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Compare 523 Vacation Homes in Winston-Salem with updated reviews, rates, and availability.

Luxury 3BR Townhome - Sleep 6

9.0 out of 10, Wonderful, (26)
"We were in town for a work conference and didn't want to stay in an over-priced hotel! This house was in a great location, within 15 minutes from downtown WS and close to many local restaurants. The house was very clean, updated, comfortable, and had everything we needed for a few days! The parking situation was great, we had 3 cars and there was plenty of space! The neighbors were friendly, the neighborhood was nice, and felt very safe the whole trip! Only downside was, we struggled to get the...
The price is AED 312
AED 929 total
includes taxes & fees
9 Mar - 10 Mar
Luxury 3BR Townhome - Sleep 6

Quiet, newly renovated. Near everything!

9.6 out of 10, Exceptional, (5)
"Wonderful property in a quiet, safe neighborhood within 10 minutes of almost everything in Winston-Salem. Good walking area (albeit hilly). Home was recently renovated with a very nice kitchen and bathrooms, one with a walk-in shower. Owner has stocked almost every amenity under the sun from K-Cups with creamer, sugar and Sweet and Low to wrapped toothbrushes and toothpaste, shampoo, body wash, and conditioner. Frequent travelers will even appreciate the high quality of the toilet paper...
The price is AED 422
AED 959 total
includes taxes & fees
9 Mar - 10 Mar
Quiet, newly renovated. Near everything!

Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

10.0 out of 10, Exceptional, (3)
"House was clean and well organized. We were visiting colleges and the house is in a great location for visiting Wake Forest and still have quick access to the interstate for visiting other nearby schools from the same house. "
The price is AED 328
AED 956 total
includes taxes & fees
20 Mar - 21 Mar
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

Great High Point Location adj to JH Adams Inn- Newly Renovated

10.0 out of 10, Exceptional, (62)
"very nice house "
Great High Point Location adj to JH Adams Inn- Newly Renovated

Treetop - 3 King Suites- sister property next door #1559015

10.0 out of 10, Exceptional, (14)
"We loved our stay! Beautiful home!"
The price is AED 1,098
AED 2,101 total
includes taxes & fees
11 Mar - 12 Mar
Treetop - 3 King Suites- sister property next door #1559015

Cozy cottage nestled in the woods near WILLSTELLA Farm Venue

10.0 out of 10, Exceptional, (79)
"This was the perfect little home for our trip. We enjoyed all the antiques throughout the home! The music playing when we entered was a nice touch and my son enjoyed the record player then whole weekend! Hoping to return when it’s warmer to enjoy the back deck and have my morning coffee out there. "
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue

Vintage Modern Synthesis in the Heart of Winston-Salem

10.0 out of 10, Exceptional, (36)
"Great property, great location and very helpful owners"
The price is AED 507
AED 992 total
includes taxes & fees
10 Mar - 11 Mar
Vintage Modern Synthesis in the Heart of Winston-Salem

The Farmhouse Retreat near Furniture Mkt and HPU

9.6 out of 10, Exceptional, (42)
"We had a great stay. Beautiful home, very clean and owners were very accommodating! We will be back in the future! "
The price is AED 459
AED 1,304 total
includes taxes & fees
13 Mar - 14 Mar
The Farmhouse Retreat near Furniture Mkt and HPU

Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

9.8 out of 10, Exceptional, (132)
"Wonderful time!"
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

3-bedroom building in delightful Greensboro with AC, WiFi. Enjoy your stay

2.0 out of 10, (1)
"They did not provide check in details. Did not respond to myself or Vrbo staff for hours. Day of 1 hour before reservation time tried to call me and say they had to cancel my reservation cause they “overbooked”. DO NOT BOOK THIS PLACE ITS A SCAM!"
The price is AED 477
AED 1,073 total
includes taxes & fees
9 Mar - 10 Mar
3-bedroom building in delightful Greensboro with AC, WiFi. Enjoy your stay

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (95)
"My wife and I stayed two nights here and it was very peaceful and quiet. The cabin is behind the owners house but they have put blinds in the cabin and also have a privacy fence between the house and the cabin so we did have privacy. They provide you with a remote to open the gate so you can come and go as you please. The cabin is small but perfect for a couple just looking to get away. We brought a puzzle and assembled it during our stay. "
The price is AED 338
AED 439 total
includes taxes & fees
7 Mar - 8 Mar
The Cook's Wall Cabin

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

10.0 out of 10, Exceptional, (49)
"This property is lovely, clean, and spacious. This was our second stay and will definitely return."
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

Renovated historic Craftsman bungalow near Winston Salem and mountain activities

10.0 out of 10, Exceptional, (45)
"This was a very nice property, very accommodating and clean."
Renovated historic Craftsman bungalow near Winston Salem and mountain activities

Historic Carriage House in Walkable Downtown Winston-Salem

2.0 star property
10.0 out of 10, Exceptional, (2)
"The carriage house is an easy walk to restaurants, shopping, Old Salem and more! Everything you need is provided. Soft linens, a fully equipped kitchen, Roku streaming, and plenty of space for a family. We hope to return!"
Historic Carriage House in Walkable Downtown Winston-Salem

Luxurious, Historic 4BR Home in Downtown Winston

9.8 out of 10, Exceptional, (31)
"This property was perfect for our stay for a family wedding in Winston! There was plenty of room for the 7 of us and the location was perfect! I highly recommend! "
Luxurious, Historic 4BR Home in Downtown Winston

High ceiling house close to downtown

7.4 out of 10, Good, (6)
"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."
High ceiling house close to downtown

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

10.0 out of 10, Exceptional, (28)
"Clean. Backyard is cool. Fenced in but if you have an escape artist dog I wouldn’t leave them out there unattended. Lots of cats around fyi"
The price is AED 474
AED 834 total
includes taxes & fees
12 Mar - 13 Mar
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Spacious 3 level Townhome in prime location! Tvs & fans in all 4 bedrooms!!

10.0 out of 10, Exceptional, (28)
"We had a wonderful time in NC seeing friends and family. The house was absolutely gorgeous and spacious. So thankful for the downstairs bedroom and full bathroom for my elderly parents. Loved the separation of space so we were not on top of one another unless it was by choice. The location was perfect, close to shopping and a plethora of restaurants. I would definitely stay here again. "
Spacious 3 level Townhome in prime location! Tvs & fans in all 4 bedrooms!!

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

9.8 out of 10, Exceptional, (45)
"Everything went great on our stay. Recommend!"
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

10.0 out of 10, Exceptional, (21)
"This is house is amazing, it was perfect. Initially, it was supposed to be for just four ladies we ended up growing to eight ladies. This house was ample space and had everything we needed. The host Lina was responsive and quite accommodating when an early arrival was needed. I meet up with my friends annually in this area, we will definitely book this property again. It has all the comforts of home. "
The price is AED 514
AED 1,490 total
includes taxes & fees
12 Mar - 13 Mar
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
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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Other property types in Winston-Salem

Quiet, newly renovated. Near everything!

9.6 out of 10, Exceptional, (5)
"Wonderful property in a quiet, safe neighborhood within 10 minutes of almost everything in Winston-Salem. Good walking area (albeit hilly). Home was recently renovated with a very nice kitchen and bathrooms, one with a walk-in shower. Owner has stocked almost every amenity under the sun from K-Cups with creamer, sugar and Sweet and Low to wrapped toothbrushes and toothpaste, shampoo, body wash, and conditioner. Frequent travelers will even appreciate the high quality of the toilet paper...
The price is AED 422
AED 959 total
includes taxes & fees
9 Mar - 10 Mar
Quiet, newly renovated. Near everything!

Cozy guest suite in Winston Salem

9.4 out of 10, Exceptional, (108)
"This little place was perfect for my husband & I. We were in Winston Salem meeting friends and needed a litle efficiency place for a couple of nights. Clean, comfortable bed, plenty of coffee supplied, good size refrigerator and the host was wonderful to work with. There is no stove or oven, but we weren't looking for one. Would definitely stay again!! "
Cozy guest suite in Winston Salem

Luxury 3BR Townhome - Sleep 6

9.0 out of 10, Wonderful, (26)
"We were in town for a work conference and didn't want to stay in an over-priced hotel! This house was in a great location, within 15 minutes from downtown WS and close to many local restaurants. The house was very clean, updated, comfortable, and had everything we needed for a few days! The parking situation was great, we had 3 cars and there was plenty of space! The neighbors were friendly, the neighborhood was nice, and felt very safe the whole trip! Only downside was, we struggled to get the...
The price is AED 312
AED 929 total
includes taxes & fees
9 Mar - 10 Mar
Luxury 3BR Townhome - Sleep 6
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.