Apartment holiday rentals in Winston-Salem

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Top-rated apartment rentals in Winston-Salem

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Guest favourite
The exterior of a two-story brick building is depicted, featuring a covered deck and a concrete patio area. The structure is surrounded by green grass and pathways, with a mix of stone and brick materials showcasing modern architectural elements.
Flat in Downtown Winston-Salem
4.77 out of 5 average rating, 113 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 ☞ 300+ 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
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.
Flat in Downtown Winston-Salem
4.96 out of 5 average rating, 173 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.
Flat in West Salem
4.82 out of 5 average rating, 719 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
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.
Flat in Winston-Salem
4.85 out of 5 average rating, 137 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!

Top guest favourite
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.
Flat in Greensboro
4.99 out of 5 average rating, 163 reviews

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!

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.
Flat in Summerfield
4.89 out of 5 average rating, 170 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.
Flat in Downtown Winston-Salem
4.87 out of 5 average rating, 113 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!

Guest favourite
The bedroom features a spacious bed with white linens, complemented by two bedside lamps on wooden nightstands. A wall-mounted TV is positioned opposite the bed. Natural light filters through the window blinds, illuminating the light gray shiplap walls and the wooden dresser in the corner.
Flat in Winston-Salem
4.97 out of 5 average rating, 30 reviews

West highland haven

Welcome to your cozy retreat in the heart of Winston-Salem! This charming studio apartment offers modern comfort. Located just minutes from downtown, you’ll have easy access to local attractions and delicious restaurants! The space features a comfortable queen-sized bed, a fully equipped kitchen, and stylish decor. Ideal for solo travelers or couples, this peaceful studio is the perfect base to explore all that Winston-Salem has to offer. We look forward to your stay!

Guest favourite
A sign reading 'Welcome to the Joyful Loft' is displayed prominently, crafted from wood with a black graphic design. The sign is hung on a textured wooden surface, with steps visible in the background leading to the entrance.
Flat in Winston-Salem
4.96 out of 5 average rating, 110 reviews

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.

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.
Flat in Winston-Salem
4.95 out of 5 average rating, 302 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 spacious bedroom features a queen bed with a light throw blanket, complemented by a cozy seating area with a grey chair. A dresser stands nearby, along with a full-length mirror and a television. Natural light enters through the window, adding warmth to the room.
Flat in Ardmore
4.73 out of 5 average rating, 151 reviews

ORCHID OASIS 1-B Apt near Baptist Hospital

This fully furnished historic apartment offers comfortable and relaxed living. This unit sleeps 2 (Queen Bed). There’s free parking in front of unit or behind the property. Enjoy the comfort and privacy you’ll have with this quiet location. Private bathroom, kitchenette with appliances, coffee maker, toaster, and microwave are all available for your comfort, washer and dryer in unit. You’ll also have free Wi-Fi.

Top guest favourite
A serene view of Lake Brandt is captured, surrounded by bare trees and grassy areas. The calm water reflects the clear blue sky, providing a sense of tranquility in the countryside setting.
Flat in Summerfield
4.97 out of 5 average rating, 104 reviews

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.

Popular amenities for Winston-Salem apartment rentals

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Quick stats about flat rentals in Winston-Salem

  • Total holiday rentals

    Explore 170 holiday rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 8,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    170 of Winston-Salem holiday 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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