Holiday Rentals in Winston-Salem

821 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Winston-Salem holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Updated Hidden Gem- Kernersville/winston-salem - Winston-Salem
9.7 127 reviews
Winston-Salem
08/07 – 08/09
HK$1853/nighttotal: HK$3706 (2 )

Updated Hidden Gem- Kernersville/winston-salem

3 7
apartment , Winston-Salem
This charming property is situated in a family-friendly neighbourhood in Winston-Salem, just 3 kilometres from local amenities like grocery stores, restaurants and petrol stations. It has consistently received excellent ratings for cleanliness, location and user experience.
The house has a spacious layout, comfortably accommodating up to 8 guests in its 3 bedrooms and 2 bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a relaxing garden, a spa, a tennis court and free parking.
Cozy Ardmore Cottage Main Level - Winston-Salem
9.6 188 reviews
Winston-Salem
07/05 – 07/20
HK$1441/nighttotal: HK$21615 (15 )

Cozy Ardmore Cottage Main Level

2 2
apartment , Winston-Salem
This charming two-bedroom apartment is situated in the Ardmore neighbourhood of Winston-Salem, just a few kilometres from the city centre, Baptist Hospital, and BB&T Field, offering easy access to both attractions and amenities. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment provides over 1450 square feet of space, comfortably accommodating up to six guests, and includes a screened-in porch and a large fenced backyard for outdoor enjoyment. Guests can enjoy modern amenities such as a fully equipped kitchen, air conditioning, and a private sun room, as well as convenient features like parking and internet access.
6br/5ba Sleeps 16 | Walk To Wfu & The Grounds - Winston-Salem
9.9 138 reviews
Winston-Salem
08/07 – 08/09
HK$3064/nighttotal: HK$6128 (2 )

6br/5ba Sleeps 16 | Walk To Wfu & The Grounds

4 7
apartment , Winston-Salem
This four-bedroom house is located in a peaceful neighbourhood just 3 kilometres from Wake Forest University and 4 kilometres from the centre of Winston-Salem. The property has received excellent ratings for location, cleanliness, and overall experience.
The house has two separate bedroom suites, each with a full bathroom, providing ample space and privacy for guests. The fully equipped kitchen, complete with a gas range and granite countertops, is perfect for preparing meals, while the garden provides a relaxing outdoor space.
Tranquil Cape Cod W/ Fast Freeway Access - Winston-Salem
9.8 206 reviews
Winston-Salem
08/07 – 08/09
HK$2226/nighttotal: HK$4452 (2 )

Tranquil Cape Cod W/ Fast Freeway Access

3 7
apartment , Clemmons
This apartment is situated in a peaceful neighbourhood in Clemmons, just 10 kilometres from the Benton Convention Center, Wake Forest University, and Tanglewood Park. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The spacious apartment can accommodate up to eight guests and features three bedrooms and two bathrooms. Enjoy a range of amenities including a fully equipped kitchen, a fenced garden, and a barbecue area for al fresco dining.

Best Winston-Salem holiday rentals with parking

Luxury 3br Townhome - Sleep 6 - Winston-Salem
9.2 52 reviews
Winston-Salem
07/17 – 07/19
HK$3081/nighttotal: HK$6162 (2 )

Luxury 3br Townhome - Sleep 6

3 6
apartment , Winston-Salem
This Winston-Salem holiday home is conveniently located approximately 5km from Hanes Mall and 7.5km from the Reynolda House Museum of American Art, offering easy access to major attractions.
The 136 square metre property boasts three bedrooms, three bathrooms, and sleeps six, featuring a fully equipped kitchen, in-house laundry, free Wi-Fi, and on-site parking.
Downtown Winston's - 2 Br - Queens - Pad 2 - Winston-Salem
Winston-Salem
06/27 – 07/04
HK$1250/nighttotal: HK$8750 (7 )

Downtown Winston's - 2 Br - Queens - Pad 2

2 2
apartment , Winston-Salem
This newly renovated two-bedroom flat is centrally located in downtown Winston-Salem, North Carolina, within walking distance of the Old Salem Museums & Gardens and a short drive (approximately 1.6 to 8 km) from attractions such as Hanes Mall and Wake Forest University.
The 2-bedroom, 1-bathroom apartment sleeps up to 5 guests and offers amenities including Wi-Fi, parking, air conditioning, a kitchen with a fridge and microwave, and laundry facilities for longer stays; nearby activities include exploring Old Salem, visiting Truist Stadium, or enjoying Heather Hills Golf & Country Club.
2-bedroom Cottage In Winston Salem - Winston-Salem
9.6 4 reviews
Winston-Salem
07/03 – 07/04
HK$2471/nightfor 1 night

2-bedroom Cottage In Winston Salem

2 4
cottage , Winston-Salem
This cottage, located in Winston-Salem, is situated conveniently for access to HPU, WFU, the Joel Coliseum, and downtown Winston-Salem, with Korner's Folly and Old Salem also nearby, and is approximately 30 kilometers from GSO Airport.
This family-friendly 101 square meter accommodation sleeps five guests across two bedrooms and one bathroom, offering a fully equipped kitchen with a fridge, microwave oven, and dishwasher, complimentary Wi-Fi, air conditioning, a garden, parking, and the unique feature of live goats grazing on the property.
4 Beds | King | 85 Tv | 5min To Wssu & Downtown - Winston-Salem
9.0 4 reviews
Winston-Salem
09/02 – 09/09
HK$1120/nighttotal: HK$7840 (7 )

4 Beds | King | 85 Tv | 5min To Wssu & Downtown

1 2
apartment , Winston-Salem
This spacious Winston-Salem house, situated minutes from the downtown area, provides easy access to Old Salem, the Arts District, and local breweries.
The three-bedroom, one-bathroom property sleeps eight, offering a fully equipped kitchen, high-speed Wi-Fi, smart TV, free on-site parking, and proximity to attractions such as Wilshire Golf Club and Forest Hills.

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

West End Jewel On Sunset - Winston-Salem
9.9 176 reviews
Winston-Salem
07/05 – 07/20
HK$1318/nighttotal: HK$19770 (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.
Nice Cozyhome, Winston-salem - Winston-Salem
9.0 7 reviews
Winston-Salem
06/27 – 07/04
HK$1420/nighttotal: HK$9940 (7 )

Nice Cozyhome, Winston-salem

2 2
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.
Home Near Dtws, Uncas, Wfu, Hospitals, Food/bev! - Winston-Salem
Winston-Salem
09/02 – 09/09
HK$1053/nighttotal: HK$7371 (7 )

Home Near Dtws, Uncas, Wfu, Hospitals, Food/bev!

3 2
apartment , Winston-Salem
This three-bedroom flat in Winston-Salem is situated a mere 3.2 kilometres from historic Old Salem and 4.8 kilometres from Truist Stadium.
This 94 square metre accommodation offers space for six guests, with a fully equipped kitchen, air conditioning, on-site parking, and a barbecue for outdoor cooking.
Ardmore Neighborhood Gem - Pet And Kid Friendly - Winston-Salem
Winston-Salem
06/28 – 06/29
HK$3056/nightfor 1 night

Ardmore Neighborhood Gem - Pet And Kid Friendly

4 7
house , Winston-Salem
This family-friendly house, located in Winston-Salem's Ardmore neighbourhood, is 34 kilometres from Piedmont Triad International Airport.
The 195 square metre property boasts three bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen, private garden, terrace, and free Wi-Fi and parking.

Best Winston-Salem holiday rentals with air conditioning

4 Bedroom 4.5 Bath ~ West Salem Neighborhood - Winston-Salem
10 23 reviews
Winston-Salem
06/26 – 06/27
HK$3581/nightfor 1 night

4 Bedroom 4.5 Bath ~ West Salem Neighborhood

1 1
apartment , Winston-Salem
This newly constructed four-bedroom flat, located in Winston-Salem's downtown district, offers immediate access to East of Texas restaurant, Lesser-Known Beer Company, Bobby Boy Bakeshop, and Grandpa Joe's Slaberia, with Baptist Hospital and WakeMed Innovation Quarter campus a short distance away, and UNCSA approximately 1.6 kilometres, WSSU 2.1 kilometres, and WFU 8 kilometres distant.
This modern residence accommodates up to eight guests, featuring four en-suite bedrooms, a ground-floor king-size bedroom, a spacious living area with an 80-inch television, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, and two private parking spaces.
Historic West End Haven, Walk To Downtown Winston - Winston-Salem
10 117 reviews
Winston-Salem
06/27 – 07/04
HK$2559/nighttotal: HK$17913 (7 )

Historic West End Haven, Walk To Downtown Winston

3 4
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.
Ideal Downtown Getaway-walkable To Everything! - Winston-Salem
9.9 71 reviews
Winston-Salem
06/27 – 07/04
HK$918/nighttotal: HK$6426 (7 )

Ideal Downtown Getaway-walkable To Everything!

1 2
apartment , Winston-Salem
This one-bedroom flat is situated in the heart of Winston-Salem, just a short walk from restaurants, cafes, and the BB&T Field, offering a peaceful retreat despite being in the city centre. The property has received excellent ratings for location, cleanliness and overall user experience.
The flat is suitable for up to two guests and features a fully equipped kitchen with a fridge, microwave and gas range. You can enjoy amenities such as air conditioning, parking, and internet access, as well as a quiet location close to a Moravian church.
2br - Winston’s - Salem - Casa Nova - Getaway - Winston-Salem
9.4 169 reviews
Winston-Salem
06/28 – 07/13
HK$898/nighttotal: HK$13470 (15 )

2br - Winston’s - Salem - Casa Nova - Getaway

2 5
apartment , Winston-Salem
This two-bedroom cottage is located just a short drive from Reynolda Gardens and Maple Chase Golf & Country Club, making it a convenient base for exploring Winston-Salem. Guests consistently rate this property as excellent for location, cleanliness, and overall experience.
The cottage offers a comfortable stay for up to six guests and features a fully equipped kitchen, laundry facilities, and modern amenities. Enjoy easy access to the city's cultural attractions, universities, and business centres, making it a suitable choice for both leisure and business travellers.
©2026 cozycozy.com