Holiday Rentals in Winston-Salem

821 available vacation rental offers

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Winston-Salem holiday rentals
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Winston-Salem holiday rentals: compare the best deals

Best family friendly Winston-Salem holiday rentals

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

Kernersville King Beds Hot Tub Arcade Firepit - Winston-Salem
Winston-Salem
07/02 – 07/06
HK$5527/nightTotal: HK$22108 (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.
Dragonfly: 1 Br Garden Apt Near Wfu & Baptist Hosp - Winston-Salem
10 137 reviews
Winston-Salem
11/20 – 11/22
HK$1179/nightTotal: HK$2358 (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.
Historic Home In Grace Park - Winston-Salem
8.0 2 reviews
Winston-Salem
07/17 – 07/19
HK$4928/nightTotal: HK$9856 (2 )

Historic Home In Grace Park

4 6
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.
Heated Pool | Game Room | Hot Tub | Fire Pit - Winston-Salem
10 2 reviews
Winston-Salem
12/26 – 12/29
HK$10057/nightTotal: HK$30171 (3 )

Heated Pool | Game Room | Hot Tub | Fire Pit

4 12
apartment , Winston-Salem
This spacious four-bedroom, two-bathroom flat is located in a residential district of Winston-Salem, offering convenient access to downtown attractions and the shops and galleries of Reynolda Village, approximately 3.2 kilometres away.
This pet-friendly dwelling accommodates up to 16 guests and boasts a heated swimming pool, hot tub, outdoor grill, and extensive entertainment options including arcade games and foosball.

Best Winston-Salem holiday rentals with parking

5 Mins To Downtown 3 Kings Old Salem Sanctuary - Winston-Salem
9.5 2 reviews
Winston-Salem
06/27 – 07/04
HK$1571/nightTotal: HK$10997 (7 )

5 Mins To Downtown 3 Kings Old Salem Sanctuary

1 2
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.
West End Stained Glass On Sunset  - 2 Bed/1 Bath - Winston-Salem
9.9 111 reviews
Winston-Salem
06/23 – 06/27
HK$1254/nightTotal: HK$5016 (4 )

West End Stained Glass On Sunset - 2 Bed/1 Bath

2 1
apartment , Winston-Salem
This apartment is situated in the West End neighbourhood of Winston-Salem, a historic district just a short walk from two hospitals, Hanes Park, the YMCA, the ballpark, and the city centre. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and one bathroom, accommodating up to five guests. It features a modern kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a comfortable living space, an office area, a washer and dryer, and a garden.
The Hot Tub Hideaway - Winston-Salem
9.6 32 reviews
Winston-Salem
07/05 – 07/20
HK$1466/nightTotal: HK$21990 (15 )

The Hot Tub Hideaway

1 2
cabin , Winston-Salem
This charming cabin is located just 5 kilometres from the centre of Winston-Salem, offering a peaceful retreat in a wooded setting. The cabin is highly rated by guests, with many praising its romantic atmosphere and secluded location.
This cosy cottage has one bedroom and one bathroom, accommodating up to two guests. Enjoy the convenience of a fully equipped kitchen, a hot tub for relaxation, and easy access to local attractions, including Reynolda Gardens and Old Salem.
Historic West End Hideaway, Walk To Downtown Ws - Winston-Salem
9.8 107 reviews
Winston-Salem
06/23 – 06/27
HK$3247/nightTotal: HK$12988 (4 )

Historic West End Hideaway, Walk To Downtown Ws

4 1
apartment , Winston-Salem
This charming house is located just 1.5 kilometres from the Benton Convention Center, Frank L. Horton Museum Center, and Theatre Alliance, placing you within easy walking distance of these popular attractions. With excellent user, location, and cleanliness ratings, you can be sure of a comfortable and enjoyable stay.
The property offers four bedrooms and two bathrooms, providing ample space for up to nine guests across its 141 square metres. Enjoy the convenience of a fully equipped kitchen, a garden, a terrace, and parking, perfect for a relaxing and enjoyable holiday in Winston-Salem.

Frequently asked questions about holiday rentals in Winston-Salem

  • 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. The SciWorks museum is another popular choice, with interactive exhibits and a planetarium. And don't forget the Salem Lake, it's a great place for a picnic or a walk.
  • What are the best Airbnb and vacation rentals in Winston-Salem?

    1br 1st Floor Apt Near Downtown With Free Parking, Courtyard Cottage Safe Parking No Pet Fees and An Urban Oasis In Downtown Winston-salem are the most popular Airbnb and vacation rentals in Winston-Salem among travelers.

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

    The best time to book a vacation rental is during the shoulder seasons, from April to May or September to October. You'll find more affordable rates and fewer crowds.
  • What are the most popular Airbnbs in Winston-Salem?

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

    You can enjoy a free walking tour of the downtown area, or visit the Salem Lake for a picnic or a walk. The Southeastern Center for Contemporary Art is also free to enter.
  • What are the best vacation rentals with a pool in Winston-Salem?

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

    For a taste of local cuisine, try Mozelle's for classic Southern comfort food. The Green Bean is another great option, serving up fresh, locally sourced ingredients. And if you're looking for a more upscale dining experience, 1910 is a popular choice.
  • What are the best rentals for families and kids in Winston-Salem?

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

    The Salem Lake Greenway is a popular choice for both walking and cycling. It's a 5.5 km paved trail that winds around the lake. The Winston-Salem Urban Trail is another great option, it's a 16 km network of trails that connect various parts of the city.
  • What are the best rentals or Airbnbs with a jacuzzi in Winston-Salem?

  • Are there pet-friendly attractions in Winston-Salem, NC?

    Yes, many parks and trails in Winston-Salem are pet-friendly. The Salem Lake Greenway is a great option for a walk with your dog. And the Old Salem Museums & Gardens also welcomes well-behaved dogs on leashes.
  • What are the benefits of choosing a vacation rental in Winston-Salem, NC?

    Vacation rentals offer more space and privacy than a hotel room. They often come with a kitchen, which allows you to prepare your own meals and save money. And many rentals are located in residential neighbourhoods, which gives you a more authentic experience of the city.
  • What are the top sports attractions and facilities in Winston-Salem, NC?

    Winston-Salem is home to the Wake Forest Demon Deacons athletic program. The BB&T Field is the home of the Demon Deacons football team, and the LJVM Coliseum hosts basketball games. The Salem Lake is also a popular spot for recreational activities, including swimming, boating, and fishing.

Destinations nearby

Best Winston-Salem holiday rentals with a balcony

Cozy Accessible Studio Near Wake Forest & Downtown Winston-salem - Winston-Salem
10 1 review
Winston-Salem
07/05 – 07/20
HK$805/nightTotal: HK$12075 (15 )

Cozy Accessible Studio Near Wake Forest & Downtown Winston-salem

1 2
studio , Winston-Salem
This Winston-Salem annex is located less than 8 kilometres from Wake Forest University and a 13-minute drive from the city centre.
This accessible studio sleeps two guests and features a queen-size bed, a kitchenette with a microwave and mini-fridge, high-speed internet, and free on-site parking.
Kernersville: King Beds Hot Tub Fire Pit Arcade - Winston-Salem
8.0 1 review
Winston-Salem
07/02 – 07/06
HK$10125/nightTotal: HK$40500 (4 )

Kernersville: King Beds Hot Tub Fire Pit Arcade

5 2
apartment , Kernersville
This Kernersville holiday home, near Olde Homeplace Golf Club, Airbound Trampoline Park, and the Paul J. Ciener Botanical Garden, offers convenient access to family-friendly attractions.
The 260 square metre (2800 square feet) property boasts a spacious multi-level layout including a ground-floor suite, sleeps up to 25 guests, and features two kitchens, eleven beds, a hot tub, and a game area.
West End Jewel On Sunset - Winston-Salem
9.9 176 reviews
Winston-Salem
07/12 – 07/27
HK$1349/nightTotal: HK$20235 (15 )

West End Jewel On Sunset

1 1
apartment , Winston-Salem
This newly renovated flat is situated in the historic West End neighbourhood of Winston-Salem, just a short distance from Hanes Park, the YMCA, and the city centre.
The one-bedroom apartment, which can accommodate two guests, features a fully equipped kitchen, a spacious shower, a king-size bed, and a wraparound porch, perfect for enjoying the neighbourhood atmosphere.
Stunning 3-bedroom House Near The University & Downtown - Winston-Salem
10 1 review
Winston-Salem
06/24 – 06/28
HK$2812/nightTotal: HK$11248 (4 )

Stunning 3-bedroom House Near The University & Downtown

3 2
apartment , Winston-Salem
This three-bedroom house in Winston-Salem is conveniently located near the Lawrence Joel Veterans Memorial Coliseum and the city centre, offering easy access to attractions such as the Wake Forest Tennis Centre (a short drive away).
Sleeping six guests, the property boasts two bathrooms with hairdryers, a fully equipped kitchen including a fridge and microwave, Wi-Fi, and a garden with parking; all within easy reach of Forest Hills and Airbound Trampoline Park.

Best Winston-Salem holiday rentals with air conditioning

Luxury Downtown Loft - Winston-Salem
9.7 126 reviews
Winston-Salem
07/02 – 07/06
HK$1150/nightTotal: HK$4600 (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.
Grey Sapphire Hideaway - 2br/2ba W/ Arcade - Winston-Salem
9.9 99 reviews
Winston-Salem
09/02 – 09/09
HK$1083/nightTotal: HK$7581 (7 )

Grey Sapphire Hideaway - 2br/2ba W/ Arcade

1 2
apartment , Winston-Salem
This stylish apartment is located just a few kilometres from Hanes Mall, the city centre and medical facilities, in a peaceful neighbourhood. It's a great base for exploring Winston-Salem, whether you're interested in shopping, dining, or history.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It features a fully equipped kitchen, a spacious living room with a fireplace, and a sunroom with a Pac-Man arcade and air hockey table. You can also enjoy the shared pool during the summer months.
Downtown Homerun! - Winston-Salem
9.7 58 reviews
Winston-Salem
06/27 – 07/04
HK$3050/nightTotal: HK$21350 (7 )

Downtown Homerun!

9 4
apartment , Winston-Salem
This apartment is located in the West End district of Winston-Salem, just a short distance from downtown, Truist Stadium and other attractions. The apartment has received excellent ratings for location, cleanliness and user experience.
The property is comprised of two houses connected by a breezeway, providing a total of 8 bedrooms and sleeping up to 16 guests. This property offers a variety of amenities including a fully equipped kitchen, a game room, a garden and a large parking lot.
Downtown Charmer In West End! Apt D, Upstairs - Winston-Salem
9.7 170 reviews
Winston-Salem
06/27 – 07/04
HK$1134/nightTotal: HK$7938 (7 )

Downtown Charmer In West End! Apt D, Upstairs

1 2
apartment , Winston-Salem
This Winston-Salem apartment, situated in the Historic West End district, is within walking distance of downtown restaurants and theatres.
The two-bedroom, one-bathroom flat offers a fully equipped kitchen, two private porches, and sleeps up to two guests, boasting high ceilings and hardwood floors.
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