Holiday Homes in Winston - Salem

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Winston - Salem

Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Enjoy a serene view from the deck, where you can sit and relax with a table and chairs.

Barn Loft with Mountain Views, minutes from Hanging Rock State Park

10.0 out of 10, Exceptional, (125)
"Beautiful piece of land overlooking mountains and pastures. We were there to hike and found the location perfect! After a long hike we came back to gorgeous grounds- Easy to grill out with views on all side. Owner was easy to communicate with. We would stay here again :)"
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
The Cook's Wall Cabin
Sit by the fire pit in a serene outdoor setting, surrounded by natural beauty.

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (114)
"Great location, perfect little cabin for visiting Hanging Rock State Park."
The price is AU$171
includes taxes & fees
10 Aug - 11 Aug
The Cook's Wall Cabin
Charming & Modern Home / Prime Location / Sleeps 8
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, stove, and sink.

Charming & Modern Home / Prime Location / Sleeps 8

9.2 out of 10, Wonderful, (7)
"Great stay and the property was pictured exactly how it was. Perfect for our family as we visited our oldest who is living in Winston-Salem."
Charming & Modern Home / Prime Location / Sleeps 8
Family Sized Home sleeps 12 w/ king bed, near hospitals huge fenced yard
Relax in this inviting living room with a leather sofa, coffee table, and artwork on the walls.

Family Sized Home sleeps 12 w/ king bed, near hospitals huge fenced yard

8.0 out of 10, Very good, (1)
"We needed a place to stay close to a wedding venue. It was a great location for that. Neighborhood is nice. Home was clean upon arrival. The house worked well for our group as far as sleeping, bathing & seating in living room area. Beds were comfortable & bath towels/cloths were plenty. Backyard is quite large with a very small patio. There is nothing to do in the yard & no outdoor chairs to sit in. We did not use yard much as there was not much to do. A large section of the fence on the back of...
Family Sized Home sleeps 12 w/ king bed, near hospitals huge fenced yard
Charming 3-bedroom house in Winston-Salem with AC, WiFi
Welcome to this charming home with a front door, garage, and cozy porch area.

Charming 3-bedroom house in Winston-Salem with AC, WiFi

Charming 3-bedroom house in Winston-Salem with AC, WiFi
Quiet, newly renovated. Near everything!
Enjoy cooking in this well-equipped kitchen with a central island and barstools.

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (9)
"My son was graduating from NC state but lives in Winston Salem. This was the perfect spot for 5 adults and served as a great base camp. There were many small touches included and communication was immediate. We would definitely stay here again! "
The price is AU$419
includes taxes & fees
11 Aug - 12 Aug
Quiet, newly renovated. Near everything!
3-bedroom house in charming Winston-Salem with WiFi and AC!
Smart TV

3-bedroom house in charming Winston-Salem with WiFi and AC!

The price is AU$457
includes taxes & fees
17 Aug - 18 Aug
3-bedroom house in charming Winston-Salem with WiFi and AC!
High ceiling house close to downtown
Cozy retreat with a single bed, bedside table, and ceiling fan.

High ceiling house close to downtown

7.8 out of 10, Good, (8)
"Our stay was excellent! The host was very courteous and helped out a lot. The house was very clean and the beds very comfortable. My family and I really enjoyed our trip and we would recommend this property to those who want a comfortable stay at a great price."
The price is AU$298
includes taxes & fees
17 Aug - 18 Aug
High ceiling house close to downtown
3 bed 2 bath single level home in Kernersville
Cozy living room with a central fireplace, flat-screen TV, and comfortable seating area.

3 bed 2 bath single level home in Kernersville

9.6 out of 10, Exceptional, (32)
"This was the second time we have stayed at this house - it's super clean, beds are comfortable, great fenced in yard and in a great location. We will definitely be staying here again!"
The price is AU$427
includes taxes & fees
11 Aug - 12 Aug
3 bed 2 bath single level home in Kernersville
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Cozy living space with a fireplace, sofa, and coffee table.

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

10.0 out of 10, Exceptional, (63)
"House was perfection, and awesome location close to everything. "
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Relax in a serene space with a view of lush greenery, featuring a comfortable seating area with wicker chairs and a cushioned bench.

Cozy cottage nestled in the woods near WILLSTELLA Farm Venue

10.0 out of 10, Exceptional, (92)
"Vanstella was everything we expected, but so much more.It is such a quaint, cozy home and the accommodations were amazing! The beds were so comfortable and the surrounds, so peaceful. We loved it and will be booking again!"
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Comfortable, covenient, quaint
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, sink, and ample storage.

Comfortable, covenient, quaint

10.0 out of 10, Exceptional, (27)
"Great location for our visit in the NC Piedmont area. "
Comfortable, covenient, quaint
Spacious Home Great for Holidays;Sleeps 20;Hot Tub; Gym; Pool; Game Room;
Enjoy cooking in this well-equipped kitchen with a double sink, granite countertop, and modern cabinetry.

Spacious Home Great for Holidays;Sleeps 20;Hot Tub; Gym; Pool; Game Room;

9.6 out of 10, Exceptional, (5)
"This house was absolutely perfect for our stay! It was spotless, beautifully decorated, and had everything we could possibly need.We especially loved the outdoor space—it was peaceful, private, and perfect for relaxing. You can tell the owners really care about the property and guest experience.We couldn’t have asked for a better place to stay. Would 100% book this home again!"
Spacious Home Great for Holidays;Sleeps 20;Hot Tub; Gym; Pool; Game Room;
Renowned historic home downtown/across from park
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and toaster.

Renowned historic home downtown/across from park

10.0 out of 10, Exceptional, (47)
"Beautiful "
Renowned historic home downtown/across from park
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Enjoy cooking in this well-equipped kitchen with a central island, stovetop, and oven.

Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

9.0 out of 10, Wonderful, (2)
"Overall pleasant stay"
The price is AU$1,064
includes taxes & fees
10 Aug - 11 Aug
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Ideal Ardmore Location;Game Room;Hot Tub;BoHo Chic
Relax in a wicker chair on a deck surrounded by lush greenery.

Ideal Ardmore Location;Game Room;Hot Tub;BoHo Chic

9.8 out of 10, Exceptional, (7)
"Love your cozy cottage , it was exactly what I was looking for!"
Ideal Ardmore Location;Game Room;Hot Tub;BoHo Chic
Stunning 3-bedroom house near The Coliseum & Downtown
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, microwave, and coffee maker.

Stunning 3-bedroom house near The Coliseum & Downtown

10.0 out of 10, Exceptional, (1)
"My daughter and I were in town for the weekend, for a local event and this home was only half a mile from the fairgrounds, very convenient and a very nice home.As the host noted, the home was completely remodeled, very clean and homey, loved the warm blue colors and they provided a bottle of wine, gotta love it! Upon arrival I had a few questions and the host was very timely with the responses and helpful!The back yard was clean and very spacious, and the front porch is enclosed, allowing for...
Stunning 3-bedroom house near The Coliseum & Downtown
2BR Cottage, walk to Wake Forest
Dining

2BR Cottage, walk to Wake Forest

10.0 out of 10, Exceptional, (1)
"Lovely home tucked away at the end of a side street with plenty of room for a family of 4 inside and a HUGE backyard! Everything was well stocked and check-in was clear and simple. Very centrally located to all the places we wanted to visit in the area as well!"
2BR Cottage, walk to Wake Forest
Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio
Kitchen features a double oven, microwave, and large refrigerator, with a window and wooden floor.

Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio

9.0 out of 10, Wonderful, (2)
Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio
Renovated historic Craftsman bungalow near Winston Salem and mountain activities
Escape to a serene oasis surrounded by lush greenery and a tranquil pond with a gentle waterfall.

Renovated historic Craftsman bungalow near Winston Salem and mountain activities

10.0 out of 10, Exceptional, (55)
"We loved the house! And, the hosts were fantastic! What a great experience!"
Renovated historic Craftsman bungalow near Winston Salem and mountain activities
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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