Apartment holiday rentals in Winston-Salem

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!

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

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.

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!!!

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!

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!

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.

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.

The Joyful Loft Apartment! Private Studio Retreat

Welcome to the Joyful Loft, a stylish and private studio retreat designed for comfort and convenience. Nestled above the garage with its own dedicated entrance, this cozy space offers complete privacy while still being close to everything Winston‑Salem has to offer. The separate entrance and private staircase, make the loft feel like your own personal hideaway. The Joyful Loft combines style, convenience, and a welcoming atmosphere.

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.

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.

Lakeside Stay - Dog Friendly w/ Kitchenette

Newly renovated space. Located just outside of the Greensboro city limits, 15 minutes from PTI airport yet a country setting making you feel miles away. Not far from great restaurants, breweries, and shopping, and for the outdoor enthusiasts, numerous hiking trails, mountain biking trails, and lakes for fishing and kayaking. Free Pickleball Courts 2 miles away.