Apartment holiday rentals in Winston-Salem

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Top-rated apartment rentals in Winston-Salem

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Top Guest favourite

Apartment in Greensboro

4.98 out of 5 average rating, 325 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

Apartment in Downtown Winston-Salem

4.77 out of 5 average rating, 104 reviews

Location! The Oasis at Camel City Lofts DT/WS/NC

☞ 200 Square foot covered deck overlooking city! ☞ Free Reserved Parking directly in front of apartment for 2 vehicles ☞ 500+ Mbps Wi-Fi ☞ One King Bed Studio with Kitchenette ✭✭✭✭✭ “Jeff, your place is perfect. Don’t change anything!” ☞ One block to Ramkat, Live Music Venue ☞ Self check-in ☞ Work Space with Desk, Office Chair and 40" monitor ☞ Air conditioning 》0.4 miles to Benton Convention Center, 8 min walk 》25 mins to Greensboro, Piedmont Triad Airport 》10 mins to Wake Forest University

Top Guest favourite

Apartment in Pilot Mountain

4.98 out of 5 average rating, 167 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.

Guest favourite

Apartment in Downtown Winston-Salem

4.95 out of 5 average rating, 145 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.

Superhost

Apartment in West Salem

4.82 out of 5 average rating, 707 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!!!

Guest favourite

Apartment in Summerfield

4.88 out of 5 average rating, 165 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!

Top Guest favourite

Apartment in College Hill

4.95 out of 5 average rating, 219 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.

Guest favourite

Apartment in Greensboro

4.96 out of 5 average rating, 255 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.

Guest favourite

Apartment in Winston-Salem

4.97 out of 5 average rating, 116 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.

Top Guest favourite

Apartment in Westerwood

4.97 out of 5 average rating, 270 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

Apartment in Winston-Salem

4.95 out of 5 average rating, 292 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

Apartment in Greensboro

4.89 out of 5 average rating, 157 reviews

Walker Ave: 2bd / 1ba | 1 mi to Coliseum, GAC

Private, spacious apartment with a screened-in porch and updated bath, just 5 minutes from the Coliseum and Aquatic Center. Explore nearby gardens, the arboretum, and a variety of great restaurants. Located in the walkable Lindley Park neighborhood, home to the vibrant Corner of Walker & Elam, featuring a local grocery, coffee shop, and trendy dining spots.