Vacation Rentals in Winston-Salem, NC

821 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Winston-Salem, NC vacation rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

821 Vacation rentals and Airbnb in Winston-Salem, NC

Best family friendly Winston-Salem, NC vacation rentals

Among the 821 accommodations in Winston-Salem, NC, here are the 4 best family friendly rentals

⭐️Entire Modern Farmhouse Finished Basement Suite💜 - Winston-Salem, NC
9.7 74 reviews
Winston-Salem, NC
26/06 – 28/06
₹10405/nighttotal: ₹20810 (2 )

⭐️Entire Modern Farmhouse Finished Basement Suite💜

1 2
apartment , Winston-Salem
This studio apartment is located in a peaceful rural area of Winston-Salem, just a short drive (around 5 km) from restaurants, parks, and shopping. It has received excellent ratings for its location, cleanliness, and overall user experience.
The self-contained studio has its own private entrance and is suitable for up to three guests. Enjoy a range of amenities including a private patio, a game room, a wine lounge, and a fully equipped kitchen with a mini fridge, microwave, and coffee maker.
Executive Escape - Winston-Salem, NC
10 157 reviews
Winston-Salem, NC
20/11 – 22/11
₹14271/nighttotal: ₹28542 (2 )

Executive Escape

1 2
apartment , Winston-Salem
This Winston-Salem apartment is conveniently located near local hospitals and Wake Forest University, offering easy access to key attractions.
The self-catering flat boasts a spacious open-plan living area, a king-size bed, in-unit laundry facilities, and an outdoor seating area, comfortably accommodating two guests.
Historic Home In Grace Park - Winston-Salem, NC
8.0 2 reviews
Winston-Salem, NC
02/07 – 06/07
₹44657/nighttotal: ₹178628 (4 )

Historic Home In Grace Park

4 2
apartment , Winston-Salem
This meticulously renovated 1920s historic home, offering 279 square meters of living space, is located in downtown Winston-Salem, adjacent to a large city park and within walking distance of acclaimed restaurants and breweries.
This family-friendly dwelling features four bedrooms and three and a half bathrooms, accommodating up to ten guests with amenities including air conditioning, Wi-Fi, a fully equipped kitchen, and private parking, with a 70-inch television in the basement and laundry facilities provided.
Southern Charm Meets City Comfort - Winston-Salem, NC
9.2 47 reviews
Winston-Salem, NC
05/07 – 20/07
₹19224/nighttotal: ₹288360 (15 )

Southern Charm Meets City Comfort

3 2
apartment , Winston-Salem
This Winston-Salem holiday home enjoys a convenient location, within 3.2km of Hanes Mall and less than 5km from Wake Forest Baptist Health.
The 186 square metre property offers three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, private garden, free Wi-Fi, and on-site parking.

Best Winston-Salem, NC holiday rentals with parking

Modern Stylish Retreat Near Winston-salem - Winston-Salem, NC
10 3 reviews
Winston-Salem, NC
17/07 – 14/08
₹17098/nighttotal: ₹478744 (28 )

Modern Stylish Retreat Near Winston-salem

1 2
house , Winston-Salem
This detached property in Winston-Salem is located in a residential area, providing easy access to downtown attractions just a short drive away.
This 164 square metre holiday home offers accommodation for up to 11 guests, featuring one bedroom, three bathrooms, a fully equipped kitchen, complimentary private parking, and free high-speed WiFi.
Stylish 2br Near Hospital King Bed Fast Wifi - Winston-Salem, NC
9.4 21 reviews
Winston-Salem, NC
06/11 – 08/11
₹26728/nighttotal: ₹53456 (2 )

Stylish 2br Near Hospital King Bed Fast Wifi

1 6
apartment , Winston-Salem
This Winston-Salem apartment, ideal for groups of up to six, is located in a residential area of the city; precise neighbourhood details are unavailable, but its proximity to local landmarks remains unspecified.
The self-catering flat offers two bedrooms with en-suite bathrooms, a fully equipped kitchen with granite worktops, 500 Mbps internet, smart TVs, in-unit laundry, and comfortable memory foam mattresses; pet-friendly with additional charges applying.
Remodeled Historic Home! Steps Away From Dining & Shops - Easy Walk To Old Salem - Winston-Salem, NC
10 84 reviews
Winston-Salem, NC
02/09 – 09/09
₹19586/nighttotal: ₹137102 (7 )

Remodeled Historic Home! Steps Away From Dining & Shops - Easy Walk To Old Salem

2 2
apartment , Winston-Salem
This charming 1910 bungalow, completely renovated in 2022, is located just one block from Old Salem, a historic district in Winston-Salem, North Carolina, within walking distance of the city centre and the West Salem neighbourhoods. It has received excellent user ratings, reflecting its comfortable and convenient location.
This two-bedroom, two-bathroom home can accommodate up to six guests. The apartment features a well-equipped kitchen with modern appliances, a washer and dryer, Wi-Fi, a Smart TV, and a private patio with loungers and an outdoor sofa, perfect for relaxing after a day exploring the city.
West End Stained Glass On Sunset - Winston-Salem, NC
10 5 reviews
Winston-Salem, NC
24/06 – 28/06
₹20637/nighttotal: ₹82548 (4 )

West End Stained Glass On Sunset

2 2
apartment , Winston-Salem
This two-bedroom apartment is located in Winston-Salem, North Carolina, a short 1.9 km walk from the Theatre Alliance and a 3.2 km drive from Truist Park.
The apartment offers a comfortable and convenient stay for up to six guests, with amenities including a fully equipped kitchen, a garden, a balcony, and on-site parking.

Frequently asked questions about holiday rentals in Winston-Salem, NC

  • What are the top family-friendly attractions in Winston-Salem, NC?

    The SciWorks Science Museum is a hit with kids of all ages, while the Kaleideum is another great option for interactive exhibits and hands-on learning. The Children's Museum of Winston-Salem is another favourite, with a focus on play-based learning.
  • What are the best Airbnb and vacation rentals in Winston-Salem, NC?

    Renovated 1br Apartment Steps From Wfu Hospital, Courtyard Cottage Safe Parking and Urban Oasis In Downtown W-s; Sparkling Clean are the most popular Airbnb and vacation rentals in Winston-Salem, NC among travelers.

  • When is the best time to book a vacation rental in Winston-Salem, NC?

    The best time to book a vacation rental in Winston-Salem is during the shoulder seasons, from April to May or September to October, when the weather is pleasant and the crowds are smaller. You can also find great deals during the winter months, although some attractions may have limited hours.
  • What are the most popular Airbnbs in Winston-Salem, NC?

  • What events or festivals should visitors check out in and around Winston-Salem, NC?

    The annual 'Winston-Salem Autumn Leaves Festival' in October is a popular event, showcasing local crafts, food, and music. The 'Mayfaire by the Lake' in May is another highlight, featuring live music, art, and food vendors.
  • What are the best vacation rentals with a pool in Winston-Salem, NC?

  • What are the best budget-friendly activities in Winston-Salem, NC?

    A stroll through the historic district, a picnic in the park, or a visit to the free exhibits at the Southeastern Center for Contemporary Art (SECCA) are all excellent budget-friendly options. You can also enjoy a free concert at the Stevens Center or the outdoor amphitheatre at the Salem Lake Park.
  • What are the best rentals for families and kids in Winston-Salem, NC?

  • What are the best restaurants with local dishes in Winston-Salem, NC?

    For a taste of local cuisine, try 'The Old Town Restaurant' for classic Southern comfort food, or 'Mozelle's' for delicious soul food. If you're looking for something a bit more upscale, 'The Fulton' offers modern American cuisine with a focus on local ingredients.
  • What are the best rentals or Airbnbs with a jacuzzi in Winston-Salem, NC?

  • What are the best walking or cycling routes in Winston-Salem, NC?

    The Greenway System is a network of paved trails that wind through the city, offering scenic views and a great way to get some exercise. The Salem Lake Trail is a popular choice for a leisurely bike ride or walk, with beautiful views of the lake.
  • Are there pet-friendly attractions in Winston-Salem, NC?

    Yes, many parks in Winston-Salem are dog-friendly, including the beautiful 'Salem Lake Park' and 'Millennium Park'. The 'Winston-Salem Farmers Market' also welcomes well-behaved dogs on leash.
  • What are the benefits of choosing a vacation rental in Winston-Salem, NC?

    Vacation rentals offer more space and privacy than a hotel room, often at a lower cost. They also allow you to cook your own meals and enjoy the comforts of home while on holiday.

Destinations nearby

Best Winston-Salem, NC holiday rentals with a balcony

Quiet Charming Cottage Perfect For Small Group - Winston-Salem, NC
9.4 22 reviews
Winston-Salem, NC
16/09 – 20/09
₹27663/nighttotal: ₹110652 (4 )

Quiet Charming Cottage Perfect For Small Group

2 2
apartment , Winston-Salem
This holiday home is located in the mountains of Winston-Salem, just 1.6 kilometres from several hospitals and 3.2 kilometres from Brenner Children's and Hanes Mall. It has received excellent ratings for user experience, location, and cleanliness.
The property offers a comfortable and convenient stay with one bathroom and a fully equipped kitchen. Enjoy the privacy of a fenced garden, stay connected with free Wi-Fi, and stay active with the on-site fitness centre.
Kernersville King Beds Hot Tub Arcade Firepit - Winston-Salem, NC
Winston-Salem, NC
16/09 – 20/09
₹66427/nighttotal: ₹265708 (4 )

Kernersville King Beds Hot Tub Arcade Firepit

5 2
house , Kernersville
This Kernersville holiday home is located 37 kilometres from the Greensboro Science Center and 19 kilometres from both BB&T Field and the LJVM Coliseum.
This five-bedroom, four-bathroom property boasts a 325-square-metre floor area, accommodating up to 39 guests, and features a swimming pool, jacuzzi, fitness centre, and free Wi-Fi, alongside a fully equipped kitchen and laundry service.
Nice Cozyhome, Winston-salem - Winston-Salem, NC
9.0 6 reviews
Winston-Salem, NC
12/07 – 27/07
₹16527/nighttotal: ₹247905 (15 )

Nice Cozyhome, Winston-salem

2 1
apartment , Winston-Salem
This two-bedroom townhouse is conveniently located just 5 kilometres from Winston-Salem city centre, a short distance from Wake Forest University and the Lawrence Joel Coliseum, offering easy access to both the city and the university. It has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The townhouse offers a spacious layout, comfortably accommodating up to 5 guests. It comes equipped with a fully fitted kitchen, washer and dryer, a private fenced-in porch area, complimentary snacks and wine, and is close to a golf course, ensuring a comfortable and enjoyable stay for all guests.
Charming Condo Near Wfu, Full Kitchen, Strong Wifi, Charming Condo Near Wfu, Full Kitchen, Strong Wi - Winston-Salem, NC
10 3 reviews
Winston-Salem, NC
26/06 – 28/06
₹34421/nighttotal: ₹68842 (2 )

Charming Condo Near Wfu, Full Kitchen, Strong Wifi, Charming Condo Near Wfu, Full Kitchen, Strong Wi

2 2
apartment , Winston-Salem
This Winston-Salem apartment is situated less than 1.6km from Wake Forest University and the Lawrence Joel Veterans Memorial Coliseum, and within 3.2km of the Children's Theatre of Winston-Salem and Truist Field.
The two-bedroom, four-bathroom flat sleeps four guests and boasts a fully equipped kitchen, in-unit laundry, air conditioning, a balcony, parking, and excellent guest reviews.

Best Winston-Salem, NC holiday rentals with air conditioning

Winston-salem Vacation Rental ~ 3 Mi To Downtown! - Winston-Salem, NC
Winston-Salem, NC
06/11 – 08/11
₹38940/nighttotal: ₹77880 (2 )

Winston-salem Vacation Rental ~ 3 Mi To Downtown!

2 6
house , Winston-Salem
This Winston-Salem house rental is conveniently located approximately 4.8 kilometres from the city centre, offering easy access to the Benton Convention Center (2.4 miles) and LJVM Coliseum (4.5 miles).
The 78 square metre property features two bedrooms, one bathroom, and sleeps up to eleven guests, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, and air conditioning.
Sweet Vintage West End Apartment - Winston-Salem, NC
10 55 reviews
Winston-Salem, NC
20/11 – 22/11
₹19808/nighttotal: ₹39616 (2 )

Sweet Vintage West End Apartment

1 2
apartment , Winston-Salem
This West End, Winston-Salem flat is situated directly opposite Hanes Park, offering easy walking access to local amenities such as coffee shops, restaurants, and the YMCA.
The recently restored 1930s apartment sleeps three guests in one bedroom and one bathroom, boasting a kitchen with fridge, freezer, and dishwasher, plus air conditioning, parking, and a garden.
3 Mins From Downtown - Ps5, King Bed & Ev Charger - Winston-Salem, NC
10 1 review
Winston-Salem, NC
28/06 – 11/07
₹10262/nighttotal: ₹133406 (13 )

3 Mins From Downtown - Ps5, King Bed & Ev Charger

1 3
apartment , Winston-Salem
This Winston-Salem flat offers a prime location, just a 3-minute drive from the city centre and 2.2 kilometres from the M C Benton Jr Convention Centre, with the LJVM Coliseum and BB&T Field accessible within 7 kilometres.
This pet-friendly, 65-square-metre apartment accommodates up to five guests, featuring a fully equipped kitchen, complimentary Wi-Fi, air conditioning, free private parking with an electric vehicle charging station, and a PS5 for entertainment.
Luxury Downtown Loft - Winston-Salem, NC
9.7 126 reviews
Winston-Salem, NC
16/09 – 20/09
₹22934/nighttotal: ₹91736 (4 )

Luxury Downtown Loft

1 2
apartment , Winston-Salem
This downtown Winston-Salem flat is centrally located, within easy walking distance of the Aperture Theatre, 4th Street's restaurants, and the Stevens Center.
The two-bedroom, one-bathroom apartment, sleeping four, offers a fully equipped kitchen including a dishwasher, air conditioning, parking, and excellent guest reviews; nearby attractions include Wake Forest University, easily accessible by various routes.
©2026 cozycozy.com