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House vacation rentals in Winston-Salem

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Top-rated house rentals in Winston-Salem

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

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Top guest favorite
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
5 out of 5 average rating, 208 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 favorite
A serene winter scene showcases a snow-covered street lined with historic brick buildings. The soft snowfall blankets the ground, creating an even white layer. Street signs and lampposts are visible, contributing to the quiet charm of the neighborhood in Old Salem.
Home in Winston-Salem
4.92 out of 5 average rating, 184 reviews

Old Salem Restored Moravian Village 1700s

Historical Home in the heart of Old Salem. House includes use of Two Bedrooms and two separate bathrooms, living room, dining room , kitchen and private back porch and patio. Additional small room with single bed. The house is private. Close to Muddy Creek Café, Meridian Restaurant, and Di Lisio's, Italian Restaurant. Private second living area with separate entrance for host below the living quarters. Events, filming and photography require approval. Close to downtown and Salem Lake.

Top guest favorite
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
4.95 out of 5 average rating, 139 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

Top guest favorite
An open living space showcases a comfortable red leather sofa facing a modern kitchen with stainless steel appliances. Dark wood shelves hold decorative items, while a dining table with four chairs is positioned nearby. Warm hardwood floors and exposed brick walls enhance the vintage feel.
Home in Winston-Salem
4.97 out of 5 average rating, 118 reviews

Vintage Modern Synthesis in the Heart of W-S

Refurbished 1910 bungalow in West Salem Historic District within walking distance to downtown, Old Salem, baseball stadium, breweries, and more. Private 2BR/1BA home offers a unique vintage style with modern amenities. Open floorplan with high ceilings, exposed brick, and hard wood floors gives the feel of a loft apartment. The ambiance of the house lends itself to the historic industrial charm of old Winston. Professional Viking stove, clawfoot tub, custom bar space, private yard, parking.

Guest favorite
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, 108 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 favorite
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, 316 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)

Guest favorite
A charming cottage is nestled among lush greenery. The exterior features a peaked roof and decorative shutters, while a small porch greets visitors. Vibrant foliage frames the entrance, creating a welcoming ambiance in this tranquil residential setting.
Home in Winston-Salem
4.97 out of 5 average rating, 181 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 favorite
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, 125 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 favorite
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, 116 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.

Guest favorite
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, 194 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.

Guest favorite
A two-story brick home is framed by manicured greenery and stone steps leading to the entrance. A spacious front porch, bordered by white railings, provides a welcoming area to enjoy the outdoors. The home features large windows that allow natural light to illuminate the façade.
Home in Winston-Salem
4.92 out of 5 average rating, 302 reviews

Historic Beauty: 5BR Home with Yard Near Hospital

This is a beautiful home, lovingly renovated to retain the original 1920s charm and preserve history, while including modern updates and conveniences. It is perfectly located in the heart of Winston Salem- only a few blocks from Wake Forest Baptist Hospital and less than a mile from downtown. Despite the city location, it features a 3 car garage and over 0.3 acres of lot space in the form of a great backyard. Additionally, it sits across the street from beautiful Hanes Park.

Guest favorite
A compact kitchen space is highlighted by a colorful rug featuring playful designs. Modern black cabinetry is paired with stainless steel appliances, including a refrigerator and stove. A small breakfast bar with stools is positioned beside the window, offering ample natural light.
Home in Winston-Salem
4.84 out of 5 average rating, 244 reviews

Tiny tiny house from 1930 near Wake

102 year old eclectic tiny house, 375 sqft Fun, bright and lively. Pets must be pre approved. Within 2 miles of Wake Forest, half mile from US- 52 and 20 m High Point. Less than 7 minutes to downtown WS! Convenient to everything, including Pilot Mountain and Hanging Rock State Park. No Vaping or Smoking. Private setting. Can be rented with house next door. *Pets must be pre approved before booking . *follow directions from website. No 3rd party bookings! I check ID

Popular amenities for Winston-Salem house rentals

When is the best time to visit Winston-Salem?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ400ﺩ.ﺇ397ﺩ.ﺇ397ﺩ.ﺇ437ﺩ.ﺇ448ﺩ.ﺇ422ﺩ.ﺇ426ﺩ.ﺇ419ﺩ.ﺇ433ﺩ.ﺇ455ﺩ.ﺇ430ﺩ.ﺇ397
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Quick stats about house rentals in Winston-Salem

  • Total vacation rentals

    Explore 560 vacation rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 23,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    410 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wi-Fi availability

    560 of Winston-Salem vacation 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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