Apartment holiday rentals in Winston-Salem

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.

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.

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

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!

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!

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!

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.

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.

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.