Holiday rentals with outdoor seating in Winston-Salem

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Winston-Salem

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A serene bedroom features a spacious bed with a yellow bedspread, flanked by colorful pillows. Natural light filters through large windows with blinds, illuminating the room's decor. A cozy chair and small lamp are positioned nearby, accentuating the room's inviting atmosphere.
Home in Winston-Salem
4.9 out of 5 average rating, 106 reviews

West End Gem - Large 1 Bed/1 Bath Near Everything!

Newly renovated 1 bed, 1 bath unit in the historic West End neighborhood of Winston Salem. Conveniently located near 2 hospitals, Hanes Park, the YMCA, the ballpark, and downtown; this place has it all! In addition to historic character and a wraparound porch, you will fall in love with the spacious shower with rainfall and standard shower heads, and sleep well in the large bedroom featuring a pillow top, king size bed and black-out curtains over the bedroom windows. Washer and dryer is included

Top guest favourite
Home in Winston-Salem
4.99 out of 5 average rating, 103 reviews

Serene Salem ~ FirePit, Ping-Pong. Mall. WFU. WSSU

Serene Salem is a destination where great memories are made. Nestled in the heart of Winston-Salem NC, this idyllic retreat provides a delightful escape for families, friends or couples in search of comfort, style and relaxation. Close to local attractions, arts, shopping, dining, and outdoor adventures, including Childress Winery, Wake Forest University, hospitals, and Hanes Mall. Escape to the tranquility of Serene Salem – an unforgettable getaway with outdoor games and a fire pit. Book today

Top guest favourite
A contemporary living area is highlighted by a plush, emerald green sofa adorned with yellow accent pillows. A sleek coffee table sits on a patterned rug, illuminated by natural light from nearby sliding glass doors. Modern decor includes a wall art piece and stylish lighting fixtures.
Home in Winston-Salem
4.96 out of 5 average rating, 102 reviews

Emerald Retreat - Central & Stylish - 2 BR/2 BA

Centrally located, yet away from the hustle and bustle is this contemporary styled condo ideal for families, couples and professionals with downtown, supermarkets, medical centers and great food all just mins away. Nestled within a leafy community, the condo features chic design, spacious living, a fully equipped kitchen, 2 beautiful bedrooms, 2 modern bathrooms and a private patio. You’ll be mins from Hanes Mall, Forsyth Tech, Novant and Wake Forest Medical Center, shops and many restaurants.

Top guest favourite
The charming exterior of a single-story home is presented, featuring a bright red front door. Flanking the entrance are two symmetrical windows, while landscaped bushes and a path lead to the porch. A tree provides shade, enhancing the welcoming appearance.
Home in West Salem
4.94 out of 5 average rating, 154 reviews

The Walnut Cottage. Charming! Near Everything!

Relax in the historic West Salem district. Central to UNCSA, WSSU, WFU, Carolina University, hospitals, downtown, dining, shopping, parks/greenways and 18th century town of Old Salem. Enjoy cozy seating areas, or head out to the patio, relax on the screened porch or grill on the deck. Off street parking, WiFi, smart TVs in each room, updated kitchen with gas range. 2nd living room in mini suite with workspace and Ethernet port. Beds: 2 queens, 1 full and 1 futon. Keyless entry. Washer/Dryer

Guest favourite
A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.
Home in Winston-Salem
4.9 out of 5 average rating, 343 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

Top guest favourite
A spacious suite features a large bed with decorative pillows and a patterned throw. A dresser and chair are positioned near a window, allowing natural light to fill the area. A television and a small table are present, along with a comfortable seating arrangement.
Guest suite in Winston-Salem
4.98 out of 5 average rating, 330 reviews

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

Top guest favourite
A charming 1920s era house is set against a backdrop of colorful autumn foliage. The house features a welcoming porch with stone accents, large front windows, and a well-maintained garden, creating an inviting exterior.
Home in Winston-Salem
4.98 out of 5 average rating, 130 reviews

Dragonfly: 1 Br Garden Apt Near WFU & Baptist Hosp

The "Dragonfly" is a spacious, peaceful 1BR garden terrace apartment (800 sq ft) in one of Winston-Salem’s most desirable neighborhoods. Just 1 mile from Baptist Hospital, 4 miles from Wake Forest University, and 10 minutes from downtown, this light-filled retreat is perfect for medical travelers, university visitors, couples, or small families. Features a king bed, washer/dryer, workspace with fast Wi-Fi, kitchenette, and private patio with garden views. Hi-chair & Packngo for families

Guest favourite
The main bedroom features a sizable bed with a dark gray throw and neatly arranged towels. Two bedside lamps provide soft illumination beside the bed. The room is complemented by two framed artworks, and a bathroom with glass door access is visible in the background.
Home in Winston-Salem
4.96 out of 5 average rating, 207 reviews

Beautiful 2 BR home with Office and Game Room

This beautifully decorated 2 bedroom home, part of a duplex, comes with high-speed Internet and Wi-Fi. It includes an office and a game room. It is near shopping, hospitals, and the rest of the Winston-Salem scene. The kitchen has all the tools needed to prepare your favorite meals. The TV in the living room includes Disney+. Everything except the game room is on the main level. The back deck is ready for hosting a barbecue, with a view of the backyard and adjoining green space.

Top guest favourite
Cottage in Winston-Salem
4.98 out of 5 average rating, 118 reviews

Sleepy Bee Cottage, simple charms, near WFU

It feels like the countryside within city limits on shared property with owners home. The cottage has views of the acre+ woodland behind and a garden in front. Beyond the property there is a Duke Power easement and a ravine. There is ample, well-lit parking and a fenced dog yard. There is a small seating area out front under the shade of a dogwood tree. Smoking is NOT allowed on the property. Additional fees will be charged for violation of this rule.

Top guest favourite
An inviting kitchen area features modern appliances, including a stainless steel refrigerator and microwave. A granite-topped island with two black stools provides space for dining or preparation. Wooden shelves showcase dishware against a white tiled backsplash, complemented by warm wood cabinetry and natural light from a window.
Guest suite in Ardmore
4.98 out of 5 average rating, 114 reviews

Bright and refreshing apartment in Ardmore

Our studio apartment is located in the heart of Historic Ardmore. We are 5 minutes from both Novant and Atrium (Baptist) hospitals, 7 minutes from downtown Winston Salem and 10 minutes from Wake Forest University. The apartment is totally private, quiet and furnished to be comfortable for either a short or long term stay! Enjoy our safe, walkable neighborhood as well as easy and close access to the major highways.

Guest favourite
A vibrant entrance hallway is adorned with a large floral mural painted in warm tones of orange, green, and blue. A modern dark door serves as the focal point. Soft lighting from a nearby wall sconce highlights the artistic elements, enhancing the space's unique character.
Hotel room in Winston-Salem
4.92 out of 5 average rating, 198 reviews

🌹Rose Room Apartment, West Salem Art Hotel

Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is in a 1931 historic brick building, a stone's throw from Downtown Winston-Salem and a 3-minute walk to Truist Ballpark! It is so close to downtown without all the city noise, and it is located in the middle of a peaceful urban garden! Free Parking! A short walk away from W-S's best eateries/entertainment! Private, unique, and Clean!

Top guest favourite
Cottage in Advance
5 out of 5 average rating, 231 reviews

Rocky Knoll Hideaway | Visit Family | Quiet Escape

Welcome to Rocky Knoll Hideaway — your peaceful home base for visiting family, relaxing, and recharging. Tucked among the trees, this cozy private cottage offers the perfect blend of quiet seclusion and convenient access to the area. Whether you’re here for a weekend visit, a holiday stay, or just a break from the busy pace of life, Rocky Knoll Hideaway offers a warm, welcoming place to land.

Popular amenities for outdoor seating rentals in Winston-Salem

When is the best time to visit Winston-Salem?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$139 SGD$137 SGD$139 SGD$157 SGD$163 SGD$150 SGD$159 SGD$161 SGD$158 SGD$180 SGD$166 SGD$161 SGD
Avg. temp4°C6°C10°C15°C20°C24°C26°C25°C22°C16°C10°C6°C

Quick stats about holiday rentals with outdoor seating in Winston-Salem

  • Total holiday rentals

    Explore 340 holiday rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 21,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    340 of Winston-Salem holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winston-Salem rentals

  • 4.9 Average rating

    Winston-Salem stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore