Holiday Rentals in Winston-Salem, NC

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Winston-Salem, NC holiday rentals
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Best Holiday rentals and Airbnb offers in Winston-Salem, NC

Best family friendly Winston-Salem, NC holiday rentals

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

Cozy 3-bedroom House In Welcoming Winston-salem With Alarm System - Winston-Salem, NC
Winston-Salem, NC
20/11 – 22/11
SG$272/nighttotal: SG$544 (2 )

Cozy 3-bedroom House In Welcoming Winston-salem With Alarm System

3 2
apartment , Winston-Salem
This Winston-Salem house, located in a peaceful neighbourhood approximately 6.4km from the city centre, offers easy access to Old Salem and Reynolda Gardens.
The three-bedroom property sleeps six guests, boasting a fully equipped kitchen, modern amenities including Wi-Fi and air conditioning, and a private garden with a spa.
Hartman Casita! Quiet Neighborhood.1 King Bed! - Winston-Salem, NC
9.4 119 reviews
Winston-Salem, NC
07/08 – 09/08
SG$570/nighttotal: SG$1140 (2 )

Hartman Casita! Quiet Neighborhood.1 King Bed!

4 7
apartment , Midway
This four-bedroom apartment is located in Winston-Salem, just a short drive from Old Salem and Lake Thom-A-Lex Park, offering a peaceful retreat in a convenient location. It has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The apartment is spacious and can comfortably accommodate up to 11 guests. It features a fully renovated kitchen, a garden, parking, and internet access, as well as a range of other amenities for a comfortable stay. Guests can enjoy nearby attractions like Reynolda Gardens and local wineries, or simply relax in the quiet surroundings.
The Downtown Moxie! - Winston-Salem, NC
9.9 52 reviews
Winston-Salem, NC
27/06 – 04/07
SG$184/nighttotal: SG$1288 (7 )

The Downtown Moxie!

1 2
apartment , Winston-Salem
This Winston-Salem city centre apartment, situated in a historic 1924 YMCA building near the Milton Rhodes/Hanes Brand Theatre, offers easy access to exceptional restaurants.
The two-bedroom, one-bathroom flat sleeps four, boasting a king-size bed, a queen-size pull-out sofa bed, a full kitchen with dishwasher, in-unit laundry, and one allocated parking space approximately 0.16 km away.
*Charming* 3bd Dogfriendly Entire Home Close To Dt - Winston-Salem, NC
9.7 265 reviews
Winston-Salem, NC
28/06 – 11/07
SG$299/nighttotal: SG$3887 (13 )

*Charming* 3bd Dogfriendly Entire Home Close To Dt

1 2
apartment , Winston-Salem
This charming 1940s Cape Cod-style house is located in the West Highlands neighbourhood, just a short distance from the West End and Buena Vista areas, and a quick 3km drive to downtown Winston-Salem. The property has received excellent ratings for location, cleanliness and overall user experience.
The house offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, a private garden, a spacious deck, and a driveway for up to three vehicles.

Best Winston-Salem, NC holiday rentals with parking

Buttercup Hideaway; Cozy Oasis Near Wfu, Reynolda Gardens & Historic Graylyn - Winston-Salem, NC
10 5 reviews
Winston-Salem, NC
27/06 – 04/07
SG$303/nighttotal: SG$2121 (7 )

Buttercup Hideaway; Cozy Oasis Near Wfu, Reynolda Gardens & Historic Graylyn

2 4
apartment , Winston-Salem
This Winston-Salem cottage, situated between Oldtown and Buena Vista, is approximately 1.6 kilometres from Wake Forest University and Reynolda Village, offering easy access to Reynolda House Museum and other attractions.
The 74-square-metre property features two bedrooms with queen-size beds, a fully equipped kitchen, a spacious deck, and can comfortably accommodate four guests, with additional cot and playpen available.
Dragonfly: 1 Br Garden Apt Near Wfu & Baptist Hosp - Winston-Salem, NC
10 137 reviews
Winston-Salem, NC
20/11 – 22/11
SG$193/nighttotal: SG$386 (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.
Luxurious, Historic 4br Home In Downtown Winston - Winston-Salem, NC
9.8 168 reviews
Winston-Salem, NC
27/06 – 04/07
SG$484/nighttotal: SG$3388 (7 )

Luxurious, Historic 4br Home In Downtown Winston

4 2
apartment , Winston-Salem
This spacious apartment is located just a short walk from downtown Winston-Salem, making it easy to explore the city's attractions and enjoy its lively atmosphere. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment comfortably accommodates up to eight guests across its four bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a private garden, a balcony, and a range of other amenities for a comfortable stay.
La Casita . - Winston-Salem, NC
10 6 reviews
Winston-Salem, NC
20/11 – 22/11
SG$194/nighttotal: SG$388 (2 )

La Casita .

2 2
apartment , Winston-Salem
This two-bedroom flat provides a central Winston-Salem location, offering easy access to the University of North Carolina School of the Arts (UNCSA) and downtown attractions, with major hospitals reachable in under 15 minutes.
This pet-friendly accommodation for four guests boasts a private, fenced garden with a fire pit and gas grill, a king and a queen bedroom, off-street parking on a private driveway, and is situated close to the Joe White Tennis Centre and Wake Forest Tennis Centre.

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

  • Which neighborhood in Winston-Salem, NC should you consider for a vacation rental?

    The West End is a great choice for a vacation rental. It's close to downtown and has lots of charming shops and restaurants. If you're looking for a more residential feel, try the Ardmore neighborhood.
  • What are the best Airbnb and vacation rentals in Winston-Salem, NC?

    Renovated 1br Apartment Steps From Wfu Hospital, Courtyard Cottage Safe Parking No Pet Fees and Urban Oasis In Downtown W-s; Sparkling Clean are the most popular Airbnb and vacation rentals in Winston-Salem, NC among travelers.

  • 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 museum is perfect for budding scientists. If you're looking for something outdoorsy, the Salem Lake Park offers plenty of space for picnics and playtime.
  • What are the most popular Airbnbs in Winston-Salem, NC?

  • 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 spring or fall, when the weather is pleasant and there are fewer crowds. You'll also find that prices are generally lower during these shoulder seasons.
  • What are the best vacation rentals with a pool in Winston-Salem, NC?

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

    For a taste of local cuisine, try 'The Faded Rose', known for its Southern comfort food, or 'Mozelle's', which serves up classic soul food. 'The Green Bean' is another great option for locally sourced and seasonal dishes.
  • What are the best rentals for families and kids in Winston-Salem, NC?

    The best rentals for families and kids in Winston-Salem, NC are Historic Beauty: 5br Home With Yard Near Hospital, Sanctuary – 1bedroom & 1bathroom and A Bright Spot In West End.

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

    The 'Salem Lake Greenway' is a popular choice for both walkers and cyclists, offering scenic views of the lake. The 'Winston-Salem Urban Trail' is another great option, winding its way through the city's historic districts.
  • What are the best rentals or Airbnbs with a jacuzzi in Winston-Salem, NC?

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

    Many of the city's parks, such as 'Salem Lake Park' and 'Millennium Park', are pet-friendly. You can also bring your furry friend along on the 'Salem Lake Greenway'.
  • What are the benefits of choosing a vacation rental in Winston-Salem, NC?

    Vacation rentals offer more space and privacy than a hotel, and they're often located in more residential neighbourhoods. This can give you a more authentic feel for the city.
  • What are the top sports attractions and facilities in Winston-Salem, NC?

    The city is home to the 'Winston-Salem Dash', a minor league baseball team, and the 'Wake Forest Demon Deacons', a Division I college athletics program. There are also several public golf courses and a number of parks with sports fields.

Destinations nearby

Best Winston-Salem, NC holiday rentals with a balcony

Winston Salem 3bd 2ba Game Room Mins To Downtown - Winston-Salem, NC
9.2 16 reviews
Winston-Salem, NC
02/09 – 09/09
SG$192/nighttotal: SG$1344 (7 )

Winston Salem 3bd 2ba Game Room Mins To Downtown

3 2
apartment , Winston-Salem
This Winston-Salem holiday home is conveniently located near the city centre, a 3.2km drive from Wake Forest University and within 6.4km of Winston-Salem State University.
The three-bedroom, two-bathroom property sleeps six guests and boasts a 65-inch TV, balcony overlooking a large garden, and is close to the Children's Theatre of Winston-Salem and Hanes Mall.
The Blue Door Cabin - Winston-Salem, NC
10 259 reviews
Winston-Salem, NC
27/06 – 04/07
SG$232/nighttotal: SG$1624 (7 )

The Blue Door Cabin

1 2
cabin , Winston-Salem
This cosy cabin is located just 6 kilometres from Olde Homeplace Golf Club and Bowman Gray Stadium, offering a peaceful escape from the hustle and bustle of Winston-Salem while still being close to attractions. The cabin has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cabin has one bedroom and one bathroom, providing space for up to three guests within its 65 square metre floor area. It features a fully equipped kitchen, a balcony, a garden, parking, and free Wi-Fi, making it ideal for a relaxing getaway.
Modern Townhome W/ Private Yard In Kernersville! - Winston-Salem, NC
8.0 1 review
Winston-Salem, NC
20/11 – 22/11
SG$676/nighttotal: SG$1352 (2 )

Modern Townhome W/ Private Yard In Kernersville!

3 2
house , Kernersville
This modern townhome in Kernersville offers convenient access to the M C Benton Jr Convention Centre, located 19 kilometres away, and the Greensboro Science Centre, 35 kilometres distant.
This spacious 158 square metre property accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a fireplace, free Wi-Fi, and a private garden.
West End Jewel On Sunset - Winston-Salem, NC
9.9 176 reviews
Winston-Salem, NC
05/07 – 20/07
SG$216/nighttotal: SG$3240 (15 )

West End Jewel On Sunset

1 2
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.

Best Winston-Salem, NC holiday rentals with air conditioning

Pet-friendly 3br |Winston-salem |Bbq+free Parking - Winston-Salem, NC
9.2 5 reviews
Winston-Salem, NC
28/06 – 11/07
SG$164/nighttotal: SG$2132 (13 )

Pet-friendly 3br |Winston-salem |Bbq+free Parking

1 2
apartment , Winston-Salem
This three-bedroom flat in Winston-Salem is located on a peaceful cul-de-sac, offering convenient access to Baptist Medical Center (under 5 kilometres away) and Hanes Mall, as well as local dining establishments.
This pet-friendly accommodation for up to six guests features a fully equipped kitchen, air conditioning, private garage parking, and a dedicated workspace, making it suitable for both leisure and business travellers seeking a comfortable stay.
Sylvia Ranch At Country Club - Winston-Salem, NC
8.9 16 reviews
Winston-Salem, NC
28/06 – 11/07
SG$158/nighttotal: SG$2054 (13 )

Sylvia Ranch At Country Club

1 2
apartment , Winston-Salem
Sylvia Ranch, situated in Winston-Salem's Country Club district, offers convenient access to the city centre and hospitals.
This three-bedroom property sleeps six guests, boasting a fully equipped kitchen, high-speed Wi-Fi, and ample parking; pets are welcome.
La Casita - Winston-Salem, NC
9.5 120 reviews
Winston-Salem, NC
03/07 – 04/07
SG$275/nightfor 1 night

La Casita

1 4
apartment , Winston-Salem
This Winston-Salem apartment enjoys a central location, close to the University of North Carolina School of the Arts (UNCSA), the city centre, and major highways, with hospitals less than 2.4 kilometres away.
The two-bedroom, one-bathroom flat sleeps four guests and features a king-size and a queen-size bedroom, a private fenced yard with a fire pit and gas grill, plus convenient off-street parking.
The Sanctuary At Salem Lake - Winston-Salem, NC
10 6 reviews
Winston-Salem, NC
07/08 – 09/08
SG$461/nighttotal: SG$922 (2 )

The Sanctuary At Salem Lake

1 7
apartment , Winston-Salem
This Winston-Salem flat offers a private retreat near Salem Lake, providing direct access to walking trails and situated a mere 1.3 kilometres from the downtown area.
This 3-bedroom, 2-bathroom dwelling accommodates up to 10 guests, featuring a full kitchen, air conditioning, and parking, ideal for exploring the natural surroundings and urban attractions.
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