Compare Vacation Rentals & Airbnb in Winston-Salem, NC

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Winston-Salem, NC vacation rentals
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821 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

New! Crest Stone Manor! Luxcozy\nfire Pit/fireplace, Theater Tv's, Comfy Beds! - Winston-Salem, NC
10 2 reviews
Winston-Salem, NC
26/12 – 29/12
$1072/nighttotal: $3216 (3 )

New! Crest Stone Manor! Luxcozy\nfire Pit/fireplace, Theater Tv's, Comfy Beds!

4 12
apartment , Winston-Salem
This newly furnished four-bedroom flat, offering accommodation for up to ten guests, is situated in Kernersville, a distinct town offering easy access to attractions such as the Kernersville Auto Museum and Korner's Folly, located approximately 12 kilometers from Winston-Salem's centre.
The spacious 279 square meter residence boasts a large back deck with a firepit, air conditioning, a fully equipped kitchen including a dishwasher, and parking, making it ideal for families seeking a comfortable stay with convenient proximity to local shops and the Paul J Ciener Botanical Garden.
Historic Winston-salem Guest Barn On Farm! - Winston-Salem, NC
9.6 19 reviews
Winston-Salem, NC
02/07 – 06/07
$792/nighttotal: $3168 (4 )

Historic Winston-salem Guest Barn On Farm!

1 2
house , Wallburg
This charming house in Wallburg is located just 45km from the Greensboro Science Center and 18km from the M C Benton Jr Convention Center, offering a peaceful retreat from the city. It boasts excellent user, location, and cleanliness ratings.
The property has three bedrooms, three bathrooms, and a spacious living area, covering 465 square meters, comfortably accommodating up to eight guests. The house is equipped with modern amenities, including air conditioning, Wi-Fi, and a well-equipped kitchen, as well as a garden, terrace, and tennis court for outdoor enjoyment.
Cozy Stay Near Dt With Deck And Yard - Winston-Salem, NC
9.8 4 reviews
Winston-Salem, NC
16/09 – 20/09
$243/nighttotal: $972 (4 )

Cozy Stay Near Dt With Deck And Yard

2 2
house , Winston-Salem
This Winston-Salem holiday home is situated approximately 6.4 km from the Benton Convention Center and within a 32 km radius of attractions including the LJVM Coliseum and BB&T Field.
The two-bathroom property sleeps seven guests and offers free Wi-Fi, private parking, a fully equipped kitchen, and a private deck and yard.
Polo Comfort-wake Forest/graylyn (3br, Sunroom) - Winston-Salem, NC
9.8 83 reviews
Winston-Salem, NC
12/07 – 27/07
$242/nighttotal: $3630 (15 )

Polo Comfort-wake Forest/graylyn (3br, Sunroom)

1 1
apartment , Winston-Salem
This Winston-Salem ranch house, near Reynolda Road, is conveniently located approximately 1.6km from Wake Forest University and 8km from Winston-Salem State University, offering easy access to Graylyn Estate (approximately 2.4km away).
Sleeping up to 10 guests, this three-bedroom, two-bathroom property includes a basement games room, sunroom, garden, parking, and a fully equipped kitchen with fridge, freezer, microwave, and dishwasher; pets are welcome (fee applies), and discounts are available for stays of seven nights or more.

Best Winston-Salem, NC vacation rentals with parking

Spacious 2-bedroom Pet Friendly Townhome In Beautiful Winston-salem With Carport - Winston-Salem, NC
Winston-Salem, NC
12/07 – 27/07
$226/nighttotal: $3390 (15 )

Spacious 2-bedroom Pet Friendly Townhome In Beautiful Winston-salem With Carport

2 1
apartment , Winston-Salem
This pet-friendly townhome in Winston-Salem offers convenient access to the Country Club Golf Centre and Reynolda Gardens, located just a short drive from the city centre.
This recently remodelled two-bedroom, two-bathroom end-unit property accommodates up to five guests and features a well-equipped kitchen, air conditioning, a swimming pool, and a terrace, with exterior stairs required for entry.
Dragonfly: 1 Br Garden Apt Near Wfu & Baptist Hosp - Winston-Salem, NC
10 137 reviews
Winston-Salem, NC
20/11 – 22/11
$214/nighttotal: $428 (2 )

Dragonfly: 1 Br Garden Apt Near Wfu & Baptist Hosp

1 2
apartment , Winston-Salem
This spacious basement apartment is located in Winston-Salem's charming Buena Vista neighbourhood, just a few kilometres from the city centre, Wake Forest University, and Baptist Hospital. The property has consistently received excellent reviews for its cleanliness, location, and overall experience.
The apartment is ideal for families or small groups, offering one bedroom, one bathroom, and space for up to three guests. Guests can enjoy a private patio, a two-level deck, a backyard orchard and garden, a hammock, and access to amenities like a washer/dryer, bicycles, and a rollaway bed.
Cozy Winston-salem Vacation Cabin - Winston-Salem, NC
8.4 5 reviews
Winston-Salem, NC
03/07 – 04/07
$709/nightfor 1 night

Cozy Winston-salem Vacation Cabin

5 4
apartment , Winston-Salem
This five-bedroom, two-bathroom Winston-Salem house, perfect for large groups, is conveniently located approximately 2.3 and 4.5 kilometres from Hobby Park and Wilkes Regional Airport respectively, offering easy access to local attractions and Cooper Lake within 9.6 kilometres.
The property boasts a fully equipped kitchen, in-unit laundry, a fireplace, and modern amenities including a Smart TV, comfortably accommodating up to twelve guests in a smoke-free environment with on-site parking.
5 Mins To Downtown 3 Kings Old Salem Sanctuary - Winston-Salem, NC
9.5 2 reviews
Winston-Salem, NC
12/07 – 27/07
$255/nighttotal: $3825 (15 )

5 Mins To Downtown 3 Kings Old Salem Sanctuary

1 1
house , Winston-Salem
This holiday home in Winston-Salem is located 2.1 kilometres from the M C Benton Jr Convention Centre and a five-minute drive from the city centre.
This property offers 100 square meters of living space with three bedrooms, accommodating up to six guests, and features a kitchen, air conditioning, a garden, parking, and an on-site casino and water park.

Frequently Asked Questions about vacation rentals in Winston-Salem, NC

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

    The Children's Museum of Winston-Salem is a great place for kids of all ages, and the SciWorks science museum is also very popular. For outdoor fun, consider a visit to the Tanglewood Park with its playground, walking trails, and picnic areas.
  • What are the best Airbnb and vacation rentals in Winston-Salem, NC?

    New Luxury 1br Near Downtown And 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. You'll avoid the crowds and enjoy pleasant weather. The weather in Winston-Salem is generally mild, so you can visit any time of year.
  • 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 Winston-Salem Spring Festival in April is a big one, with live music, arts and crafts, and food. The National Black Theatre Festival in July is another highlight, showcasing African American theatre and culture. And the Salem Fall Festival in October is a great time to enjoy the autumn colours and local produce.
  • 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 beautiful Salem Lake Park is free and offers great views. The Winston-Salem Downtown Arts District is also a great place to wander and admire the street art. And don't forget to check out the free concerts and events at the Stevens Center for the Performing Arts.
  • 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 Winston-Salem, try a local favourite like the 'Winston-Salem Burger' at the 'The Old Town Pub'. And if you're looking for something a little more upscale, 'The Gallery Restaurant' is a great choice for its Southern cuisine.
  • 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 Salem Lake Trail is a popular choice for both walking and cycling, offering stunning views of the lake. The Greensboro Urban Loop is another great option for a longer ride, taking you through the heart of the city. And the Winston-Salem Riverwalk is a scenic route along the Winding River.
  • Are there pet-friendly attractions in Winston-Salem, NC?

    Yes, many attractions in Winston-Salem are pet-friendly. The Salem Lake Park is a great place to walk your dog, and Tanglewood Park also has trails and picnic areas where pets are welcome. Many restaurants also have outdoor seating where you can enjoy a meal with your furry friend.
  • What are the benefits of choosing a vacation rental in Winston-Salem, NC?

    Vacation rentals offer more space and privacy compared to hotels. They often come with amenities like kitchens and laundry facilities, which can be more convenient for families or longer stays. And they can be a more budget-friendly option, especially for larger groups.

Destinations nearby

Best Winston-Salem, NC vacation rentals with a balcony

Winston Sleeps 16 - 2 Kitchens Hot Tub - Winston-Salem, NC
Winston-Salem, NC
12/07 – 27/07
$671/nighttotal: $10065 (15 )

Winston Sleeps 16 - 2 Kitchens Hot Tub

1 1
apartment , Winston-Salem
This Winston-Salem apartment complex is conveniently located less than 2km from Wake Forest Baptist Medical Center and under 3km from both Novant Health Forsyth Medical Center and Hanes Mall, offering easy access to key medical facilities and shopping.
The pet-friendly apartment boasts a swimming pool, jacuzzi, terrace, free parking, complimentary breakfast, and free on-site laundry facilities, alongside free Wi-Fi in communal areas and gas barbecues for guest use.
The Cottage Near Wfu - Winston-Salem, NC
10 1 review
Winston-Salem, NC
16/09 – 20/09
$623/nighttotal: $2492 (4 )

The Cottage Near Wfu

3 2
apartment , Winston-Salem
This three-bedroom, two-bathroom flat in Winston-Salem is conveniently situated just a 5-minute drive from Reynolda House Museum of American Art and Reynolda Gardens.
This 121 square meter apartment accommodates up to six guests and features air conditioning, a fully equipped kitchenette with a fridge, microwave, and oven, plus on-site parking and Wi-Fi.
Arcade Kid Friendly Firepit Grill Hottub - Winston-Salem, NC
Winston-Salem, NC
12/07 – 27/07
$676/nighttotal: $10140 (15 )

Arcade Kid Friendly Firepit Grill Hottub

1 1
apartment , Winston-Salem
This Winston-Salem apartment is conveniently located within 10 kilometres of attractions such as the Olde Homeplace Golf Club, Korner's Folly, and the Paul J. Ciener Botanical Garden, offering easy access to Winston-Salem's airport.
The self-catering flat boasts a swimming pool, jacuzzi, and terrace, alongside free Wi-Fi, parking, and on-site laundry facilities; gas grills and a picnic area are available for guest use.
Remodeled Historic Home! Steps Away From Dining & Shops - Easy Walk To Old Salem - Winston-Salem, NC
10 84 reviews
Winston-Salem, NC
20/11 – 22/11
$494/nighttotal: $988 (2 )

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.

Best Winston-Salem, NC vacation rentals with air conditioning

Spacious 4br Near Wfu, Coliseum & Downtown - Winston-Salem, NC
10 6 reviews
Winston-Salem, NC
27/06 – 04/07
$281/nighttotal: $1967 (7 )

Spacious 4br Near Wfu, Coliseum & Downtown

4 4
apartment , Winston-Salem
This four-bedroom, two-bathroom flat in Winston-Salem offers excellent user, location, and cleanliness ratings, with convenient access to local shops and restaurants within 500 meters, making it an ideal base for exploring the city.
This spacious apartment accommodates up to eight guests, featuring a fully equipped kitchen, a dedicated coffee station, and a master bedroom with an en-suite bathroom, ensuring a comfortable and self-catered stay.
Hannaford Hilton - Winston-Salem, NC
9.6 129 reviews
Winston-Salem, NC
27/06 – 04/07
$301/nighttotal: $2107 (7 )

Hannaford Hilton

4 4
apartment , Winston-Salem
This spacious five-bedroom home is situated in a peaceful residential neighbourhood in Winston-Salem, just a short distance from shops, restaurants and the city's main attractions. The apartment has received excellent ratings for its cleanliness, location and overall experience.
The property comfortably accommodates up to eleven guests and features a well-equipped kitchen, a private garden, ample parking and a unique entertainment room. Guests can enjoy amenities such as a Smart TV in the living room, fast internet and a dedicated workspace, as well as a fenced-in backyard with a barbecue.
Walk To Wake Forest #3 - Winston-Salem, NC
9.8 11 reviews
Winston-Salem, NC
03/07 – 04/07
$787/nightfor 1 night

Walk To Wake Forest #3

1 4
apartment , Winston-Salem
This four-bedroom, two-bathroom house near Wake Forest University in Winston-Salem offers a one-acre private garden, is within 1.6km of Reynolda Village, and less than 3.2km from the Winston-Salem Coliseum.
The property, sleeping eight guests, boasts a fully equipped kitchen, air conditioning, a fitness centre, parking, two porches, a fire pit, and an outdoor exercise area; nearby attractions include Wake Forest University, a local coffee shop, and the Campus gas pub.
Historic West End Haven, Walk To Downtown Winston - Winston-Salem, NC
10 117 reviews
Winston-Salem, NC
17/07 – 19/07
$702/nighttotal: $1404 (2 )

Historic West End Haven, Walk To Downtown Winston

3 6
apartment , Winston-Salem
This charming duplex is located in the historic West End district of downtown Winston-Salem, just a short walk from the Arts District and a few kilometres from Wake Forest, NC Baptist Hospital, and BB&T Field. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The property spans 141 square metres and can comfortably accommodate up to six guests in its three bedrooms and two bathrooms. The apartment is fully equipped with modern amenities including a kitchen with a fridge, freezer, microwave oven, and dishwasher, a washer and dryer, cable TV, high-speed internet, a terrace, a garden, and parking.
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