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Best Vacation rentals and Airbnb offers in Winston-Salem, NC
9.7 265 reviews
Winston-Salem, NC
06/28 – 07/13
$203/nighttotal: $3045 (15 )
*Charming* 3bd Dogfriendly Entire Home Close To Dt
3 5
apartment , Winston-Salem
This charming 3-bedroom Cape Cod home is located in the West Highlands neighborhood, a short distance from downtown Winston-Salem and close to the West End and Buena Vista districts. This rental has earned excellent ratings for location, cleanliness, and user experience. The home has two full bathrooms, a living room, dining room, and a fully stocked kitchen, comfortably accommodating up to 8 guests. Enjoy a private driveway, a fenced-in backyard with a deck, a smart TV with Netflix, and a kitchen equipped with everything you need to prepare meals.
9.5 122 reviews
Winston-Salem, NC
07/12 – 07/27
$101/nighttotal: $1515 (15 )
Zen 1-bed Oasis In Historic Downtown Winston-salem
1 1
apartment , Winston-Salem
This Winston-Salem apartment rental is conveniently located near downtown, offering easy access to the city's attractions and a short drive from Old Salem Museums & Gardens. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, queen-sized bed, flat-screen TV, and one off-street parking space.
9.9 101 reviews
Winston-Salem, NC
07/12 – 07/27
$149/nighttotal: $2235 (15 )
Violet Views -King Suite In Downtown Winston Salem
1 1
apartment , Winston-Salem
This one-bedroom apartment is conveniently located in Winston-Salem's West End, within walking distance of restaurants, bars, and shops, and a short drive from the Millennium Center, Wake Forest Baptist Health, and Wake Forest University. The apartment has excellent ratings for location, cleanliness, and overall user experience. The apartment is perfect for couples or solo travelers, with a comfortable king-size bed and modern amenities like a fully equipped kitchen, high-speed Wi-Fi, and smart TVs. Enjoy a premium coffee or tea in the morning, relax in the cozy living room, and take advantage of the on-site parking and laundry facilities.
10 1 review
Winston-Salem, NC
06/24 – 06/28
$115/nighttotal: $460 (4 )
3 Mins From Downtown - Ps5, King Bed & Ev Charger
1 2
apartment , Winston-Salem
This apartment in Winston-Salem is located just 3 minutes from Downtown, offering convenient access to the M C Benton Jr Convention Center (2.2 miles) and the LJVM Coliseum (4.3 miles). This 700 sq ft unit accommodates up to 5 guests with 1 bathroom, featuring a king-size bed, a fully equipped kitchen, free WiFi, on-site parking with an EV charging station, and a PS5 for entertainment.
9.8 198 reviews
Winston-Salem, NC
06/28 – 07/11
$147/nighttotal: $1911 (13 )
Old Salem Restored Moravian Village 1700s
1 2
apartment , Winston-Salem
This charming apartment is located in Old Salem, a historic district in Winston-Salem, within walking distance of the Cobblestone Market, MESDA, and the Old Salem Visitors Center. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience. The apartment is a two-bedroom, two-bathroom unit with a private porch and patio, perfect for a family or group of up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and parking.
10 43 reviews
Winston-Salem, NC
07/03 – 07/04
$245/nightfor 1 night
Charming 2-bedroom Cabin In Winston-salem
1 4
cabin , Winston-Salem
This Winston-Salem cabin rental is conveniently located a half-mile from I-74 and a ten-minute drive from downtown, offering easy access to the city's attractions. The two-bedroom, one-bathroom cottage comfortably sleeps four guests and features a fully equipped kitchen with granite countertops, a modern bathroom with a tiled shower, and an open living area with ample natural light; pet-friendly and with high-speed internet.
9.9 65 reviews
Winston-Salem, NC
07/03 – 07/04
$392/nightfor 1 night
Walk To Wake Forest #2
1 4
apartment , Winston-Salem
This apartment is located in Winston-Salem, within walking distance of Wake Forest University, Campus Gas pub, Spry soccer stadium, and Reynolda Village. It has excellent ratings for location, cleanliness, and user experience. This 3-bedroom, 1-bathroom rental comfortably accommodates up to 7 guests. The apartment offers a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, along with air conditioning, a garden, parking, and internet access.
9.9 140 reviews
Winston-Salem, NC
06/24 – 06/28
$173/nighttotal: $692 (4 )
Horizons @ Summit - 2 Kings Near Downtown Winston
1 2
apartment , Winston-Salem
This downtown Winston-Salem apartment offers easy access to the city's attractions, placing you near museums, theaters, and restaurants. The two-bedroom, two-bathroom rental boasts a fully equipped kitchen, in-unit laundry, high-speed internet, and smart TVs, comfortably accommodating four guests.
10 52 reviews
Winston-Salem, NC
06/27 – 07/04
$377/nighttotal: $2639 (7 )
New Beautiful 4 Br Home Near Hospitals & Downtown
1 4
apartment , Winston-Salem
This Winston-Salem rental is conveniently located in a residential area, just 5 minutes from Wake Forest University and 10 minutes from the city center. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for travelers. The spacious 4-bedroom, 3-bathroom home comfortably accommodates up to 8 guests. The fully equipped kitchen, sunroom, fenced-in backyard, and universal car charging station provide everything you need for a comfortable and enjoyable stay.
9.6 188 reviews
Winston-Salem, NC
06/28 – 07/13
$202/nighttotal: $3030 (15 )
Cozy Ardmore Cottage Main Level
2 5
apartment , Winston-Salem
This main level apartment is located in the charming Ardmore neighborhood, just minutes from downtown Winston-Salem, Baptist Hospital, and BB&T Field. It has excellent user, location, and cleanliness ratings. The apartment has an open floor plan with plenty of space for relaxation and socializing. It has 2 bedrooms, 1 bathroom, and a guest capacity of 6. The apartment also has a screened back porch, a sun room, a basement with a separate 1 bedroom unit, and access to a large fenced backyard. It has amenities such as air conditioning, a kitchen with a fridge, freezer, microwave oven, and dishwasher, internet, a terrace/balcony, a garden, and parking. Pets are allowed, and it is family friendly.
9.9 112 reviews
Winston-Salem, NC
07/05 – 07/20
$120/nighttotal: $1800 (15 )
Modern Craftsman *Pet-friendly* Near Downtown
1 2
apartment , Winston-Salem
This newly renovated craftsman bungalow in a quiet Winston-Salem historic neighborhood offers convenient proximity to major highways, UNC School of the Arts (4 minutes), Downtown Winston-Salem (7 minutes), Atrium Health Wake Forest Baptist and Forsyth Medical Center (7 minutes), and Wake Forest University (15 minutes). The three-bedroom, two-bathroom house sleeps six and includes a fully equipped kitchen with a refrigerator, microwave, and dishwasher; guests also enjoy free internet, air conditioning, and on-site parking.
10 4 reviews
Winston-Salem, NC
07/03 – 07/04
$200/nightfor 1 night
La Casita .
2 4
apartment , Winston-Salem
This 2-bedroom, 1-bathroom apartment in Winston-Salem is centrally located, offering easy access to the University of North Carolina School of the Arts, downtown attractions, and major highways, with hospitals less than 10 miles away. This pet-friendly rental accommodates up to 4 guests and features a private fenced yard with a gas grill and fire pit, plus a king bed in the master and a queen bed in the second bedroom.
Choose the Right Family-Friendly Vacation Rentals in Winston-Salem, NC
Make family travel to Winston-Salem, NC seamless with spacious vacation rentals located just minutes from top city attractions.
10 117 reviews
Winston-Salem, NC
06/27 – 07/04
$327/nighttotal: $2289 (7 )
Historic West End Haven, Walk To Downtown Winston
3 4
apartment , Winston-Salem
This historic duplex is located in the West End district of downtown Winston-Salem, just a short walk from the Arts District and minutes from Wake Forest University, NC Baptist Hospital, and BB&T Field. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The 1520 square foot home offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment features a fully equipped kitchen, a private terrace, a garden, and modern amenities like stainless steel appliances, a washer and dryer, cable TV, and high-speed internet.
9.9 52 reviews
Winston-Salem, NC
06/27 – 07/04
$143/nighttotal: $1001 (7 )
The Downtown Moxie!
1 2
apartment , Winston-Salem
This downtown Winston-Salem apartment, located in a historic 1924 YMCA building in the central business district, is a short walk from excellent restaurants and one block from the Milton Rhodes Center for the Arts. This two-bedroom, one-bathroom unit sleeps four, offering a king bed, a queen-size pull-out couch, a full kitchen with dishwasher, in-unit laundry, two TVs, and one free parking space nearby.
9.9 232 reviews
Winston-Salem, NC
09/02 – 09/09
$549/nighttotal: $3843 (7 )
Renowned Historic Home Downtown/across From Park
5 2
apartment , Winston-Salem
This historic house is located on a charming street downtown, just a short walk from a city park, restaurants, and breweries, offering a convenient location close to attractions without the noise of the city center. The property has received excellent ratings for location, cleanliness, and overall user experience. This 5-bedroom, 3.5-bathroom home provides ample space for families or groups, with a total floor area of 50 square feet. Guests can enjoy modern amenities like a fully equipped kitchen, washer/dryer, and a dedicated workspace, along with family-friendly features like a crib, changing table, and high chair.
10 8 reviews
Winston-Salem, NC
09/02 – 09/09
$225/nighttotal: $1575 (7 )
2br Cottage, Walk To Wake Forest
2 2
apartment , Winston-Salem
This Winston-Salem cottage offers a peaceful retreat near Wake Forest University, a short drive from downtown Winston-Salem and Atrium Health Wake Forest Baptist Medical Center. The two-bedroom, one-and-a-half-bathroom house sleeps five, features a fully equipped kitchen with dishwasher, in-unit laundry, a fenced backyard, and parking for up to three cars.
Best Winston-Salem, NC vacation rentals with parking
9.8 24 reviews
Winston-Salem, NC
07/12 – 07/27
$127/nighttotal: $1905 (15 )
3 Mi To Dtwn Winston-salem: Studio On Miller Park!
2 1
studio , Winston-Salem
This Winston-Salem apartment rental is conveniently located within 1-2 miles of Novant Health Forsyth Medical Center, Novant Health Medical Park Hospital, and Wake Forest Baptist Medical Center, also near Brenner Children's Hospital and Hanes Mall. This 320-square-foot two-bedroom, one-bathroom unit sleeps two guests and offers free Wi-Fi, on-site RV/bus/truck parking, and in-unit kitchen facilities including a refrigerator and microwave.
10 11 reviews
Winston-Salem, NC
06/27 – 07/04
$261/nighttotal: $1827 (7 )
Private Yard & Deck: High Point Home Base!
3 4
apartment , Wallburg
This High Point vacation rental is situated 3.1 miles from Olde Homeplace Golf Club and within 9 miles of High Point University and Oak Hollow Mall. This 2000-square-foot house sleeps six guests and features three bedrooms, two bathrooms, a fully equipped kitchen, laundry facilities, a patio, and barbecue grills, all within a smoke-free environment.
Winston-Salem, NC
06/28 – 07/13
$1141/nighttotal: $17115 (15 )
The Double House At Brookwood - Walk To The Grounds At Wfu
8 5
apartment , Winston-Salem
The Double House at Brookwood offers Winston-Salem lodging near Wake Forest University, a three-minute walk away, providing easy access to downtown attractions and proximity to Historic Bethabara Park. This eight-bedroom, four-bathroom property features two fully equipped kitchens, private yards, and accommodates up to 21 guests, perfect for families or large groups visiting nearby attractions like the Wake Forest Tennis Center and SciWorks.
Winston-Salem, NC
07/17 – 07/19
$340/nighttotal: $680 (2 )
Vibrant Home 2 Mi To Dtwn & Wake Forest University
3 6
apartment , Winston-Salem
This 3-bedroom, 1-bathroom apartment is centrally located in Winston-Salem, a 14-minute walk from the Children's Theatre and a 2-minute drive from the Lawrence Joel Veterans Memorial Coliseum. This 1010 sq ft rental accommodates up to 8 guests and features a fully equipped kitchen, on-site laundry, air conditioning, and convenient parking, with proximity to Old Salem and various recreational facilities.
Frequently Asked Questions about vacation rentals in Winston-Salem, NC
What should a first-time visitor not miss in Winston-Salem, NC?
For a first-time visit, you can't go wrong with the Reynolda House Museum of American Art, a beautiful estate with stunning gardens and a fantastic art collection. And for a taste of local history, be sure to check out the Old Salem Museums & Gardens, where you can step back in time and experience 18th-century life.
What are the best Airbnb and vacation 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, has a lot of great restaurants and shops, and is home to the historic Reynolda Village.
What are the most popular Airbnbs in Winston-Salem, NC?
What are the top family-friendly attractions in Winston-Salem, NC?
The Children's Museum of Winston-Salem is a big hit with kids, and the SciWorks museum is a great place to learn about science and technology. For something outdoorsy, the Salem Lake Park has a playground, walking trails, and a boat launch.
What are the best vacation rentals with a pool 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, in the spring or fall. You'll get better rates and fewer crowds than during the peak summer months.
What are the best rentals for families and kids in Winston-Salem, NC?
What events or festivals should visitors check out in and around Winston-Salem, NC?
The city hosts several events throughout the year, including the Spring Arts Festival, the Winston-Salem Christmas Parade, and the National Black Theatre Festival.
What are the best rentals or Airbnbs with a jacuzzi in Winston-Salem, NC?
What are the best budget-friendly activities in Winston-Salem, NC?
Take a stroll through the beautiful gardens at the Reynolda House Museum, explore the historic buildings of Old Salem, or enjoy a picnic at Salem Lake Park. These are all free or low-cost activities that are perfect for a budget-conscious traveler.
What are the best restaurants with local dishes in Winston-Salem, NC?
For a taste of local flavors, check out The 1911 Restaurant, which serves up Southern comfort food with a modern twist, or Mozelle's, known for its classic soul food dishes. And don't forget to try a slice of 'Winston-Salem pie' at The Piedmont Pie Co.
What are the best walking or cycling routes in Winston-Salem, NC?
The Salem Lake Greenway is a beautiful paved trail that winds around Salem Lake, offering stunning views of the water and surrounding nature. For a more urban experience, try the Downtown Winston-Salem Loop, which takes you past many of the city's historic landmarks.
Are there pet-friendly attractions in Winston-Salem, NC?
Yes, many attractions in Winston-Salem are pet-friendly, including the Salem Lake Park, the Reynolda Gardens, and the Old Salem Museums & Gardens.
What are the benefits of choosing a vacation rental in Winston-Salem, NC?
Vacation rentals offer more space and privacy than hotels, and they can be a more affordable option for families or groups. They're also often located in residential neighborhoods, giving you a more authentic feel for the city.
Destinations nearby
Guest-Favorite Vacation Rentals with a Terrace in Winston-Salem, NC
Enjoy your own private terrace with city skyline views at these vacation rentals in Winston-Salem, NC.
10 67 reviews
Winston-Salem, NC
07/12 – 07/27
$156/nighttotal: $2340 (15 )
Historic Craftsman Bungalow Near Winston Salem, Wineries And Mountain Activities
2 1
apartment , Rural Hall
This family-friendly vacation home is located in Rural Hall, just a short drive from attractions like SciWorks, Airbound Trampoline Park, and Grand 18-Winston-Salem. Guests consistently rate this rental as excellent, making it a popular choice for families visiting the area. This rental features two bedrooms and two bathrooms, comfortably accommodating up to five guests. Amenities include a fully equipped kitchen, a private fenced yard, a fitness center, an arcade/game room, and a terrace/balcony.
8.0 2 reviews
Winston-Salem, NC
11/20 – 11/22
$613/nighttotal: $1226 (2 )
Historic Home In Grace Park
4 2
apartment , Winston-Salem
This historic 1920s downtown Winston-Salem residence offers a prime location adjacent to a city park and within walking distance of acclaimed restaurants and breweries. This 3000 square foot, four-bedroom, three-and-a-half-bathroom house accommodates up to 10 guests, featuring a fully equipped kitchen, a private outdoor patio, and a dedicated basement level with a large common area and 70-inch TV.
9.8 167 reviews
Winston-Salem, NC
07/17 – 07/19
$597/nighttotal: $1194 (2 )
Luxurious, Historic 4br Home In Downtown Winston
4 6
apartment , Winston-Salem
This apartment is located within walking distance of downtown Winston-Salem, making it easy to explore the city's attractions, restaurants, and entertainment. It has received excellent ratings for location, cleanliness, and overall user experience. This 4-bedroom home comfortably sleeps 8 guests, making it perfect for families or groups of friends. The apartment is well-equipped with a large kitchen, a laundry room, outdoor space, and thoughtful amenities like fresh towels, cozy blankets, and a sound machine.
9.3 208 reviews
Winston-Salem, NC
11/20 – 11/22
$180/nighttotal: $360 (2 )
3 King Beds | Xl Tvs | Near Hospital, College & Dt
3 2
apartment , Winston-Salem
This apartment is conveniently located near Winston-Salem State University, Baptist Hospital, and downtown Winston-Salem, all within a one-mile radius, making it ideal for students, patients, or those exploring the city. The apartment has earned excellent ratings for location, cleanliness, and user experience. The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. This rental offers a spacious living area, a relaxing porch, a fully equipped kitchen, and a Volkswagen Toureg available for rent, allowing guests to enjoy the city and surrounding areas.
Neighborhoods and points of interest in Winston-Salem, NC
Best Winston-Salem, NC vacation rentals with air conditioning
10 82 reviews
Winston-Salem, NC
09/02 – 09/09
$104/nighttotal: $728 (7 )
Updated 1br Cottage On Private Acre+ Lot
1 2
apartment , Winston-Salem
The Gardeners Cottage is a cozy guest house located in a quiet residential area of Winston-Salem, just a short drive from Old Salem Museum, UNC School of the Arts, and downtown Winston-Salem. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience. The Gardeners Cottage features one bedroom and one bathroom and can comfortably accommodate two guests. Amenities include a full kitchen, high-speed internet, a private patio, a vinyl record player, and accessibility-friendly features in the bathroom.
10 3 reviews
Winston-Salem, NC
11/06 – 11/08
$379/nighttotal: $758 (2 )
Country's Club Southern Comfort Retreat
3 6
apartment , Winston-Salem
This Winston-Salem vacation rental is conveniently located near Hanes Mall, within 3 miles, and major medical centers like Novant Health Forsyth Medical Center, with Wake Forest University about 6 miles away. This 1300-square-foot house sleeps six guests comfortably and features three bedrooms, one bathroom, a full kitchen with appliances including a stovetop and coffee maker, a washer, and a sofa bed.
9.0 6 reviews
Winston-Salem, NC
06/28 – 07/13
$163/nighttotal: $2445 (15 )
Nice Cozyhome, Winston-salem
2 5
apartment , Winston-Salem
This townhome is conveniently located near downtown Winston-Salem, just a 5-minute drive away, and a short walk from Wake Forest University, offering a quiet retreat in a peaceful neighborhood. It has received excellent guest ratings for its comfort and amenities. This 2-bedroom, 2-bathroom rental can accommodate up to 5 guests. Enjoy a fully equipped kitchen, washer and dryer, complimentary snacks and wine, a fenced back porch, and proximity to a golf course, all within easy reach of attractions like Reynolda Gardens, Hanes Mall, and Bowman Gray Stadium.
9.4 398 reviews
Winston-Salem, NC
07/05 – 07/20
$73/nighttotal: $1095 (15 )
2 Bedroom 1 Bathroom Entire Home
2 2
apartment , Winston-Salem
This apartment is conveniently located near the West End, a short distance from downtown Winston-Salem and Wake Forest University. It has earned excellent ratings for location, cleanliness, and overall user experience. This two-bedroom, one-bathroom rental can comfortably accommodate up to four guests. You'll enjoy amenities like a fully equipped kitchen, air conditioning, a garden, and parking, all while being able to bring your furry friend along.
