Villas and Beach houses in Winston-Salem, NC

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Winston-Salem, NC villas
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179 Villa rentals in Winston-Salem, NC

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.

Heated Pool L Indoor Jacuzzi Tubs I Arcade L Outdoor Hot Tub - Winston-Salem, NC
9.7 3 reviews
Winston-Salem, NC
07/10 – 07/20
$881/nighttotal: $8810 (10 )

Heated Pool L Indoor Jacuzzi Tubs I Arcade L Outdoor Hot Tub

4 5
house , Winston-Salem
This Winston-Salem vacation home, approximately 5 miles from the Benton Convention Center, 7 miles from the LJVM Coliseum, and 7 miles from BB&T Field, offers convenient access to major attractions.
This 3800-square-foot house boasts four bedrooms, two bathrooms, sleeps up to 41 guests, and features a heated pool, jacuzzi, terrace, fully equipped kitchen, free Wi-Fi, and private parking—plus an on-site arcade and children's playground.
Cheerful Two-bedroom Townhouse With Community Pool - Winston-Salem, NC
10 5 reviews
Winston-Salem, NC
06/28 – 07/11
$179/nighttotal: $2327 (13 )

Cheerful Two-bedroom Townhouse With Community Pool

1 2
house , Winston-Salem
This charming house is conveniently located in Winston-Salem, within a mile of restaurants, bars, a shopping mall, a movie theater, hotels, and walking and biking trails. The house has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
This 2-bedroom, 2-bathroom home comfortably accommodates up to 4 guests. The property features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking.
Winston Sleeps 16 - 2 Kitchens - Winston-Salem, NC
Winston-Salem, NC
07/10 – 07/20
$456/nighttotal: $4560 (10 )

Winston Sleeps 16 - 2 Kitchens

4 5
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.
Kernersville King Beds Hot Tub Arcade Firepit - Winston-Salem, NC
Winston-Salem, NC
09/02 – 09/09
$525/nighttotal: $3675 (7 )

Kernersville King Beds Hot Tub Arcade Firepit

5 2
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.

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

Among the 179 accommodations in Winston-Salem, NC, here are the 4 best family friendly villas and beach houses

Renovated Perfection In Quiet W-s Neighborhood - Winston-Salem, NC
9.8 389 reviews
Winston-Salem, NC
06/26 – 06/27
$412/nightfor 1 night

Renovated Perfection In Quiet W-s Neighborhood

1 1
bungalow , Winston-Salem
This charming bungalow is located in a peaceful neighborhood, just a short drive from Winston-Salem's attractions and downtown. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This 2,000 square foot home comfortably accommodates up to eight guests, offering four bedrooms and two bathrooms. Enjoy modern amenities like a fully equipped kitchen, a relaxing spa, and a private outdoor space with a terrace and garden.
Cozy & Convenient - Winston-Salem, NC
10 10 reviews
Winston-Salem, NC
11/06 – 11/08
$400/nighttotal: $800 (2 )

Cozy & Convenient

1 6
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.
Cozy Stay Near Dt With Deck And Yard - Winston-Salem, NC
9.8 4 reviews
Winston-Salem, NC
07/03 – 07/04
$225/nightfor 1 night

Cozy Stay Near Dt With Deck And Yard

2 4
house , Winston-Salem
This Winston-Salem vacation home is conveniently located near downtown, approximately 4.1 miles from the Benton Convention Center and 6.2 miles from the LJVM Coliseum.
This two-bathroom house sleeps seven guests and features a fully equipped kitchen, free Wi-Fi, private parking, and a private deck—perfect for exploring Winston-Salem's attractions.
Cheerful 2 Bedroom Cabin With Indoor Fireplace - Winston-Salem, NC
9.6 72 reviews
Winston-Salem, NC
11/06 – 11/08
$220/nighttotal: $440 (2 )

Cheerful 2 Bedroom Cabin With Indoor Fireplace

2 6
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.

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?

  • 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?

  • 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?

  • 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?

  • 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.

Destinations nearby

Best Winston-Salem, NC houses with parking

The Red Door Cabin - Winston-Salem, NC
10 24 reviews
Winston-Salem, NC
07/03 – 07/04
$263/nightfor 1 night

The Red Door Cabin

1 4
cabin , Winston-Salem
Tucked away in the woods yet conveniently close to the highway and city center, this cozy cabin is a perfect retreat for travelers visiting Winston-Salem. With an excellent user rating, this 1-bedroom, 1-bathroom cabin can accommodate up to 4 guests and features a fully equipped kitchen, air conditioning, and private parking.
In addition to its convenient location and modern amenities, the cabin offers a comfortable ambiance with stylish and calming interiors. Guests can enjoy the surrounding nature with opportunities for hiking, biking, or simply relaxing in the woods.
Mid-century Modern Cottage In Ardmore Area! - Winston-Salem, NC
9.5 32 reviews
Winston-Salem, NC
09/02 – 09/09
$278/nighttotal: $1946 (7 )

Mid-century Modern Cottage In Ardmore Area!

2 2
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.
Winston-salem Vacation Rental ~ 3 Mi To Downtown! - Winston-Salem, NC
Winston-Salem, NC
11/20 – 11/22
$368/nighttotal: $736 (2 )

Winston-salem Vacation Rental ~ 3 Mi To Downtown!

2 2
house , Winston-Salem
This Winston-Salem vacation rental is conveniently located about 3 miles from downtown, near the Benton Convention Center, LJVM Coliseum, and BB&T Field.
This 840-square-foot house features two bedrooms, one bathroom, and sleeps up to 11 guests, offering a fully equipped kitchen, in-unit laundry, free Wi-Fi, and ample parking.
Winston-salem Vacation Rental - Walk Downtown! - Winston-Salem, NC
10 3 reviews
Winston-Salem, NC
09/02 – 09/09
$311/nighttotal: $2177 (7 )

Winston-salem Vacation Rental - Walk Downtown!

2 2
house , Winston-Salem
This Winston-Salem apartment rental is conveniently located a 13-minute walk from the Benton Convention Center and a short drive from the LJVM Coliseum and BB&T Ballpark.
The 1240-square-foot, two-bedroom, two-bathroom unit sleeps seven and features a fully equipped kitchen, free Wi-Fi, and a private entrance.

Neighborhoods and points of interest in Winston-Salem, NC

Best Winston-Salem, NC houses with a garden

Cozy Single Story House-fully Fenced-uncsa - Winston-Salem, NC
10 36 reviews
Winston-Salem, NC
11/14 – 11/15
$227/nightfor 1 night

Cozy Single Story House-fully Fenced-uncsa

1 2
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.
Modern 2br Apt | Peaceful  Porch | Walk To Wfbh - Winston-Salem, NC
10 46 reviews
Winston-Salem, NC
11/14 – 11/15
$326/nightfor 1 night

Modern 2br Apt | Peaceful Porch | Walk To Wfbh

1 2
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.
Thirsty Thistle Tiny Cabin - Winston-Salem, NC
9.8 41 reviews
Winston-Salem, NC
06/26 – 06/27
$177/nightfor 1 night

Thirsty Thistle Tiny Cabin

1 1
cabin , Winston-Salem
This Winston-Salem dwelling is located a 5-minute drive from Wake Forest University and is within walking distance of dining and grocery options, offering a unique setting on a shared property with a community farm.
This cabin accommodates two guests and features one bedroom and one bathroom, with amenities including internet, air conditioning, and a kitchen equipped with a fridge, freezer, and microwave oven, alongside opportunities to interact with farm animals and observe resident Labrador retrievers.
7 Mi To Dtwn Winston-salem! Townhouse W/ Pool - Winston-Salem, NC
10 1 review
Winston-Salem, NC
06/28 – 07/11
$225/nighttotal: $2925 (13 )

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

2 2
house , Winston-Salem
This farmhouse is located in Winston-Salem, just a short drive from the city center, approximately 7.6 miles from the M C Benton Jr Convention Center and 8.5 miles from LJVM Coliseum. The surrounding area offers a peaceful retreat while still being within easy reach of major attractions and amenities.
The house has 2 bedrooms and 3 bathrooms, accommodating up to 7 guests, and provides 1400 square feet of living space. It offers a fully equipped kitchen, a private entrance, air conditioning, free Wi-Fi, a patio, a washing machine, and a swimming pool, a garden, and parking.
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