What are the must-see attractions in Winston-Salem, NC?

You've got to check out the Reynolda House Museum of American Art, the historic Moravian settlement of Old Salem, and the Wake Forest University campus. They're all really unique and interesting.

What are the best villa rentals in Winston-Salem, NC?

Among the villa rentals in Winston-Salem, NC, Courtyard Cottage Safe Parking , Camel City Cottage - Located Near The Hospitals and Remodeled 1 Br Cottage On Private Acre+ Lot are the most popular ones.

What indoor activities for families are available in Winston-Salem, NC on rainy days?

The SciWorks science museum is a big hit with kids, and the Kaleideum is another great option. You could also check out the Children's Museum of Winston-Salem.

What are the best villa rentals with a pool in Winston-Salem, NC?

Cozy Cottage Nestled In The Woods Near Willstella Farm Venue , Backyard Pool House and Cozy Townhouse Close To Wfu are the best villa rentals with a pool in Winston-Salem, NC.

What are the best activities in Winston-Salem, NC?

Winston-Salem has so much to offer! You can explore the historic Old Salem district, check out the art scene at the Southeastern Center for Contemporary Art, or catch a show at the Stevens Center for the Performing Arts. You could also try a brewery tour and sample some local craft beers.

What are the best villa rentals with a jacuzzi in Winston-Salem, NC?

The best villa rentals with a jacuzzi in Winston-Salem, NC are 3 Mins From Downtown - Ps5 - King Bed & Ev Charger , Farm Retreat With Beautiful Animals Bring Apples To Feed and Cozy Cottage .

What are the advantages of renting a house or a villa in Winston-Salem, NC

Renting a house or villa gives you more space and privacy than a hotel. You can also cook your own meals and enjoy the comforts of home. Plus, you'll be in a more residential area and get a better feel for the city.

What are the best villa rentals for families and kids in Winston-Salem, NC?

The best villa rentals for families and kids in Winston-Salem, NC are La Casita: A Cozy Retreat Near Wake Forest University" , Deacon Stays: The Brookwood - Walk To Wfu and Renowned Historic Home Downtownacross From Park .

What food festivals or culinary events take place in and around Winston-Salem, NC?

The annual 'Taste of Winston-Salem' is a great way to sample local cuisine. There's also the 'Winston-Salem Food Truck Rodeo' which features local food trucks and live music.

What are the best pet friendly villa rentals in Winston-Salem, NC?

The best pet friendly villa rentals in Winston-Salem, NC are Courtyard Cottage Safe Parking , Howdy Doody and La Casita: A Cozy Retreat Near Wake Forest University" .

What exclusive experiences are available when visiting Winston-Salem, NC?

You can take a private tour of the R.J. Reynolds Tobacco Company's historic plant, or go behind the scenes at the Southeastern Center for Contemporary Art. There are also several wineries in the area that offer tasting tours.

What are the best villa rentals with parking in Winston-Salem, NC?

Courtyard Cottage Safe Parking , Camel City Cottage - Located Near The Hospitals and Remodeled 1 Br Cottage On Private Acre+ Lot are the best villa rentals with parking in Winston-Salem, NC.

Which part of Winston-Salem, NC would be ideal for a villa rental?

The West End is a great area for villa rentals. It's close to downtown and has a lot of charming, historic homes. You can also find some nice villas in the Reynolda area, which is known for its beautiful gardens and art museum.

Winston-Salem, NC Villas and Beach house

No reviews

Winston Sleeps 16 - 2 Kitchens

house, Winston-Salem

Winston Sleeps 16 is a large vacation home located in Winston-Salem, North Carolina, conveniently situated 3.1 miles from the Benton Convention Center, 4.4 miles from the LJVM Coliseum, and 4.8 miles from BB&T Field.
This 2,500-square-foot property sleeps 16 comfortably, boasting two kitchens, a swimming pool, jacuzzi, sauna, and other amenities including a playground, making it ideal for large families or groups visiting Winston-Salem.

10 52 reviews

Modern 2br Apt | Peaceful Porch | Walk To Wfbh

house, Winston-Salem

This Winston-Salem apartment rental offers convenient proximity to major medical facilities, downtown attractions, and easy highway access.
The two-bedroom, two-bathroom unit sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, and a dedicated carport.

10 48 reviews

Cozy Single Story House-fully Fenced-uncsa

house, Winston-Salem

This Winston-Salem townhouse is conveniently located near restaurants, hospitals, and downtown, offering easy access to city attractions.
This 2-bedroom, 1-bathroom unit sleeps 4 guests and includes a fully equipped kitchen, smart TVs with Netflix, and a fenced backyard (available in March); convenient front door parking is also available.

9.5 33 reviews

Mid-century Modern Cottage In Ardmore Area!

house, Winston-Salem

This mid-century modern cottage is located in Winston-Salem's Ardmore area, just a short drive from the M C Benton Jr Convention Center and other attractions. The home has received excellent ratings for its cleanliness, location, and overall user experience.
This 2-bedroom, 1-bathroom vacation rental comfortably accommodates up to 4 guests. The home features a fully equipped kitchen, a washing machine, a flat-screen TV, and air conditioning, ensuring a comfortable and convenient stay.

10 22 reviews

Just Beachy In Ardmore

bungalow, Winston-Salem

This recently renovated 3-bedroom, 2-bathroom apartment in Winston-Salem's Ardmore district offers a nautical-themed interior and is located within 1 mile of downtown Winston-Salem, Wake Forest University, and major hospitals.
This family-friendly rental accommodates up to 6 guests and features a full kitchen, air conditioning, a private backyard with a privacy fence, a pool table in the basement, and on-site parking.

9.8 926 reviews

Log Cabin In The City

cabin, Winston-Salem

This log cabin is conveniently located less than a mile from Downtown Winston-Salem in a commercial area off Peters Creek Parkway. It has excellent user, location, and cleanliness ratings.
The upper level of the cabin has a private fenced-in backyard, custom interior work by the owner, a brewery tour and tasting at the owner's brewery included for each guest, a Smart TV with streaming apps, a hammock, and a fire pit in the backyard. It has 2 bedrooms, 1 bathroom, and a guest capacity of 5.

10 1 review

Movie Magic - The Scene-stealer

house, Winston-Salem

This Winston-Salem house offers a convenient location, situated 3.6 miles from the M C Benton Jr Convention Center and 5.7 miles from the LJVM Coliseum, with Piedmont Triad Airport 18.6 miles away.
This family-friendly dwelling features 1600 square feet of living space with 3 bedrooms, 2 bathrooms, air conditioning, free Wi-Fi, and private parking, accommodating up to 16 guests with a fully equipped kitchen.

No reviews

Kernersville Studio Suite Community Pool Firepit Kitchen

house, Kernersville

Vacation rental listing. This accommodation is based in Kernersville.
Services and facilities: a washing machine, a terrace and free parking. Enjoy a swimming pool in this house in Kernersville!

9.6 32 reviews

Upscale City Cottage Getaway

cottage, Winston-Salem

This charming cottage is conveniently located in Winston-Salem, just a short distance from Wake Forest University, Reynolda Gardens, and a variety of restaurants and shops. The cottage consistently receives excellent reviews from guests, making it a popular choice for travelers.
This two-bedroom, one-bathroom cottage comfortably accommodates up to four guests. The fully renovated home features a modern kitchen, a spacious backyard, and a comfortable living area, perfect for relaxing after a day of exploring the city or the surrounding natural beauty.

8.3 4 reviews

3br Downtown-old Salem Oasis

house, Winston-Salem

This 3BR Downtown-Old Salem Oasis is located in Winston-Salem, 1.3 miles from the M C Benton Jr Convention Center and 3.3 miles from the LJVM Coliseum.
This house offers 1140 square feet of living space with 1 bedroom, 2 bathrooms, and a guest capacity of 11, featuring a full kitchen, air conditioning, on-site water park, and complimentary WiFi.

8.0 1 review

Downtown Winston-salem Condo W/ Private Library!

house, Winston-Salem

This downtown Winston-Salem condo is conveniently located a short walk from the Benton Convention Center and 3.4 miles from BB&T Field.
This 2080-square-foot apartment sleeps seven, boasts two bedrooms and two bathrooms, in-unit laundry, free Wi-Fi, and a private library.

Search Vacation Homes near the Old Town in Winston-Salem, NC

Stay close to the action with central vacation homes in Winston-Salem, NC, keeping downtown landmarks within easy walking distance.

9.8 13 reviews

Mid-century Modern Cottage In Ardmore Area!

cottage, Winston-Salem

This charming cottage is conveniently located in Winston-Salem, within a 15-minute walk of Wake Forest University Baptist Medical Center, Truist Stadium, and Brenner Children's Hospital. Guests have consistently rated this property excellent, making it a popular choice for travelers visiting the city. This cozy retreat spans 970 square feet and comfortably accommodates up to four guests. The cottage boasts a fully equipped kitchen, laundry facilities, and a comfortable living space, providing everything you need for a relaxing and enjoyable stay.

9.6 126 reviews

Guest Quarters

house, Winston-Salem

This Winston-Salem guest house is located two blocks from 5 Points, offering easy access to Wake Forest University (3 miles), Wake Forest Baptist Medical Center (0.6 miles), and Novant Health Forsyth Medical Center (2 miles).
This private, one-bedroom, one-bathroom unit sleeps two guests and features a detached building for maximum privacy, along with air conditioning, parking, and internet access.

9.8 65 reviews

The Southern Magnolia - Downtown

house, Winston-Salem

This Southern Magnolia townhouse is located in Winston-Salem's Innovation Quarter, within walking distance of restaurants like Six Hundredº and Bailey Park.
The three-bedroom, two-bathroom house offers guests a spacious open floor plan, a fully equipped kitchen, laundry facilities, and parking; it comfortably sleeps six and is ideal for families or groups visiting the area.

9.0 3 reviews

5 Mins To Downtown 3 Kings Old Salem Sanctuary

house, Winston-Salem

This house is located in Winston-Salem, a 5-minute drive from downtown and 1.3 miles from the M C Benton Jr Convention Center.
This 1080 square foot residence accommodates up to 6 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and an on-site casino and water park.

Best family friendly Winston-Salem, NC villas and beach houses

Among the 181 accommodations in Winston-Salem, NC, here are the 4 best family friendly villas and beach houses

9.6 77 reviews

Cheerful 2 Bedroom Cabin With Indoor Fireplace

cabin, Winston-Salem

This charming cabin is located just outside of downtown Winston-Salem, about a 15-minute drive from the city center. The cabin consistently receives excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom, two-bathroom cabin comfortably sleeps up to six guests. Enjoy a fully equipped kitchen, a laundry room, a fire pit, a grill, and a beautiful garden with scenic pond views.

9.8 12 reviews

Cozy & Convenient

house, Winston-Salem

This two-bedroom townhouse is located in a peaceful neighborhood with sidewalks, just a short walk from the heart of Winston-Salem's downtown attractions, including museums, restaurants, and shops.
The house features a fully equipped kitchen, two private bathrooms, a washer and dryer, and access to a 25-meter swimming pool during the summer months, accommodating up to six guests.

9.6 4 reviews

Cozy 2-bedroom Cottage In Winston Salem

cottage, Winston-Salem

This cottage in Winston-Salem offers a unique goat-watching experience from its porch and is conveniently located within 3 miles of High Point University and Wake Forest University, 1 mile from the Joel Coliseum, and 5 miles from Piedmont Triad International Airport, with easy access to downtown Winston-Salem. This 1090 square foot dwelling accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, Wi-Fi, a full kitchen, and a spacious yard for outdoor enjoyment.

No reviews

Kernersville King Beds Hot Tub Arcade Firepit

house, Kernersville

This Kernersville vacation home is located 23 miles from the Greensboro Science Center, 12 miles from Truist Field and the LJVM Coliseum, and 14 miles from Piedmont Triad International Airport.
This 3,500-square-foot property boasts five bedrooms, four bathrooms, a private pool, hot tub, fitness center, and can accommodate up to 39 guests, offering amenities such as a fully equipped kitchen, free Wi-Fi, and ample parking.

Frequently Asked Questions about villa rentals in Winston-Salem, NC

What are the must-see attractions in Winston-Salem, NC?
You've got to check out the Reynolda House Museum of American Art, the historic Moravian settlement of Old Salem, and the Wake Forest University campus. They're all really unique and interesting.
What are the best villa rentals in Winston-Salem, NC?
Among the villa rentals in Winston-Salem, NC, Courtyard Cottage Safe Parking, Camel City Cottage - Located Near The Hospitals and Remodeled 1 Br Cottage On Private Acre+ Lot are the most popular ones.
What indoor activities for families are available in Winston-Salem, NC on rainy days?
The SciWorks science museum is a big hit with kids, and the Kaleideum is another great option. You could also check out the Children's Museum of Winston-Salem.
What are the best villa rentals with a pool in Winston-Salem, NC?
Cozy Cottage Nestled In The Woods Near Willstella Farm Venue, Backyard Pool House and Cozy Townhouse Close To Wfu are the best villa rentals with a pool in Winston-Salem, NC.
What are the best activities in Winston-Salem, NC?
Winston-Salem has so much to offer! You can explore the historic Old Salem district, check out the art scene at the Southeastern Center for Contemporary Art, or catch a show at the Stevens Center for the Performing Arts. You could also try a brewery tour and sample some local craft beers.
What are the best villa rentals with a jacuzzi in Winston-Salem, NC?
The best villa rentals with a jacuzzi in Winston-Salem, NC are 3 Mins From Downtown - Ps5 - King Bed & Ev Charger, Farm Retreat With Beautiful Animals Bring Apples To Feed and Cozy Cottage.
What are the advantages of renting a house or a villa in Winston-Salem, NC
Renting a house or villa gives you more space and privacy than a hotel. You can also cook your own meals and enjoy the comforts of home. Plus, you'll be in a more residential area and get a better feel for the city.
What are the best villa rentals for families and kids in Winston-Salem, NC?
The best villa rentals for families and kids in Winston-Salem, NC are La Casita: A Cozy Retreat Near Wake Forest University", Deacon Stays: The Brookwood - Walk To Wfu and Renowned Historic Home Downtownacross From Park.
What food festivals or culinary events take place in and around Winston-Salem, NC?
The annual 'Taste of Winston-Salem' is a great way to sample local cuisine. There's also the 'Winston-Salem Food Truck Rodeo' which features local food trucks and live music.
What are the best pet friendly villa rentals in Winston-Salem, NC?
The best pet friendly villa rentals in Winston-Salem, NC are Courtyard Cottage Safe Parking, Howdy Doody and La Casita: A Cozy Retreat Near Wake Forest University".
What exclusive experiences are available when visiting Winston-Salem, NC?
You can take a private tour of the R.J. Reynolds Tobacco Company's historic plant, or go behind the scenes at the Southeastern Center for Contemporary Art. There are also several wineries in the area that offer tasting tours.
What are the best villa rentals with parking in Winston-Salem, NC?
Courtyard Cottage Safe Parking, Camel City Cottage - Located Near The Hospitals and Remodeled 1 Br Cottage On Private Acre+ Lot are the best villa rentals with parking in Winston-Salem, NC.
Which part of Winston-Salem, NC would be ideal for a villa rental?
The West End is a great area for villa rentals. It's close to downtown and has a lot of charming, historic homes. You can also find some nice villas in the Reynolda area, which is known for its beautiful gardens and art museum.

Popular destinations

Best Winston-Salem, NC houses with a garden

10 10 reviews

Modern Townhome W/ Private Yard In Kernersville!

house, Kernersville

This Kernersville townhome offers a peaceful location with excellent access to major highways, placing it within 3 miles of major routes and 10 miles of Winston-Salem, with close proximity to Piedmont Triad attractions, universities, and Oak Hollow Lake. This 3-bedroom, 2-bathroom rental accommodates up to 6 guests and features a laptop-friendly workspace, free WiFi, Smart TVs, an electric fireplace, and a partially fenced backyard with a patio, alongside garage, driveway, and visitor parking.

9.9 455 reviews

Cozy Ardmore Bungalow

bungalow, Winston-Salem

This 1925 bungalow in Winston-Salem's historic Ardmore Neighborhood provides an ultra-convenient location for exploring downtown and Baptist Hospital, both just a 10-minute walk or bike ride away. It boasts excellent ratings for its location, cleanliness, and user experience.
With two bedrooms, two bathrooms, and a guest capacity of five, this pet-friendly bungalow offers a renovated kitchen with modern amenities, a sunlit, plant-filled interior, a fenced backyard with a stone patio, fire pit, and grill, smart TVs in each bedroom and the living room, and street parking.

No reviews

Modern Farmhouse Near Winston-salem

house, Wallburg

This modern farmhouse vacation rental is located near Winston-Salem, 8.1 miles from the M C Benton Jr Convention Center and 27 miles from the Greensboro Science Center, with Piedmont Triad Airport 17 miles away.
This 1550 square foot house features two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, free WiFi, and a terrace, accommodating up to 13 guests with on-site parking.

8.0 1 review

Modern Townhome W/ Private Yard In Kernersville!

house, Kernersville

This modern townhome in Kernersville offers convenient access to attractions like the M C Benton Jr Convention Center (12 miles) and Piedmont Triad Airport (12 miles), with the LJVM Coliseum and BB&T Field located 14 miles away.
This 1700 square foot residence features 3 bedrooms and 3 bathrooms, air conditioning, a fully equipped kitchen with a dishwasher, and a private yard, accommodating up to 11 guests.

Neighborhoods and points of interest in Winston-Salem, NC

Best Winston-Salem, NC houses with parking

9.0 27 reviews

Unique Pine Cabin In Nature, Close To Downtown

cabin, Walkertown

This cabin is located in Walkertown, just a short 7-minute drive from downtown Winston-Salem, offering a peaceful retreat surrounded by nature. It consistently receives high ratings for its location, cleanliness, and overall experience.
The cozy cabin has one bathroom and comfortably accommodates two guests. Enjoy the fully equipped kitchen, spacious backyard with a fire pit, and the unique Japanese-style bed in the bedroom.

10 57 reviews

Melrose Place

house, Winston-Salem

This studio apartment is located in the Ardmore District, just a short distance from medical centers, downtown Winston-Salem, and local colleges. It has received excellent ratings for its location, cleanliness, and overall experience.
The studio is a private, renovated space with a separate entrance and bathroom, suitable for two guests. It features a kitchenette, a cozy patio, and access to a shared backyard, offering a comfortable and convenient stay.

10 6 reviews

Boho Blast - The Vibest House In Winston-salem

house, Winston-Salem

This Winston-Salem house rental is conveniently located near the Benton Convention Center (6.2 miles), LJVM Coliseum (7 miles), and BB&T Field (7.4 miles), offering easy access to major attractions.
This 1,500-square-foot property features one bedroom, two bathrooms, sleeps thirteen guests, and includes a fully equipped kitchen, free Wi-Fi, private parking, and a garden.

8.0 1 review

The Hilltop Haven Historic West Salem Charm 5 Mins To Downtown Hospitals Walk To Greenway

house, Winston-Salem

This historic West Salem house is located 5 minutes from downtown Winston-Salem and its medical facilities, offering convenient access to the local greenway.
This 1230 sq ft accommodation features four bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, on-site parking, a casino, and a water park, accommodating up to 11 guests.

Our Favorite Vacation Homes with a Pool in Winston-Salem, NC

Enjoy total flexibility with your own on-site swimming pool at these premier vacation homes in Winston-Salem, NC.

9.6 44 reviews

Deacon Townhouse 3 Bedroom

house, Winston-Salem

Browse 5-Star Holiday Houses in Winston-Salem, NC

Expect five-star comfort at these luxury city vacation homes in Winston-Salem, NC.

10 47 reviews

Charming 2-bedroom Cabin In Winston-salem

cabin, Winston-Salem

Discover Holiday Houses with Jacuzzi in Winston-Salem, NC

These vacation homes in Winston-Salem, NC feature private hot tubs, perfect for a secluded soak after a day of urban exploration.

9.8 429 reviews

House In Historic Sunnyside W-s

house, Winston-Salem

9.9 142 reviews

Cozy Cottage With Hot Tub

house, Walkertown

9.6 37 reviews

The Hot Tub Hideaway

cabin, Winston-Salem

Villas and Beach houses in Winston-Salem, NC

181 Villa rentals in Winston-Salem, NC

Winston Sleeps 16 - 2 Kitchens

Modern 2br Apt | Peaceful Porch | Walk To Wfbh

Cozy Single Story House-fully Fenced-uncsa

Mid-century Modern Cottage In Ardmore Area!

Just Beachy In Ardmore

Log Cabin In The City

Movie Magic - The Scene-stealer

Kernersville Studio Suite Community Pool Firepit Kitchen

Upscale City Cottage Getaway

3br Downtown-old Salem Oasis

Downtown Winston-salem Condo W/ Private Library!

Mid-century Modern Cottage In Ardmore Area!

Guest Quarters

The Southern Magnolia - Downtown

5 Mins To Downtown 3 Kings Old Salem Sanctuary

Cheerful 2 Bedroom Cabin With Indoor Fireplace

Cozy & Convenient

Cozy 2-bedroom Cottage In Winston Salem

Kernersville King Beds Hot Tub Arcade Firepit

Modern Townhome W/ Private Yard In Kernersville!

Cozy Ardmore Bungalow

Modern Farmhouse Near Winston-salem

Modern Townhome W/ Private Yard In Kernersville!

Unique Pine Cabin In Nature, Close To Downtown

Melrose Place

Boho Blast - The Vibest House In Winston-salem

The Hilltop Haven Historic West Salem Charm 5 Mins To Downtown Hospitals Walk To Greenway

Deacon Townhouse 3 Bedroom

Charming 2-bedroom Cabin In Winston-salem

House In Historic Sunnyside W-s

Cozy Cottage With Hot Tub

The Hot Tub Hideaway