821 Holiday rentals and Airbnb in Winston-Salem, NC
9.2 5 reviews
Winston-Salem, NC
28/06 – 11/07
A$182/nighttotal: A$2366 (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.
9.8 114 reviews
Winston-Salem, NC
05/07 – 20/07
A$158/nighttotal: A$2370 (15 )
Feelin' Peachy In Downtown Ws! Renovated | Queen
1 2
apartment , Winston-Salem
This Winston-Salem city centre flat is conveniently located within walking distance of the Millennium Centre, Wake Forest Baptist Health, LJVM Coliseum, and Novant Health. The one-bedroom, one-bathroom apartment sleeps two guests and features a two-storey layout with a fully renovated interior, including smart TVs, a deluxe coffee/tea station, and complimentary laundry facilities in a shared room.
9.8 902 reviews
Winston-Salem, NC
14/11 – 15/11
A$193/nightfor 1 night
Log Cabin In The City
1 2
cabin , Winston-Salem
This log cabin is situated just off Peters Creek Parkway, less than 1.6km from downtown Winston-Salem, with a restaurant across the street. The property has consistently received excellent ratings for location, cleanliness, and overall experience. The cabin offers two bedrooms, one bathroom, and can accommodate up to five guests. Amenities include a private fenced-in backyard with a hammock and fire pit, a fully equipped kitchen, air conditioning, and complimentary access to streaming services.
9.5 16 reviews
Winston-Salem, NC
07/08 – 09/08
A$551/nighttotal: A$1102 (2 )
Near Wfu | 4br Home | Sleeps 11 | Pet Friendly
1 7
apartment , Winston-Salem
This recently renovated house, located minutes from Wake Forest University in Winston-Salem, North Carolina, offers convenient access to the university and its surrounding areas. Sleeping up to 11 guests, this four-bedroom, two-bathroom property boasts a chef's kitchen, in-unit laundry, a garden, and parking, along with pet-friendly accommodation for up to two animals.
10 12 reviews
Winston-Salem, NC
27/06 – 04/07
A$194/nighttotal: A$1358 (7 )
Downtown Oasis Central To Everything Winston
1 2
apartment , Winston-Salem
This centrally located Winston-Salem condo, steps from theatres, restaurants and breweries, offers easy access to attractions such as Forest Hills and Hanes Mall. The 900+ sq ft (approx. 84 sq m) apartment features one bedroom, two bathrooms, a queen sofa bed and a futon, accommodating up to four guests and including WiFi, air conditioning, and in-unit laundry facilities.
10 113 reviews
Winston-Salem, NC
07/08 – 09/08
A$461/nighttotal: A$922 (2 )
Black Bear Cabin - 3br/2ba - Fire Pit, Arcade
1 7
cabin , Winston-Salem
This three-bedroom Winston-Salem log cabin, situated approximately 3.2km from a supermarket and 32km from Winston-Salem city centre, offers easy access to both local amenities and the city's attractions. Sleeping up to eight guests, the property boasts a fully equipped kitchen, game room with Pac-Man and pool table, outdoor fire pit and gas grill, plus self check-in and free Wi-Fi.
8.0 6 reviews
Winston-Salem, NC
26/12 – 29/12
A$447/nighttotal: A$1341 (3 )
Cozy Winston-salem Vacation Cabin
5 12
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.
9.8 6 reviews
Winston-Salem, NC
01/08 – 30/11
A$460/nighttotal: A$55660 (121 )
The Boho Blast Of Winston-salem
3 2
apartment , Winston-Salem
This Winston-Salem holiday home is conveniently located near Wilshire Golf Club and Salem Glen Golf & Country Club, offering easy access to attractions such as Airbound Trampoline Park and Forest Hills. The newly remodelled, single-storey property boasts five bedrooms, two bathrooms, and sleeps seven guests, featuring a fully equipped kitchen, three 58" Roku TVs, and two living areas.
9.5 185 reviews
Winston-Salem, NC
27/06 – 04/07
A$134/nighttotal: A$938 (7 )
3 Mins To Uptown - Early Check-in, Ps5, Ev Charger
1 2
house , Winston-Salem
This Winston-Salem mother-in-law suite enjoys a prime location in the historic Washington Park neighbourhood, less than 2 kilometres from the city centre and within walking distance of the School of the Arts, Salem College, and Camino Bakery. The self-contained property sleeps four guests and boasts a king-size bed, a Playstation 5, a 65-inch Samsung Smart TV, a fully equipped kitchen with a dishwasher, and a shared backyard with a deck and swing; a Level 2 electric vehicle charger is also available.
Winston-Salem, NC
01/08 – 30/11
A$507/nighttotal: A$61347 (121 )
Camel City Oasis * * Sleeps 8 * * Near Old Salem
3 2
apartment , Winston-Salem
This Winston-Salem flat offers a unique artistic retreat, located a short distance from Old Salem and downtown dining, with convenient access to The Quarry at Grant Park and Salem Lake. This property accommodates up to eight guests across three bedrooms and two bathrooms, featuring modern amenities such as air conditioning, Wi-Fi, and a kitchen with a fridge and microwave, making it ideal for exploring local attractions like Salem College Elberson Fine Arts Centre and Adventure Landing Winston-Salem.
10 3 reviews
Winston-Salem, NC
06/11 – 08/11
A$401/nighttotal: A$802 (2 )
3br Pet-friendly |Near Hospital| Work-station
1 6
apartment , Winston-Salem
This three-bedroom, one-bathroom cottage, accommodating up to six guests, is situated a mere 15-minute drive from Wake Forest University and conveniently close to local hospitals and a shopping centre, offering easy access to medical facilities, retail, and dining. This pet-friendly rental boasts a fully fenced garden and provides essential amenities including air conditioning, Wi-Fi, and a full kitchen, ensuring a comfortable and private stay for those visiting Winston-Salem.
10 4 reviews
Winston-Salem, NC
28/06 – 13/07
A$235/nighttotal: A$3525 (15 )
Historic District Near Downtown: 3-story Gem For 6
1 5
apartment , Winston-Salem
This apartment is conveniently located in a quiet district, offering straightforward access to downtown Winston-Salem's attractions, with local dining and shopping opportunities situated within a short distance. This well-appointed residence accommodates up to six guests and features a kitchen equipped with a freezer, microwave oven, and dishwasher, alongside air conditioning and a garden for a comfortable stay.
Best family friendly Winston-Salem, NC holiday rentals
Among the 821 accommodations in Winston-Salem, NC, here are the 3 best family friendly rentals
9.4 10 reviews
Winston-Salem, NC
14/11 – 15/11
A$304/nightfor 1 night
Modern 2br Retreat | 85” Tv Ultra-comfy King Beds
1 2
apartment , Winston-Salem
This Winston-Salem flat offers a prime location, mere minutes from the city centre, Old Salem, Reynolda House, and Salem Lake, with close proximity to Atrium Health Wake Forest Baptist and Novant Health Forsyth Medical Center, and a 48-kilometre journey to the Greensboro Coliseum. This two-bedroom, one-bathroom apartment comfortably accommodates six guests, featuring ultra-comfy beds, an 85-inch smart TV, very fast WiFi, and ample parking for up to five vehicles.
10 3 reviews
Winston-Salem, NC
01/08 – 30/11
A$226/nighttotal: A$27346 (121 )
Unwind In Clemmons. Truist And Tanglewood Parks, Lakes, Mountains And Wineries !
2 2
apartment , Clemmons
This Clemmons holiday home, situated in a rural area approximately 13km from Tanglewood Park and 26km from Hanes Mall, offers convenient access to local attractions. The two-bedroom, 1.5-bathroom property sleeps six guests and includes a fully equipped kitchen with appliances such as a dishwasher and microwave, plus Wi-Fi, on-site parking, and outdoor BBQ facilities.
9.6 65 reviews
Winston-Salem, NC
06/11 – 08/11
A$459/nighttotal: A$918 (2 )
Winston-salem, Quiet, Renovated. Near Everything!
1 6
apartment , Winston-Salem
This newly renovated Winston-Salem duplex is exceptionally located near the city centre, offering easy access to the Furniture Market, local hospitals, and Hanes Mall. Sleeping up to nine guests, this two-bedroom, two-bathroom property boasts a single-level layout, a fully equipped kitchen with dishwasher, smart TVs in every room, and a garden; amenities include a baby stroller and first-aid kit.
Best Winston-Salem, NC holiday rentals with parking
Winston-Salem, NC
28/06 – 29/06
A$555/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.
9.6 19 reviews
Winston-Salem, NC
26/06 – 27/06
A$343/nightfor 1 night
Log Cabin On Main St. In The ️ Of Winston Salem. Sleeps 4 Comfortably.
1 1
apartment , Winston-Salem
This Winston-Salem holiday home is situated within 2km of the University of North Carolina School of the Arts, Old Salem, and Home Moravian Church, offering easy access to these key attractions. The one-bedroom property sleeps four guests and includes a fully equipped kitchen, laundry facilities, private patio, free Wi-Fi, and on-site parking.
10 77 reviews
Winston-Salem, NC
27/06 – 04/07
A$242/nighttotal: A$1694 (7 )
Buttercup Hideaway; Cozy Oasis Near Wfu & Reynolda
2 2
apartment , Winston-Salem
This Winston-Salem cottage, situated between Old Town and Buena Vista, is approximately 1.6 kilometres from Wake Forest University and Reynolda Village, offering easy access to Graylyn Estate, Bethabara Park, and the Southeastern Center for Contemporary Art (SECCA). The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen, a spacious deck, a dedicated office with a massage chair, and modern amenities including a smart lock; nearby attractions include restaurants, shops, and walking trails in Old Town and Buena Vista.
9.6 10 reviews
Winston-Salem, NC
07/08 – 09/08
A$612/nighttotal: A$1224 (2 )
Spacious 4-bedroom House In Charming Winston-salem With Wifi And Fenced In Yard.
4 7
apartment , Winston-Salem
This Winston-Salem holiday home offers convenient access to Old Salem Museums & Gardens and other attractions, with its precise location unspecified but described as near shopping centres and family entertainment such as Airbound Trampoline Park and Forest Hills. The four-bedroom property, sleeping up to eleven guests, includes two living rooms, two bathrooms, WiFi, a washing machine, and a variety of bed sizes (twin, two queen, full); providing ample space for relaxation and socialising.
Frequently asked questions about holiday rentals in Winston-Salem, NC
What are the top family-friendly attractions in Winston-Salem, NC?
The SciWorks museum is a great place for kids of all ages, with interactive exhibits and hands-on learning. The Children's Museum of Winston-Salem offers a fun and educational experience for younger children.
What are the best Airbnb and holiday rentals in Winston-Salem, NC?
When is the best time to book a vacation rental in Winston-Salem, NC?
It really depends on your preference. If you like mild weather and fewer crowds, spring or autumn are good options. If you want to experience the city's vibrant festivals, summer is a good choice.
What are the most popular Airbnbs in Winston-Salem, NC?
Best Winston-Salem, NC holiday rentals with a balcony
10 1 review
Winston-Salem, NC
17/07 – 19/07
A$834/nighttotal: A$1668 (2 )
The Cottage Near Wfu
3 6
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.
8.8 10 reviews
Winston-Salem, NC
02/09 – 09/09
A$179/nighttotal: A$1253 (7 )
3br | King Beds |85 Tv | 3min Wake Forest & Dt
1 2
apartment , Winston-Salem
This Winston-Salem house rental is conveniently located within 1.6km of the Lawrence Joel Veterans Memorial Coliseum, the Children's Theatre of Winston-Salem, and Truist Field, and within 4.8km of Wake Forest University. The three-bedroom property sleeps six, boasts a fully equipped kitchen with a fridge, oven and stovetop, a patio, garden, Wi-Fi, and air conditioning; nearby attractions include Forest Hills.
9.8 107 reviews
Winston-Salem, NC
20/11 – 22/11
A$994/nighttotal: A$1988 (2 )
Historic West End Hideaway, Walk To Downtown Ws
4 2
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.
10 12 reviews
Winston-Salem, NC
02/09 – 09/09
A$364/nighttotal: A$2548 (7 )
Mid-century Modern Cottage In Ardmore Area!
2 2
cottage , Winston-Salem
This Winston-Salem holiday home is conveniently located within a 2.4km walk of Wake Forest Baptist Medical Centre, Truist Stadium, and Brenner Children's Hospital, and within 3.2km of Theatre Alliance and Old Salem. The 90 square metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private balcony, and on-site parking, plus Wi-Fi and in-unit laundry facilities.
Best Winston-Salem, NC holiday rentals with air conditioning
9.6 238 reviews
Winston-Salem, NC
26/12 – 29/12
A$504/nighttotal: A$1512 (3 )
Spacious Historical Home 3 Mins From Downtown
1 12
apartment , Winston-Salem
This charming four-bedroom home is situated in the historic Washington Park neighbourhood, just 3 kilometres from the centre of Winston-Salem. The property has received excellent ratings for location, cleanliness, and overall user experience. This spacious apartment can accommodate up to 14 guests and features two living areas, a dining room, and 3.5 bathrooms. The kitchen is well-equipped for preparing meals, and guests can enjoy the outdoor space, multiple entertainment options, and unique design features.
9.8 25 reviews
Winston-Salem, NC
14/11 – 15/11
A$281/nightfor 1 night
3 Mi To Dtwn Winston-salem: Studio On Miller Park!
2 2
studio , Winston-Salem
This Winston-Salem apartment offers convenient accommodation within 2 kilometres of three major medical centres – Novant Health Medical Park Hospital, Novant Health Forsyth Medical Centre, and Wake Forest Baptist Medical Centre – and under 3 kilometres from Brenner Children’s Hospital and Hanes Mall. The 30-square-metre flat features two bedrooms, one bathroom, and sleeps two guests, providing a comfortable base with amenities including free Wi-Fi, in-apartment kitchen facilities, and on-site parking for RVs, buses, and trucks.
9.8 83 reviews
Winston-Salem, NC
07/08 – 09/08
A$361/nighttotal: A$722 (2 )
Polo Comfort-wake Forest/graylyn (3br, Sunroom)
1 7
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.
10 5 reviews
Winston-Salem, NC
26/06 – 27/06
A$260/nightfor 1 night
New Build Close To Hospitals & Only 15 Min To Wf!
1 1
studio , Winston-Salem
This modern studio apartment is located in a residential area of Winston-Salem, offering convenient access to local amenities. This compact dwelling provides a private entrance, a full kitchen, air conditioning, Wi-Fi, and parking, accommodating up to two guests with a resident beagle on site.