Apartment vacation rentals in Winston-Salem

Apartment in Downtown Greensboro

The front porch features hanging flower pots and a wooden swing with a rustic bench. Lush greenery surrounds the area, while the vibrant red door adds a welcoming touch. The entryway is framed by white siding and a wooden railing.

4.98 out of 5 average rating, 313 reviews

Downtown Remodeled 1906 Queen Anne

Only a few blocks from Tanger Performing Arts Center & 10 min drive to Coliseum and Aquatic Center. Plus, downtown is a walker's dream--craft breweries, restaurants, Civil Rights Museum, grocery, shops & more. Perfect for families & visiting, our downtown private apt is the entire 2nd floor with full kitchen, plus Wi-Fi & premium TV. Separate entry, front porch swing on a quiet dead-end street. Enjoy a walk downtown, and then relax & enjoy your privacy in comfort in a quiet neighborhood setting.

Apartment in Pilot Mountain

The spacious living room features exposed brick walls and dark wood beams. Comfortable leather furniture is arranged around a central coffee table. Natural light filters in through multiple windows, enhancing the inviting atmosphere of the open space.

4.98 out of 5 average rating, 147 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.

A well-lit bedroom features a spacious bed adorned with soft linens and decorative pillows. A cozy chair is positioned nearby, complementing the minimalist design. A flat-screen TV is mounted on the wall, and a kitchenette area is visible, equipped with essential appliances.

5 out of 5 average rating, 19 reviews

Suite 706

Private apartment in beautiful Old Sherwood. Near Wake Forest University It was recently (2023) refurbished with new bath and kitchen. 1st review..."Staying at Larry's was a wonderful experience. Our family of 3 had a great place to rest! The apartment is very comfortable and beautifully furnished. The large refrigerator was great. Larry is the most thoughtful host we have stayed with. Provided a lot of information for our comfort and responded very quickly ." Look forward to our next stay.

Superhost

The exterior showcases a log cabin structure with large screened windows, allowing natural light to fill the space. A bench is placed in front, with a pathway leading to the entrance. Steps ascend to the upper level of the cabin, surrounded by greenery.

Apartment in Ardmore

4.82 out of 5 average rating, 689 reviews

Cabin apartment w/brewery tour and tasting

NO PARTIES OR GATHERINGS! I will kick you out. Welcome to Winston-Salem! This Apartment is on the LOWER level basement of my log cabin and sits a mile from downtown! 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 (one firm, one medium soft) with a living room , bathroom and kitchen with its own entrance. Nothing fancy just an apartment. No parties or gatherings allowed

The open living area features a full-sized futon and a striped armchair, complemented by a wooden coffee table. A small kitchenette is visible in the background, alongside large windows that allow natural light to fill the space. The carpeted floor adds a cozy touch.

5 out of 5 average rating, 274 reviews

Bright & Cozy Upstairs Apartment/Near Downtown

Sunny one-bedroom apartment on 2nd floor of historic home. Close to downtown & WFU/Baptist Hospital. You'll have the whole place to yourself, with a private entrance and coded deadbolt for keyless entry. Open living area with full-sized futon. Kitchen equipped with stove, oven, full-sized fridge & microwave. Coffee, tea, and snacks provided. Separate bedroom with queen-sized bed. Bathroom with full-sized shower/tub and washer/dryer. Off-street parking available. Welcome home!

Superhost

A living area features a brown leather sofa and light blue accent chairs. A decorative wall adorned with butterfly motifs adds character. Natural light floods through multiple windows, illuminating a small desk with a retro radio and a patterned rug on polished wood flooring.

4.84 out of 5 average rating, 121 reviews

West End Wonder! Rooftop Deck, Walk Downtown, 2 QN

Take in the West End neighborhood views from our private rooftop deck! Once you’re settled in, stroll down to some of the best restaurants & shops in downtown. Guests will enjoy our newly renovated apartment which is equipped with high speed WiFi, quality mattresses & linens, smart tv, fully equipped kitchen, & more. We offer a complimentary coffee/tea station & toiletries. Shared washer/dryer on site. Traveling with a group? Our property has 3 units that can be booked individually!

4.88 out of 5 average rating, 24 reviews

A sleek living area is showcased with a light-colored sectional sofa complemented by pastel pillows. A stylish coffee table sits in front, reflecting natural light. Large windows offer views of the surroundings, while soft curtains frame the space. A mounted television is positioned for easy viewing.

Apartment in High Point

Chic Retreat Loft-inspired Mini Condo -Market/HPU

Luxury loft-style mini apartment. Sleep above an art gallery. Light & bright with ultra-premium Tempur-Pedic mattress, high-quality European bed linens, duvet covers and luxe pillows. Stylishly furnished & centrally located-walk to restaurants, less than 2 blocks to Rockers Ball Park & Food Court. 10 minute walk to furniture market, 0.5 mile to HPU. See our sister loft, Unit 203 "Chic Retreat Loft-inspired Mini Condo -Market/HPU", as the units are related and may be rented together!

4.88 out of 5 average rating, 160 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!

4.96 out of 5 average rating, 223 reviews

A cozy living area features a gray sofa with patterned throw pillows and a wooden coffee table. An open doorway leads to a kitchen outfitted with green cabinetry and modern appliances. A small high-top table with two stools is positioned near the kitchen entrance.

Apartment in Greensboro

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.

4.92 out of 5 average rating, 259 reviews

A cozy living area features a comfortable sofa and a wooden coffee table. A large wall-mounted TV displays various streaming options. The decorative fireplace adds a touch of warmth, while a piece of artwork in Italian decor enhances the room's character. Light colors create a welcoming atmosphere.

Apartment in Greensboro

1906 Classic Retreat - Entire Apartment

Welcome to Classic Retreat! This is the Airbnb for QUIET guests. The apartment is all yours with bedroom, living room, private bath and kitchenette. All the tech you need with wireless charging, 2 smart TVs and fiber optic cable wifi. Decor with flavors from Italy. Great for romance, rest or work. 1 mile from downtown. 1 block from UNCG and Greensboro College. 2 miles from Greensboro Coliseum and Greensboro Aquatic Center.

Apartment in Downtown Greensboro

A living area features a mint-green ceiling and walls trimmed in teal. A comfortable sectional sofa in light blue is arranged around a round coffee table. Two dark, upholstered chairs provide additional seating, complemented by artistic wall decor and a vibrant area rug.

4.88 out of 5 average rating, 116 reviews

The Spot. Stunning 1 Bdrm Condo in Downtown GSO.

Enjoy a stylish experience at this centrally-located apartment we call The Spot. The Spot is in the heart of downtown Greensboro near restaurants & bars. There is noise from the nightlife & nearby train. It’s in walking distance to the Carolina Theatre, Tanger Center, Civil Rights Museum. Within 10 mins to NC A&T, UNCG, G’boro Coliseum, & Four Season Mall. The Spot has a fully equipped kitchen with complimentary coffee.

A cozy living area is visible, featuring a plush white couch adorned with decorative pillows. A glass coffee table sits atop a patterned rug, while a lamp casts a soft glow. Artwork hangs on the walls, contributing to the eclectic design of the space.