Holiday Rentals in Winston-Salem, NC

1193 available vacation rental offers

-
7
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Winston-Salem, NC holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

1193 Holiday Rentals and Airbnb in Winston-Salem, NC

Best family friendly Winston-Salem, NC holiday rentals

Among the 1193 accommodations in Winston-Salem, NC, here are the 4 best family friendly rentals

Luxury Cottage W/2 Master Suites. Walk To Downtown - Winston-Salem, NC
10 69 reviews

Luxury Cottage W/2 Master Suites. Walk To Downtown

apartment, Winston-Salem
The Dogwood Cottage is situated near Old Salem, Winston-Salem, within easy walking distance of restaurants and shops, and less than 1km from Wake Forest University and 1km from Truist Stadium.
This two-bedroom, two-bathroom holiday home sleeps four, boasting a chef's kitchen with a Bertazzoni range, updated bathrooms (one with a clawfoot tub), high-end amenities, and access to a garden and parking.
Buena Vista Bungalow - Winston-Salem, NC
10 103 reviews

Buena Vista Bungalow

apartment, Winston-Salem
This charming three-bedroom bungalow is situated in the Buena Vista neighbourhood of Winston-Salem, just 800 metres from Graylyn and 1.5 kilometres from Wake Forest University, offering easy access to the city's attractions. The property has consistently received excellent user ratings for location, cleanliness, and overall experience.
The home provides ample space for families or groups of up to six guests, with two living areas, two dining areas, and a furnished patio. The apartment is well-equipped for families with kid-friendly dinnerware, games, and the option to request a high chair and porta-crib, as well as thoughtful amenities such as premium toiletries and coffee pods.
La Casita #3 - Winston-Salem, NC
10 13 reviews

La Casita #3

apartment, Winston-Salem
This two-bedroom flat in Winston-Salem offers a prime location, just a short drive from Wake Forest University, downtown Winston-Salem, the fairgrounds, and the coliseum, with hospitals located approximately 15 to 20 kilometres away.
This family-friendly property, accommodating up to four guests, features a microwave oven, dishwasher, air conditioning, and parking, alongside spacious front and back gardens for outdoor enjoyment.
2-bedroom Cottage In Winston Salem - Winston-Salem, NC
9.6 4 reviews

2-bedroom Cottage In Winston Salem

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.

Best Winston-Salem, NC holiday rentals with parking

Hot Tub Haven - 5 Mins To Wfu - Winston-Salem, NC
10 15 reviews

Hot Tub Haven - 5 Mins To Wfu

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.
Cozy Accessible Studio Near Wake Forest & Downtown Winston-salem - Winston-Salem, NC
10 1 review

Cozy Accessible Studio Near Wake Forest & Downtown Winston-salem

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.
The Blue Door Cabin - Winston-Salem, NC
10 267 reviews

The Blue Door Cabin

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.
3-bedroom House In Fabulous Winston-salem With Cool Ac Breeze - Winston-Salem, NC
No reviews

3-bedroom House In Fabulous Winston-salem With Cool Ac Breeze

apartment, Winston-Salem
This 3-bedroom dwelling in Winston-Salem is conveniently located, offering easy access to historical sites such as Old Salem and the George Black House and Brickyard.
This property provides a relaxing atmosphere with 3 bedrooms and 2 bathrooms, featuring internet, air conditioning, a terrace/balcony, garden, and parking, making it ideal for families or groups exploring local attractions like Hobby Park and the Salem College Elberson Fine Arts Centre.

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.

Popular destinations

Best Winston-Salem, NC holiday rentals with a balcony

Historic West End Haven, Walk To Downtown Winston - Winston-Salem, NC
10 122 reviews

Historic West End Haven, Walk To Downtown Winston

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.
Nice Cozyhome, Winston-salem - Winston-Salem, NC
9.0 7 reviews

Nice Cozyhome, Winston-salem

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.
7 Mi To Dtwn Winston-salem! Townhouse W/ Pool - Winston-Salem, NC
10 1 review

7 Mi To Dtwn Winston-salem! Townhouse W/ Pool

house, Winston-Salem
This charming house is located in Winston-Salem, just 13 kilometres from the M C Benton Jr Convention Center and the LJVM Coliseum, offering a peaceful retreat outside the city centre. The house is ideal for a family holiday, boasting 2 bedrooms, 3 bathrooms and a total floor area of 130 square metres, comfortably accommodating up to 7 guests.
The house is fully equipped with modern amenities, including a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking. Guests can enjoy the private patio, relax in the garden, and take advantage of the free Wi-Fi.
Historic Craftsman Bungalow Near Winston Salem, Wineries And Mountain Activities - Winston-Salem, NC
10 73 reviews

Historic Craftsman Bungalow Near Winston Salem, Wineries And Mountain Activities

apartment, Rural Hall
This Rural Hall holiday home is situated less than 1.6km from the Rural Hall Train Depot, Rural Hall Depot Caboose, and Town Office, and within 9.6km of SciWorks and the Kaleideum North Science Museum.
The two-bedroom, two-bathroom property sleeps five, offering a fitness centre, garden, terrace, free Wi-Fi, and a fully equipped kitchen; nearby attractions include an arcade/game room.

Best Winston-Salem, NC holiday rentals with air conditioning

Old Salem Getaway - Visit Dtws Via The Strollway - Winston-Salem, NC
9.9 191 reviews

Old Salem Getaway - Visit Dtws Via The Strollway

apartment, Winston-Salem
This one-bedroom flat is situated just a short walk from Old Salem, Salem College and UNCSA, making it an ideal base for exploring the city's historical and cultural attractions. The apartment is highly rated for its location, cleanliness and overall experience.
The flat features a queen-size bed in the master bedroom and an air mattress for an additional guest, comfortably accommodating up to three people. Guests can enjoy free parking, contactless check-in and easy access to the city's amenities, including a range of restaurants, breweries and the Salem Creek Trail.
Camel City Oasis * * Sleeps 8 * * Near Old Salem - Winston-Salem, NC
No reviews

Camel City Oasis * * Sleeps 8 * * Near Old Salem

house, Winston-Salem
This Camel City Oasis is a three-bedroom holiday home in Winston-Salem, offering convenient proximity to the historic Old Salem district, located less than 1 kilometre away.
This spacious property covers 122 square meters and accommodates up to 14 guests, featuring a modern kitchen, air conditioning, complimentary WiFi, and on-site private parking.
The Indigo A-frame Near Wfu! - Winston-Salem, NC
9.8 10 reviews

The Indigo A-frame Near Wfu!

apartment, Winston-Salem
This distinctive A-frame dwelling is situated 11 kilometres from Wake Forest University and 19 kilometres from downtown Winston-Salem, offering a unique architectural experience.
This property accommodates two guests with its queen loft suite and a separate treehouse-like bedroom, both featuring private decks and bathrooms, and includes a full kitchen, air conditioning, and internet.
Charming Historic West End Apt C, Main Level - Winston-Salem, NC
9.7 84 reviews

Charming Historic West End Apt C, Main Level

apartment, Winston-Salem
This two-bedroom, two-bathroom apartment in Winston-Salem's West End district is a short walk from downtown's restaurants, pubs, and theatres.
The 1918 building offers a spacious flat with high ceilings, hardwood floors, two private porches, a fireplace, a well-equipped kitchen, and a smart TV; it sleeps three guests and includes parking.