND located in the middle of a peaceful urban garden! We are minutes away from the best eateries/entertainment W-S offers! Private, unique, and clean.

A bright bedroom layout is showcased, featuring a spacious bed with a decorative yellow blanket. A work desk with a chair is positioned next to a television. Natural light filters through a large window, which is dressed with yellow curtains, creating a warm and inviting space.

4.92 out of 5 average rating, 406 reviews

1906 Rustic Comfort - Entire Apartment

Welcome to a refuge of rustic comfort! The apartment is all yours with studio bedroom, private bath and kitchenette. All the tech you need with wireless charging, 2 smart TVs and wifi. Great for romance, rest or work. 1 mile from downtown Greensboro. 1 block from UNCG and Greensboro College. 2 miles from Greensboro Coliseum and Greensboro Aquatic Center.

A cozy living room features a light gray sofa adorned with patterned pillows, complemented by a vintage-style armchair upholstered in floral fabric. A round coffee table made from natural wood slices sits in the center, and a blue area rug adds a pop of color to the hardwood floor.