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Apartment vacation rentals in Winston-Salem

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Top-rated apartment rentals in Winston-Salem

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Top guest favourite
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.
Apartment in Greensboro
4.98 out of 5 average rating, 328 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.

Guest favourite
A historic manor is framed by lush greenery, featuring grand columns and a wide front porch. Large windows reflect natural light, while the rounded bay adds architectural interest to the exterior. Well-maintained landscaping surrounds the house, enhancing its inviting presence.
Apartment in Greensboro
4.88 out of 5 average rating, 117 reviews

Quaint Studio in Timeless Manor Estate

Welcome to our cozy micro apartment attached to a historic manor. The apartment offers a comfortable and private stay, perfect for solo travelers or couples. While you'll enjoy your own space, please note that we are a family with children and protective dogs living in the manor. We do our best to keep noise to a minimum, but you'll likely hear us living our day-to-day life, especially during waking hours. If you're seeking a quiet, historic escape with a touch of home, this is the perfect spot!

Guest favourite
A dining area is highlighted by a circular table surrounded by four upholstered chairs. A soothing blue mural featuring wave patterns decorates the wall, while a small green plant adds a touch of nature. A pendant light with three bulbs hangs above the table.
Apartment in Winston-Salem
4.97 out of 5 average rating, 100 reviews

The Foothills in Downtown WS! Renovated | King Bed

Your downtown getaway awaits at the SUMMIT @ West End! Walk to endless restaurants, bars, shops & entertainment throughout beautiful, downtown Winston! Relax in our fully renovated space, designed with comfort & creativity in mind. Enjoy on-site parking & laundry, deluxe coffee/tea station, premium KING mattress & linens, smart TVs in living room & bedroom, high-speed Wi-Fi & more! 3 min to Millennium Center 5 min to Wake Forest Baptist Health 7 min to LJVM 8 min to Novant Health 8 min to WFU

Top guest favourite
Apartment in Pilot Mountain
4.98 out of 5 average rating, 170 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.

Top guest favourite
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 Downtown Winston-Salem
4.95 out of 5 average rating, 153 reviews

K obscura

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.

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 West Salem
4.82 out of 5 average rating, 708 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! The unit can be COLD!! No thermostat!!!

Top guest favourite
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
4.89 out of 5 average rating, 166 reviews

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!

Guest favourite
A spacious living area is highlighted by a comfortable gray sofa adorned with striped cushions. A wooden coffee table sits in front, with a colorful area rug beneath. Nearby, a dining table accompanied by chairs is visible, along with art pieces on the walls, enhancing the open ambiance.
Apartment in Downtown Winston-Salem
4.86 out of 5 average rating, 102 reviews

Luxury Downtown Loft

Enjoy a stylish experience at this centrally-located place. 3rd Floor urban loft in a secure, historic building in heart of downtown full of natural light, bright decor, and polished hardwood floors. Loft is just steps from Aperture theatre, 4th Street restaurants, the Stevens Center, and lots of shopping. Easy walk to everywhere downtown, and many ways to get to Wake quickly. Full of supplies and amenities - an oasis for business travel, vacation, or anything in between!

Top guest favourite
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.
Apartment in Greensboro
4.96 out of 5 average rating, 261 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.

Top guest favourite
The charming exterior of the home is illuminated by warm string lights, highlighting the inviting front entrance. A clean pathway leads up to the wooden door flanked by potted plants. Surrounded by lush greenery, a peaceful ambiance is created in this historic neighborhood.
Apartment in Westerwood
4.97 out of 5 average rating, 274 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.

Guest favourite
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.
Apartment in Winston-Salem
4.95 out of 5 average rating, 295 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.

Superhost
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.
Apartment in College Hill
4.92 out of 5 average rating, 417 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.

Popular amenities for Winston-Salem apartment rentals

Quick stats about apartment rentals in Winston-Salem

  • Total vacation rentals

    Explore 170 vacation rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 9,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    170 of Winston-Salem vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winston-Salem rentals

  • 4.7 Average rating

    Winston-Salem stays receive an average rating of 4.7 out of 5 from guests

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