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House holiday rentals in Winston-Salem

Find and book unique houses on Airbnb

Top-rated house rentals in Winston-Salem

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table with a geometric pattern is positioned in front, complementing the beamed ceiling. A view of the kitchen area is visible through an archway, enhancing the open floor plan.
Home in Winston-Salem
4.99 out of 5 average rating, 231 reviews

The Zen Ranch - Spacious Layout with Modern Decor

1960s ranch style home on 2 acres with 2,400ft² interior. This home has been fully remodeled with a large open floor plan and all modern amenities and decor. With ample yard and patio space, large bedrooms, bonus room and 3 full bathrooms there is plenty of space to spread out. • Abundant Natural Lighting • Backyard w/ patio + fire pit + hammocks • Comfy Beds • Fully stocked Chefs Kitchen • Large Private Deck + BBQ grill • Indoor fireplace • 400Mps WiFi • 3 x 4K TVs w/ Disney, Netflix & Prime

Top Guest favourite
A welcoming deck features two rocking chairs in vibrant blue, positioned to enjoy a peaceful outdoor view. The wooden decking extends towards an open lawn surrounded by trees, creating a serene setting for relaxation.
Home in Winston-Salem
4.99 out of 5 average rating, 113 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

Guest favourite
The living room features a spacious blue sectional sofa adorned with light cushions. A round coffee table sits at the center, complemented by a small lamp nearby. A ceiling fan provides airflow, and a cozy area rug adds warmth to the hardwood floor.
Home in Winston-Salem
4.89 out of 5 average rating, 404 reviews

House in Historic Sunnyside W-S

Absolutely NO Parties or LARGE GATHERINGS allowed!! You will be kicked out. If you are new to Airbnb/don’t have many ratings, chances are I will deny you if you aren’t clear on your trip details. Only registered guests are allowed to stay. You and your family will enjoy this spacious 3 bedroom home which is located in the historic Sunnyside area of town! Located a little over 1 mile into the downtown area, you will have easy access to nightlife, tourist attractions and lots of great food options

Guest favourite
A living area features a cozy seating arrangement with a green armchair and a gray recliner, complemented by a coffee table. A corner fireplace with decorative tile adds character, while a flat-screen TV is mounted on the wall. Natural light filters through the windows.
Home in Winston-Salem
4.9 out of 5 average rating, 130 reviews

Luxurious, Historic 4BR Home in Downtown Winston

If you’re looking for a home with comfort and charm, this is the place for you! It has been renovated with the historic nature of the property in mind. There is an amazing amount of space for a big family or group of friends, with 4 bedrooms and 3 bathrooms. Luxurious furnishings and antique touches make you feel like you’re staying in an upscale hotel without the price- and with your own privacy. One of the best parts of this home is the location- walking-distance from downtown Winston Salem!

Top Guest favourite
A spacious living area is showcased with a large blue sectional couch and a patterned ottoman. Natural light enters through a window next to the front door, while a decorative wall piece adds interest above the seating. A cozy area rug lies beneath the furniture.
Home in Ardmore
4.97 out of 5 average rating, 105 reviews

New in the Heart of Ardmore

The whole group will enjoy easy access to everything that Winston-Salem has to offer from this centrally located place. Our fully renovated home has everything brand new. Sleep on new tuft and needle mattresses, relax at the end of your day with our Frame TV, enjoy a full wrap around porch with BBQ, and enjoy our walkable neighborhood. From the popular Miller park, to the local staple eatery The Bagel Station, to the Original Krispy Kreme, we are walkable to dozens of Winson-Salems top visits.

Guest favourite
The bungalow features a welcoming facade with white siding and a well-maintained front yard, showcasing greenery and flowering bushes. A wooden walkway leads to the front door, framed by large windows and a subtle awning. A chimney peeks from the roof, enhancing the charm of the home.
Home in Ardmore
4.92 out of 5 average rating, 119 reviews

Single Family Ardmore 3 min to Wake Forest Hosp.

2 BR Bungalow in Historic Ardmore District, 8 min walk to Wake Forest Hospital and conveniently located 5 min from Starbucks, Whole Foods and Publix. Small well behaved dogs are welcome with prior approval. It is also a short stroll to Ardmore coffee shop, ice cream, Carlisles pub, Arthur’s diner, famous PB’s hot dogs and burgers, groceries. We offer special monthly rates for anyone staying 30 days or longer for $2750 a month. Please message us if you are looking to rent for a month or longer

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, 349 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
Home in Winston-Salem
4.97 out of 5 average rating, 197 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.

Top Guest favourite
A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.
Home in Winston-Salem
4.97 out of 5 average rating, 108 reviews

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade

Nestled along a leafy tree-lined street in a quiet neighborhood is this stylish property with all the modern comforts of home and an inviting community pool waiting for you to enjoy. Inside this modern hideaway, you’ll find plush sofas, a warm fireplace, a gourmet kitchen, king and queen bedrooms and a bright sunroom filled with a Pac-Man arcade & an air hockey table. Centrally located only minutes from Hanes Mall, Downtown Winston Salem, Medical Centers, shops, restaurants, and more!

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
4.99 out of 5 average rating, 137 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

Top Guest favourite
A single-family ranch home is showcased with a stone accent exterior, surrounded by well-maintained landscaping. A paved driveway leads to the entrance, while trees and flowering plants add natural beauty to the front yard.
Home in Winston-Salem
4.98 out of 5 average rating, 125 reviews

Elegant Pet Friendly Ranch close to everything!

Our sun filled updated 1950's single family ranch home in a quiet and beautiful neighborhood has all the comforts needed for a long or short stay. Fabulous location-just minutes to multiple universities, hospitals, historic sites and downtown Winston-Salem. Nearby are plenty of restaurants, shopping and recreational parks. Piedmont Triad Airport in Greensboro is 35 minutes away. ***ALLERGY ALERT*** I do have the house professionally cleaned but dogs and cats do stay here occasionally.

Top Guest favourite
A charming brick home is framed by lush greenery and colorful flowers. Bright pink roses bloom in the foreground, while the inviting entrance showcases a covered porch surrounded by mature trees, enhancing the tranquil setting.
Home in Winston-Salem
4.97 out of 5 average rating, 190 reviews

Wake Forest Fave, 3BR sleeps 6 (K,Q, 2Tw) 1.5 BA

Welcome to your home away from home! Wake Forest's back gate is only 1/2 mile walk down the sidewalk. Stay with us and you will be 2 miles (five minute drive) from Lawrence Joel Coliseum and BB&T Football field, and 5 miles (eight minute drive) to the heart of downtown Winston. If you're looking for a centrally located, spacious home in Winston-Salem, we are just the place for you!

Popular amenities for Winston-Salem house rentals

When is the best time to visit Winston-Salem?

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Avg. price$192 NZD$192 NZD$199 NZD$204 NZD$209 NZD$197 NZD$199 NZD$196 NZD$202 NZD$233 NZD$214 NZD$208 NZD
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Quick stats about house rentals in Winston-Salem

  • Total holiday rentals

    Explore 570 holiday rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 25,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    420 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    400 properties have a dedicated workspace

  • Wi-Fi availability

    570 of Winston-Salem holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Winston-Salem stays are highly rated by guests—averaging 4.8 out of 5!

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