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.

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Guest favourite

Farm stay in Greensboro

4.96 out of 5 average rating, 214 reviews

Arya’s cottage with a loft & jacuzzi

Adults only, 18&older. No smoking or vaping allowed inside or on premises. Up to 2 dogs welcome for an additional fee. Peaceful and centrally-located place. From your loft bedroom overlook beautiful rolling pastures. Take a stroll on our walking trails or through the woods on the 41 acres, read a book, sit around your fire pit, soak in the private jacuzzi, or head 6 miles to downtown for some nightlife. We do offer a tour and interaction with the animals for an additional fee and scheduled time.

4–11 Sep

$163 SGD per night

Guest favourite

Guest suite in Pfafftown

4.97 out of 5 average rating, 132 reviews

The Colonial Winston-Salem: a boutique guest suite

A beautifully decorated basement suite 15 minutes from downtown Winston, near Lewisville and some of the best wineries! The space is entirely yours, complete with a charming patio, kitchenette, full bathroom, and studio bedroom/living room. Sit out on the patio with a cup of coffee from our fully stocked coffee bar and watch the deer & birds, or grab a book and snuggle in cozy bedding. We are an active family with dogs & kids living upstairs, so we've provided everything you need for quiet!

15–22 Apr

$124 SGD per night

Guest favourite

Home in Winston-Salem

4.92 out of 5 average rating, 193 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 . A fire pit to unwind. Double Hammock & Enjoy a 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)

29 Oct – 5 Nov

$221 SGD per night

Guest favourite

Guest suite in Winston-Salem

4.99 out of 5 average rating, 211 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.

16–23 Nov

$106 SGD per night

Guest favourite

Home in Winston-Salem

4.99 out of 5 average rating, 159 reviews

Salem Twin Deck

Conveniently located in downtown Winston-Salem, this well-maintained cottage built in 1900 includes a recently updated kitchen with island, wood floors, dining room, living room with full futon, washer/dryer, bedroom with queen, beautiful bathroom and walk-in shower. Easy walking distance to downtown restaurants, short drive to WFU main campus, Med School, WSSU and UNCSA. One off-street parking spot available. Self check-in only, but we live next door if you need anything or have questions.

1–8 Aug

$192 SGD per night

Guest favourite

Flat in Winston-Salem

5.0 out of 5 average rating, 246 reviews

Bright & Cozy Upstairs Apartment/Near Downtown

Sunny one-bedroom apartment on 2nd floor of historic home. Close to downtown & WFU/Baptist Hospital. You'll have the whole place to yourself, with a private entrance and coded deadbolt for keyless entry. Open living area with full-sized futon. Kitchen equipped with stove, oven, full-sized fridge & microwave. Coffee, tea, and snacks provided. Separate bedroom with queen-sized bed. Bathroom with full-sized shower/tub and washer/dryer. Off-street parking available. Welcome home!

11–18 Oct

$121 SGD per night

Guest favourite

Home in Winston-Salem

4.97 out of 5 average rating, 131 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

A cozy 3 bedroom family home with a living room, den, two bathrooms, and screened porch. Home was fully renovated in 2017. Bathrooms feature dual granite topped vanities, new tubs and ceramic tile. There is new laminate flooring throughout the home, new kitchen cabinets and ceiling fans in the bedrooms. Fully fenced back yard. Centrally located with fast access to Wake Forest, Salem College, Winston-Salem State, Wake Forest Baptist Hospital and Forsyth Hospital. Home is pet friendly.

20–27 Jun

$211 SGD per night

Guest favourite

Home in Winston-Salem

4.97 out of 5 average rating, 132 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 WiFi. It includes an office and a game room. It is near shopping, hospitals, and the rest of the Winston-Salem scene. 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 back yard and adjoining green space.

19–26 Jul

$192 SGD per night

Guest favourite

Home in Winston-Salem

4.98 out of 5 average rating, 410 reviews

Camel City Cottage - located near the hospitals

Our *non-smoking* home is located in the desirable Ardmore residential area of Winston-Salem...quiet yet still close to many restaurants and shopping. This cottage has all the modern amenities while still retaining it's 1940's cottage charm. The kitchen has been completely remodeled and has all the appliances you would need. The living room and each bedroom have a TV with an antennae and access to your streaming services such as Roku, Prime, and Sling.

1–8 Sep

$130 SGD per night

Guest favourite

Apartment in Winston-Salem

4.95 out of 5 average rating, 355 reviews

A Bright Spot in West End

Welcome to the Shenandoah house condominiums! Located in the historic West End neighborhood of downtown Winston-Salem. Spacious one bedroom with lots of natural light, hardwood floors, eat in kitchen and private screened porch. Filled with works from many of Winston's local artists. Fully equipped for your stay. Easy walking distance to restaurants, bars, shopping, entertainment, breweries, parks and public transportation. Free parking!

10–17 May

$114 SGD per night

Guest favourite

Flat in Winston-Salem

4.96 out of 5 average rating, 215 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.

1–8 Jun

$155 SGD per night

Guest favourite

Bungalow in Winston-Salem

4.97 out of 5 average rating, 352 reviews

Cozy Ardmore Bungalow

Come explore this renovated 1925 bungalow in the historic Ardmore Neighborhood . This sunlit, plant filled home boasts a modern kitchen with concrete counters, gas stove, and hand built wooden furniture. The fenced backyard features a stone patio with fire pit and grill. Smart TVs in each bedroom and living room. Pets are welcome.

16–23 Dec

$199 SGD per night