Compare vacation rentals in Winston-Salem, NC from 100+ sites!
821 available vacation rental offers
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Best Vacation rentals and Airbnb offers in Winston-Salem, NC
10 10 reviews
Winston-Salem, NC
11/20 – 11/22
$182/nighttotal: $364 (2 )
Quiet, Home-style Stay In Historic Washington Park Neighborhood.
1 2
apartment , Winston-Salem
This Winston-Salem apartment rental is ideally situated less than a mile from the University of North Carolina School of the Arts, Old Salem, and Home Moravian Church, and within two miles of Winston-Salem State University and Truist Stadium. This one-bedroom, one-bathroom unit sleeps three guests and features a fully equipped kitchen with a refrigerator, oven, stovetop, microwave, and dishwasher, in-unit laundry, a Smart TV, and access to a peaceful garden.
9.4 19 reviews
Winston-Salem, NC
07/02 – 07/06
$159/nighttotal: $636 (4 )
West End Whisper 3 Minute Walk Or Drive To Everything. Prime Location.
1 2
apartment , Winston-Salem
This pet-friendly Winston-Salem apartment rental is conveniently located downtown, a 15-minute walk from the Benton Convention Center and 5 minutes from the Theatre Alliance, offering easy access to Old Salem and the George Black House. The one-bedroom, one-bathroom unit sleeps three guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a balcony, and access to on-site amenities including a spa, barbecue facilities, and free parking.
9.3 6 reviews
Winston-Salem, NC
06/28 – 07/13
$181/nighttotal: $2715 (15 )
Winston Ardmore Executive King Bed Suite &Hot Tub
1 5
apartment , Winston-Salem
The Winston Ardmore Executive King Bed Suite & Hot Tub is located in Winston-Salem, North Carolina, a short drive from the Benton Convention Center, LJVM Coliseum, and BB&T Field. This 1190-square-foot apartment rental boasts a king-sized bed, one bedroom, one bathroom, sleeps up to 11 guests, and features a private pool, hot tub, outdoor fireplace, fully equipped kitchen, and playground.
9.5 151 reviews
Winston-Salem, NC
07/17 – 08/14
$56/nighttotal: $1568 (28 )
Orchid Oasis 1-b Apt Near Baptist Hospital
1 2
apartment , Winston-Salem
This apartment in Winston-Salem is conveniently located near Forsyth and Baptist hospitals, making it a great choice for medical professionals or anyone wanting to explore the city's medical district. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment features one bedroom and one bathroom, accommodating up to two guests. It includes modern amenities like free Wi-Fi, a coffee maker, and a kitchenette with a fridge, microwave, and dishwasher, making it easy to prepare simple meals.
9.7 33 reviews
Winston-Salem, NC
09/16 – 09/20
$127/nighttotal: $508 (4 )
Charming Luxury Condo!
1 2
apartment , Winston-Salem
This newly renovated luxury condo in Winston-Salem is located next to Forsyth Hospital and within a 5-mile drive of Wake Forest Baptist Hospital, with shops and dining within easy walking distance. This 1-bedroom, 1-bathroom apartment accommodates up to 2 guests and features a full kitchen, air conditioning, garden, and parking, offering a serene atmosphere ideal for medical travel.
9.7 480 reviews
Winston-Salem, NC
07/03 – 07/04
$179/nightfor 1 night
House In West Salem, Winston-salem
1 4
apartment , Winston-Salem
Conveniently located one mile from downtown Winston-Salem, this Airbnb offers easy access to restaurants, nightlife, and city attractions. With excellent ratings for location, cleanliness, and user experience, this pet-friendly accommodation provides a comfortable and functional space for up to four guests. The spacious 1,400-square-foot home features three bedrooms, a well-equipped kitchen, a cozy living area, and a large backyard with a grill and patio seating. Guests can enjoy amenities such as air conditioning, a Jacuzzi, free Wi-Fi, and off-street parking. Additionally, the owner's brewery, Hoots Beer Company, offers complimentary tours and tastings.
10 18 reviews
Winston-Salem, NC
12/26 – 12/29
$2047/nighttotal: $6141 (3 )
Wfu & High Point Furniture Mkt.
1 12
apartment , Winston-Salem
This six-bedroom home is located in a private, gated neighborhood overlooking a lake, just six miles from Baptist Hospital and downtown Winston-Salem, three miles from Wake Forest University, and a 35-minute drive from the High Point Furniture Market. This rental has consistently received excellent ratings for its location, cleanliness, and overall experience. This dwelling has three levels, offering ample space and privacy for up to 12 guests. The home features a fully equipped kitchen, a sunroom with a deck, a mudroom/office, and a peaceful lakefront setting with a garden, making it ideal for both relaxation and exploring the area.
10 51 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.
10 4 reviews
Winston-Salem, NC
06/28 – 07/13
$165/nighttotal: $2475 (15 )
Historic District Near Downtown: 3-story Gem For 6
1 5
apartment , Winston-Salem
This apartment is located in a quiet district of Winston-Salem, offering a peaceful retreat just a short distance from the city's cultural and entertainment attractions. This dwelling accommodates up to 6 guests and features 2 bathrooms, air conditioning, and a kitchen equipped with a dishwasher, microwave, and freezer, plus a garden for outdoor enjoyment.
10 65 reviews
Winston-Salem, NC
07/05 – 07/20
$91/nighttotal: $1365 (15 )
Hen & Roost Inn (Near Wash Park, Uncsa, Old Salem)
1 2
apartment , Winston-Salem
This home-style apartment is located in the historic Washington Park neighborhood of Winston-Salem, just a block from the University of North Carolina School of the Arts (UNSCA) and a short walk from downtown, Washington Park, and several trendy restaurants and coffee shops. The accommodation has excellent ratings for location, cleanliness, and user experience. This one-bedroom apartment can comfortably accommodate up to three guests. The apartment includes a fully equipped kitchen, a spacious living room with a pull-out bed, a comfortable couch, a large TV, a desk, a washing machine and dryer, and luxurious amenities like plush towels and high-end furniture.
9.9 214 reviews
Winston-Salem, NC
11/20 – 11/22
$183/nighttotal: $366 (2 )
Beautiful 2 Br Home With Office And Game Room
2 2
apartment , Winston-Salem
This Winston-Salem apartment is conveniently located in a residential area, just a short drive from hospitals, shopping malls, and the city's cultural attractions. Guests rave about the excellent location, cleanliness, and overall experience. The apartment offers ample space for up to six guests, with two bathrooms and a dedicated office space. Enjoy amenities such as a fully equipped kitchen, a game room, a backyard with a grill, and a TV with Disney+ streaming.
9.3 71 reviews
Winston-Salem, NC
06/27 – 07/04
$239/nighttotal: $1673 (7 )
New Beautiful Salem Suite 4bd-self Checkin
1 4
apartment , Winston-Salem
This 1927 house in Winston-Salem is located one block from Hanes Park and restaurants, offering easy access to Winston-Salem attractions. This four-bedroom, two-and-a-half-bathroom home sleeps ten guests and features a fully equipped kitchen, high-speed Wi-Fi, free parking, and a covered porch; laundry facilities are also available.
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.
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.
9.8 167 reviews
Winston-Salem, NC
06/27 – 07/04
$293/nighttotal: $2051 (7 )
Luxurious, Historic 4br Home In Downtown Winston
1 4
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.
10 2 reviews
Winston-Salem, NC
07/17 – 08/14
$190/nighttotal: $5320 (28 )
Unwind In Clemmons. Truist And Tanglewood Parks, Lakes, Mountains And Wineries !
2 2
apartment , Clemmons
This pet-friendly Clemmons vacation rental is conveniently located near Tanglewood Park (8-minute drive) and Hanes Mall (16-minute drive), offering easy access to Cooper Lake and other attractions. The two-bedroom, one-and-a-half-bathroom home sleeps six and features a fully equipped kitchen with a dishwasher and microwave, Wi-Fi, air conditioning, a fireplace, and outdoor barbecue facilities.
Winston-Salem, NC
07/02 – 07/06
$111/nighttotal: $444 (4 )
Terrific Two Story In Sherwood West Near Wfu
1 2
apartment , Winston-Salem
This renovated Sherwood West condo in Winston-Salem offers a pet-friendly stay with easy access to restaurants, shopping, Wake Forest University, hospitals, and major highways. This 4-guest capacity condo features a fully equipped kitchen, in-unit laundry, a shared jack-and-jill bathroom, and a private patio, with access to a community swimming pool during summer.
Best Winston-Salem, NC vacation rentals with parking
9.6 10 reviews
Winston-Salem, NC
06/28 – 07/11
$255/nighttotal: $3315 (13 )
Spacious 4-bedroom House In Charming Winston-salem With Wifi And Fenced In Yard.
4 5
apartment , Winston-Salem
This Winston-Salem vacation home offers convenient access to Old Salem, Hanes Mall, and Reynolda House Museum of American Art, providing a comfortable base for exploring the city. The four-bedroom, two-bathroom house sleeps up to 11 guests, featuring two living rooms, WiFi, a washer, and proximity to attractions like Airbound Trampoline Park and Forest Hills.
9.5 17 reviews
Winston-Salem, NC
07/03 – 07/04
$861/nightfor 1 night
The Fun House Upstairs | Hot Tub | King Beds Only
1 4
apartment , Winston-Salem
This 3-bedroom, 3-bathroom apartment in Winston-Salem is located within 1 mile of Wake Forest Baptist Hospital and Forsyth Medical Center, offering convenient access to major medical facilities and local universities. This family-friendly rental accommodates up to 10 guests and features a fully stocked kitchen, a 75" smart TV with a movie collection, and entertainment options like board games and a two-player arcade, with optional add-ons for enhanced stays.
10 2 reviews
Winston-Salem, NC
06/27 – 07/04
$271/nighttotal: $1897 (7 )
Winston-salem Condo W/ Balcony: Steps To Golf!
2 4
house , Winston-Salem
This Winston-Salem condo, located approximately 5.5 miles from the Benton Convention Center and 6.7 miles from the LJVM Coliseum, offers convenient proximity to a golf course. This 1400-square-foot apartment features two bedrooms, two bathrooms, sleeps seven guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, a fireplace, and a private balcony.
10 22 reviews
Winston-Salem, NC
06/28 – 07/13
$253/nighttotal: $3795 (15 )
Ardmore Gem Close To Mall And Hospitals, 4bed/3bth
4 5
apartment , Winston-Salem
This Winston-Salem vacation home is conveniently located within one mile of Hanes Mall and major hospitals, offering easy access to shopping, dining, and medical facilities. This 2200-square-foot house features four bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private fenced yard, and on-site game room.
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.
9.0 9 reviews
Winston-Salem, NC
06/28 – 07/11
$260/nighttotal: $3380 (13 )
Winston-salem Condo W/ Balcony: Steps To Golf!
2 2
apartment , Winston-Salem
This Winston-Salem condo rental is conveniently located within three miles of Wilkes Regional Medical Center, Hobby Park, Hanes Mall, and two major hospitals, offering easy access to medical facilities, recreation, and shopping. This 1400-square-foot, three-bedroom, two-bathroom apartment sleeps four guests and features a fully equipped kitchen, laundry facilities, a fireplace, and a private balcony; free parking and Wi-Fi are included.
Winston-Salem, NC
07/03 – 07/04
$538/nightfor 1 night
Spacious Historical Home 3 Mins From Downtown
1 4
apartment , Winston-Salem
This historic 1910 home in Winston-Salem's Washington Park neighborhood is located 3 minutes from downtown and close to the School of the Arts and Old Salem Museum. This pet-friendly house accommodates 16 guests with 4 bedrooms, 4 bathrooms, a full kitchen, and shared access to a deck and backyard.
9.6 8 reviews
Winston-Salem, NC
07/12 – 07/27
$191/nighttotal: $2865 (15 )
Chic 2br/2ba Near Dining & Shops
1 1
apartment , Winston-Salem
This Winston-Salem vacation rental is centrally located, within a 15-minute walk of the University of North Carolina School of the Arts, Old Salem, and Home Moravian Church, and within 2 miles of Truist Stadium and the Benton Convention Center. This 1440-square-foot house features two bedrooms, four bathrooms, and accommodates up to six guests, offering a fully equipped kitchen, in-unit laundry, and on-site parking.
10 1 review
Winston-Salem, NC
06/26 – 06/28
$401/nighttotal: $802 (2 )
Stunning 3-bedroom House Near The University & Downtown
3 2
apartment , Winston-Salem
This three-bedroom Winston-Salem house is conveniently located near The Coliseum and downtown, providing easy access to attractions like Wake Forest Tennis Center and the Airbound Trampoline Park. The 3-bedroom home offers guests in-house laundry, Wi-Fi, a fully equipped kitchen with an ice maker, and can comfortably accommodate up to six people.
Neighborhoods and points of interest in Winston-Salem, NC
Best Winston-Salem, NC vacation rentals with air conditioning
9.4 21 reviews
Winston-Salem, NC
11/06 – 11/08
$280/nighttotal: $560 (2 )
Stylish 2br Near Hospital King Bed Fast Wifi
1 6
apartment , Winston-Salem
This Winston-Salem apartment rental offers a comfortable stay for up to six guests, boasting two bedrooms with private full bathrooms, a fully equipped kitchen with granite countertops, and in-unit laundry. The unit includes 500 Mbps internet, smart TVs, memory foam mattresses, and accommodates pets for an additional nightly fee after the first two nights.
9.8 198 reviews
Winston-Salem, NC
06/26 – 06/28
$189/nighttotal: $378 (2 )
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.
9.9 324 reviews
Winston-Salem, NC
07/05 – 07/20
$127/nighttotal: $1905 (15 )
West Salem Art Hotel, "Art"partment #1
1 2
apartment , Winston-Salem
This historic 1931 brick building with modern amenities is located in the historic West Salem district, a peaceful retreat just a mile from Downtown Winston-Salem. It has excellent user, location, and cleanliness ratings. The apartment offers a private, unique, and clean living space with an eclectic and beautiful art-filled interior. It has 1 bedroom, 1 bathroom, and a guest capacity of 2. It also features a lovely outdoor solarium with farm views, self-controlled heating and A/C, and alternative rates for photographers and production crews.
9.7 64 reviews
Winston-Salem, NC
07/17 – 08/14
$107/nighttotal: $2996 (28 )
Carolina Cheerful And Charming
1 2
apartment , Winston-Salem
This Winston-Salem apartment is conveniently located within walking distance of Old Salem, the Arts District, and Truist Stadium, offering a peaceful retreat close to the city's attractions. It has earned excellent ratings for location, cleanliness, and overall experience. The apartment has two bedrooms, comfortably accommodating up to six guests, and features a fully equipped kitchen, a washer and dryer, and private outdoor spaces for relaxation. Enjoy the tranquility of the North Carolina outdoors while taking advantage of the amenities, including a Jacuzzi, a garden, and parking.
