Apartment vacation rentals in Winston-Salem

4.87 out of 5 average rating, 103 reviews

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

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!

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.

4.97 out of 5 average rating, 122 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 complimentary coffee and treat at Krankies. Quiet for a downtown spot with the exception of an occasional train passing through adjacent lot. Includes deep soaking tub, mini-kitchen and comfy king size bed. Space is accessed via stairs. Parking included.

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, 152 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.

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 private rooftop deck is showcased with two wooden chairs facing a sunset view, string lights overhead providing soft illumination. A patterned rug anchors the space, complemented by a small table and potted plants. A barbecue grill and additional seating are also present.

4.85 out of 5 average rating, 124 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, 161 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!

Apartment in College Hill

The exterior of a Victorian house is framed by vibrant autumn foliage. A wide, inviting porch is highlighted with potted plants, and a concrete walkway leads to the front door, flanked by manicured greenery.

4.94 out of 5 average rating, 207 reviews

1906 Victorian Refuge - Entire Apartment

Welcome to Victorian Refuge! The apartment is all yours with bedroom, living room, private bath and kitchen. All the tech you need with wireless charging, smart TV and fiber optic cable wifi. Decor with flavors from France. Great for romance, rest or work. Family friendly, too, with bunk beds. (Pack N Play and highchair available on request.) 1 mile from downtown. 1 block from UNCG and Greensboro College. 2 miles from Greensboro Coliseum and Greensboro Aquatic Center.

4.99 out of 5 average rating, 146 reviews

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.

Apartment in Greensboro

Tranquility Retreat

Welcome to Tranquility, a studio apt. with Tesla EV charging station. Our cozy (perfect for 1-2 guests), 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!

4.96 out of 5 average rating, 234 reviews

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

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 West Salem

4.82 out of 5 average rating, 692 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!

4.97 out of 5 average rating, 266 reviews

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.

Apartment in Westerwood

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.

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.