821 Holiday Rentals and Airbnb in Winston-Salem, NC
9.8 475 reviews
Winston-Salem, NC
02/09 – 09/09
NZ$202/nighttotal: NZ$1414 (7 )
Sanctuary – 1bedroom & 1bathroom
1 2
apartment , Winston-Salem
This one-bedroom flat is situated in Winston-Salem's shopping district, just a short walk from a wide range of shops, restaurants, and entertainment options. The flat has received excellent ratings from previous guests for its location, cleanliness, and overall experience. The flat is comfortably furnished and sleeps up to two guests. You'll have access to a well-equipped kitchen, a private patio, and a community pool and gym.
9.8 78 reviews
Winston-Salem, NC
06/11 – 08/11
NZ$992/nighttotal: NZ$1984 (2 )
Peaceful Ardmore 2br W/pool Close To Hospital & Dt
1 6
apartment , Winston-Salem
This apartment is situated in Ardmore, a peaceful district in Winston-Salem, just a short drive from the city centre, Wake Forest University, and the medical centres. It has received excellent ratings for its location, cleanliness, and user experience. The apartment has two bedrooms, a dedicated workspace, and can accommodate up to six guests. It offers a well-equipped kitchen, a relaxing living room with streaming services, and a swimming pool for guests to enjoy.
8.3 4 reviews
Winston-Salem, NC
06/11 – 08/11
NZ$793/nighttotal: NZ$1586 (2 )
3br Downtown-old Salem Oasis
1 6
house , Winston-Salem
This holiday home is located in downtown Winston-Salem, 2.1 kilometres from the M C Benton Jr Convention Centre and 5.3 kilometres from the LJVM Coliseum. The property offers 106 square metres of living space with capacity for 11 guests, featuring air conditioning, a fully equipped kitchen, complimentary WiFi, and an on-site water park.
10 74 reviews
Winston-Salem, NC
14/11 – 15/11
NZ$344/nightfor 1 night
The Deacon Den
Studio Basement In Winston-salem
1 2
apartment , Winston-Salem
This Winston-Salem guesthouse offers private downstairs access and is located near Wake Forest University, a short distance from the city centre, and close to local parks and hospitals. The self-catering property features two queen-sized bedrooms sleeping four, a small kitchenette with refrigerator and washer/dryer, a private hot tub, and an on-site fitness centre including an inversion table and exercise bike.
10 5 reviews
Winston-Salem, NC
06/11 – 08/11
NZ$736/nighttotal: NZ$1472 (2 )
Small & Quaint Located Near Hospital/colleges/mall
2 6
apartment , Winston-Salem
This two-bedroom, one-bathroom flat offers a peaceful and central base in Winston-Salem, providing straightforward access to downtown attractions and dining within 2 kilometres. This accommodation, suitable for up to 10 guests, includes essential amenities such as internet, a kitchen, air conditioning, and parking, making it a convenient option for both business and leisure stays.
9.9 71 reviews
Winston-Salem, NC
28/06 – 11/07
NZ$193/nighttotal: NZ$2509 (13 )
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.
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.
9.7 93 reviews
Winston-Salem, NC
05/07 – 20/07
NZ$195/nighttotal: NZ$2925 (15 )
Downtown Gem|2 King Beds +Office L Walk Everywhere
1 2
apartment , Winston-Salem
This apartment is located in the West End neighbourhood of Winston-Salem, just a short walk from the city centre and its restaurants and shops. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It offers a fully equipped kitchen, high-speed Wi-Fi, a smart TV, and a private parking space.
10 1 review
Winston-Salem, NC
26/12 – 29/12
NZ$844/nighttotal: NZ$2532 (3 )
Queens Quarters! 6br 3b Near Atrium Health & Wfu
6 12
apartment , Winston-Salem
This six-bedroom dwelling is located in Winston-Salem's downtown district, offering proximity to cultural sites such as Theatre Alliance and Old Salem, and is within 5 kilometres of Reynolda Gardens and Historic Bethabara Park. This spacious 258 square metre flat accommodates up to 12 guests, featuring a fully equipped kitchen with a dishwasher and fridge, air conditioning, a garden, parking, and is ideally situated for nearby rock climbing, biking, and horse riding.
8.8 5 reviews
Winston-Salem, NC
27/06 – 04/07
NZ$355/nighttotal: NZ$2485 (7 )
Elegant 2br Retreat Spa Showers Chef Kitchen Near Hospitals & Parks
2 2
apartment , Clemmons
This Clemmons apartment, ideally situated near Baptist Hospital and within a few kilometres of Hanes Mall and Tanglewood Park, offers easy access to major attractions and medical facilities. The two-bedroom, two-bathroom property sleeps six guests and features a fully equipped chef's kitchen, in-home laundry, Wi-Fi, a private patio, and a workspace; nearby activities include golfing at Tanglewood Park and wine tasting at Childress Vineyards.
10 14 reviews
Winston-Salem, NC
26/12 – 29/12
NZ$1221/nighttotal: NZ$3663 (3 )
Hot Tub Haven - 5 Mins To Wfu
1 12
apartment , Winston-Salem
This spacious Winston-Salem apartment, ideal for families or large groups, is centrally located a short walk from a picturesque pond, with precise distances to other landmarks unspecified. The 2,000+ sq ft property boasts four bedrooms, two bathrooms, sleeps twelve, and includes a fully equipped kitchen with a Breville espresso maker, a private deck with a hot tub, on-site gym, games room, and laundry facilities.
9.9 166 reviews
Winston-Salem, NC
07/08 – 09/08
NZ$420/nighttotal: NZ$840 (2 )
The Walnut Cottage. Charming! Near Everything!
1 7
apartment , Winston-Salem
This West Salem holiday home offers convenient access to Winston-Salem's key attractions, being within easy reach (distances not specified, requiring further information) of Wake Forest University, Winston-Salem State University, the University of North Carolina School of the Arts, and historic Old Salem. Sleeping eight guests, the three-bedroom property boasts a modern kitchen with dishwasher, a dedicated workspace, multiple outdoor spaces including a patio, screened porch and deck with barbecue, plus off-street parking and keyless entry.
Best family friendly Winston-Salem, NC holiday rentals
Among the 821 accommodations in Winston-Salem, NC, here are the 4 best family friendly rentals
8.6 11 reviews
Winston-Salem, NC
17/07 – 19/07
NZ$605/nighttotal: NZ$1210 (2 )
Stylish 2br Near Hospital King Bed Fast Wifi
2 6
apartment , Winston-Salem
This apartment is located in a quiet neighbourhood in Winston-Salem, just a few kilometres from cultural attractions like Theatre Alliance and Southeastern Center for Contemporary Art. It has received excellent reviews from previous guests. This two-bedroom, two-bathroom property offers 111 square metres of space, comfortably accommodating up to eight guests. Amenities include a modern kitchen, a Jacuzzi, a laundry room, and comfortable living areas with smart TVs, high-speed internet, and memory foam mattresses.
9.2 16 reviews
Winston-Salem, NC
02/09 – 09/09
NZ$257/nighttotal: NZ$1799 (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.
9.8 163 reviews
Winston-Salem, NC
07/08 – 09/08
NZ$776/nighttotal: NZ$1552 (2 )
Wake Forest Univ.-walking Distance! 4bdrm/3bath
4 7
apartment , Winston-Salem
This charming red brick house is situated in a quiet neighbourhood just 5km from Wake Forest University and the High Point Furniture Market, offering a peaceful retreat amidst the bustling city. The property consistently receives excellent ratings for its cleanliness, location and overall guest experience. The house comfortably accommodates up to 9 guests across 4 bedrooms and 3 bathrooms. It features a fully equipped kitchen, a dedicated workspace, a spacious living area, a relaxing patio, and a dedicated games room, providing everything you need for a comfortable and enjoyable stay.
10 40 reviews
Winston-Salem, NC
07/08 – 09/08
NZ$776/nighttotal: NZ$1552 (2 )
The 19th Hole: Kid & Pet Friendly In Buena Vista
1 7
apartment , Winston-Salem
This three-bedroom house near Forsyth Country Club in Winston-Salem, North Carolina, is conveniently located 5.8km from Wake Forest University and 7.2km from Winston-Salem's city centre. The pet-friendly property sleeps eight, boasts a fully equipped kitchen, garden, and parking, plus offers extra services such as grocery shopping and features for families including a pack 'n play and children's kit.
Best Winston-Salem, NC holiday rentals with parking
Winston-Salem, NC
01/08 – 30/11
NZ$613/nighttotal: NZ$74173 (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 20 reviews
Winston-Salem, NC
28/06 – 29/06
NZ$853/nightfor 1 night
Spacious 4-bedroom House With Wifi, Ac In Welcoming Winston-salem, Ardmore
4 7
apartment , Winston-Salem
This Winston-Salem holiday home is conveniently located near Old Salem Museums & Gardens, offering easy access to historical landmarks and recreational facilities such as the Joe White Tennis Center at Hanes Park and Wilshire Golf Club. Sleeping nine guests comfortably, this four-bedroom, three-bathroom property features a king bed, three queen beds, an extendable twin bed, a fully equipped kitchen including a fridge, microwave, and dishwasher, plus a garden and parking; host assistance is available.
10 2 reviews
Winston-Salem, NC
26/12 – 29/12
NZ$1326/nighttotal: NZ$3978 (3 )
New! Crest Stone Manor! Luxcozy Fire 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.
10 3 reviews
Winston-Salem, NC
17/07 – 19/07
NZ$526/nighttotal: NZ$1052 (2 )
Ardmore Bungalow - 1.4m To Hospitals - Fenced Yard
2 6
apartment , Winston-Salem
This Ardmore detached house in Winston-Salem offers proximity to Baptist and Forsyth hospitals (2.25 km) and downtown (a 8-minute drive), with convenient access to Interstate 40 (6.4 km) and shopping centres within a 6.4 km radius, and is close to Old Salem and Hanes Mall. This detached house accommodates up to six guests in two bedrooms, featuring a well-equipped kitchen with a microwave and dishwasher, air conditioning, a garden, parking, and a bonus room with a futon, plus a screened-in patio for outdoor enjoyment.
Frequently asked questions about holiday 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 hit with kids of all ages, offering interactive exhibits and play areas. For outdoor fun, the Salem Lake Park offers walking trails, a playground, and a boat launch. And don't forget the SciWorks Science Museum, where you can explore hands-on exhibits about science and technology.
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?
The best time to book a vacation rental in Winston-Salem is during the shoulder seasons, from April to May or September to October, when the weather is pleasant and the crowds are smaller. You'll also find better deals during these months.
What are the most popular Airbnbs in Winston-Salem, NC?
What are the best restaurants with local dishes in Winston-Salem, NC?
For a taste of local cuisine, try Mozelle's for Southern comfort food, The Flying Biscuit Cafe for a casual brunch, or The Green Bean for fresh, seasonal dishes. You can't go wrong with a classic burger at The Fat Squid.
What are the best holiday rentals with a pool in Winston-Salem, NC?
What are the best walking or cycling routes in Winston-Salem, NC?
The Salem Lake Trail offers a scenic 5km loop around the lake, perfect for a leisurely walk or bike ride. The Greensboro to Winston-Salem Greenway is a longer paved trail that connects the two cities, offering beautiful views of the countryside.
What are the best rentals for families and kids in Winston-Salem, NC?
Are there pet-friendly attractions in Winston-Salem, NC?
Yes, many attractions in Winston-Salem are pet-friendly. Salem Lake Park has designated dog-friendly areas, and the Old Salem Museums & Gardens welcome well-behaved dogs on a leash.
What are the best rentals or Airbnbs with a jacuzzi in Winston-Salem, NC?
What are the benefits of choosing a vacation rental in Winston-Salem, NC?
Vacation rentals provide more space and privacy than hotels, often with amenities like kitchens and laundry facilities. They're also a great option for families or groups traveling together, offering a more home-like experience.
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. The BB&T Field is a popular venue for sporting events and concerts.
Destinations nearby
Best Winston-Salem, NC holiday rentals with a balcony
9.0 7 reviews
Winston-Salem, NC
27/06 – 04/07
NZ$312/nighttotal: NZ$2184 (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.
9.8 29 reviews
Winston-Salem, NC
27/06 – 04/07
NZ$270/nighttotal: NZ$1890 (7 )
Quiet, Newly Renovated. Near Everything!
2 2
apartment , Winston-Salem
This apartment is located just 3 kilometres from the Furniture Market, offering easy access to downtown, hospitals, and Hanes Mall. It has received excellent ratings from previous guests, highlighting its comfortable and convenient features. This two-bedroom, two-bathroom flat spans 81 square meters and comfortably accommodates up to 9 guests. The apartment is fully equipped with a range of amenities, including a kitchen with a fridge, microwave, dishwasher, and a spa, making it a great choice for families and groups.
9.4 3 reviews
Winston-Salem, NC
03/07 – 04/07
NZ$477/nightfor 1 night
Modern 2br Retreat | 85 Tv Ultra-comfy King Beds
1 4
apartment , Winston-Salem
This Winston-Salem flat offers excellent access to downtown, historic Old Salem, Reynolda House, and Salem Lake, making it ideal for exploring the city's cultural attractions and event venues like Bowman Gray Stadium. This accommodation, suitable for up to four guests, features ultra-comfy beds, an 85-inch smart TV, fast WiFi, air conditioning, a kitchen with a fridge and microwave, a private terrace, garden, and ample parking for five cars, with proximity to Atrium Health Wake Forest Baptist and Novant Health Forsyth Medical Center.
10 259 reviews
Winston-Salem, NC
20/11 – 22/11
NZ$370/nighttotal: NZ$740 (2 )
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.
Best Winston-Salem, NC holiday rentals with air conditioning
9.9 27 reviews
Winston-Salem, NC
27/06 – 04/07
NZ$522/nighttotal: NZ$3654 (7 )
Winston-salem Oasis *5 Bedrooms*
1 4
apartment , Winston-Salem
This five-bedroom Winston-Salem dwelling is situated in the Buena Vista neighbourhood, a short distance (less than a few kilometres) from Wake Forest University and Winston-Salem city centre. The property offers guests eight beds across various room themes, two bathrooms, a fully equipped kitchen including a dishwasher, a garden, parking, and internet access; nearby activities include exploring the historic Buena Vista homes.
9.4 62 reviews
Winston-Salem, NC
27/06 – 04/07
NZ$310/nighttotal: NZ$2170 (7 )
Spacious Midcentury Modern Split Level
4 4
apartment , Winston-Salem
This spacious four-bedroom house is situated near Wake Forest University, the Coliseum, the Convention Center, and downtown Winston-Salem, all within a 5-kilometre drive. The property boasts excellent user, location and cleanliness ratings. The split-level home comfortably accommodates up to nine guests. The apartment features central air conditioning, a garden, parking, internet and a kitchen with a fridge and microwave.
10 12 reviews
Winston-Salem, NC
27/06 – 04/07
NZ$235/nighttotal: NZ$1645 (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.
8.8 10 reviews
Winston-Salem, NC
20/11 – 22/11
NZ$290/nighttotal: NZ$580 (2 )
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.