Holiday Homes in Winston-Salem

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Our top choices for Winston-Salem holiday homes

Holiday Home in Winston-Salem

Chic 2BR/2BA Near Dining & Shops
2.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"This house is really fantastic- we had a great stay. Cozy with a great kitchen - ideal location walking distance to several wonderful local establishments with great food options - super nice bathrooms and seriously good space in the bedrooms. We look forward to staying again. "
United States
John L.
The price is €223
includes taxes & fees
18 Jan - 19 Jan
Chic 2BR/2BA Near Dining & Shops

Holiday Home in Winston-Salem

Downtown Charm, 3 Bdr, Near Rest and Bars
9.4 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay…ecotourism need!"
United Kingdom
Patricia K.
The price is €214
includes taxes & fees
18 Jan - 19 Jan
Downtown Charm, 3 Bdr, Near Rest and Bars

Holiday Home in Winston-Salem

Minimalist Stay
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful stay…just what we needed "
United States
Patricia K.
The price is €158
includes taxes & fees
20 Jan - 21 Jan
Minimalist Stay

Holiday Home in Winston-Salem

Cozy Stay Near DT w/Deck and Fenced Yard
8.0 out of 10, Very good, (2 reviews)
"Clean, quiwt, and close to everything. "
United States
Rebecca G.
The price is €148
includes taxes & fees
16 Jan - 17 Jan
Cozy Stay Near DT w/Deck and Fenced Yard

Holiday Home in Winston-Salem

Cozy Winston-Salem Vacation Cabin
2.0 star property
8.4 out of 10, Very good, (5 reviews)
"Host was prompt with responses and willing to assist. Sleeping for 10 or 12 if required but semi-comfortable seating for maybe 4 people unless you count dining room seating. Water pressure very low. Outdoor area and deck had nice view but old and could use some TLC with a covered are for rain days. We left a day early and went to a hotel."
Canada
John C.
The price is €403
includes taxes & fees
19 Jan - 20 Jan
Cozy Winston-Salem Vacation Cabin
10.0 out of 10, Exceptional, (42 reviews)
"Great property, great location and very helpful owners"
United States
Simon P.
The price is €242
includes taxes & fees
16 Jan - 17 Jan
Vintage Modern Synthesis in the Heart of Winston-Salem

Holiday Home in Winston-Salem

Rosewood Loft I Upper Suite
10.0 out of 10, Exceptional, (1 review)
"The host was very easy to contact. The space was clean and it was very easy to find things that we needed. We really appreciated the necessities towel bundle. The space felt welcoming and comfortable."
United States
Delores C.
The price is €284
includes taxes & fees
16 Jan - 17 Jan
Rosewood Loft I Upper Suite

Holiday Home in Winston-Salem

Cozy 3BR Home Near Fairgrounds and Downtown
2.0 star property
The price is €204
includes taxes & fees
20 Jan - 21 Jan
Cozy 3BR Home Near Fairgrounds and Downtown
The price is €287
includes taxes & fees
18 Jan - 19 Jan
Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi
9.8 out of 10, Exceptional, (17 reviews)
"Perfect location and will definitely stay there again. Host answered questions promptly."
United States
Donna B.
The price is €225
includes taxes & fees
22 Jan - 23 Jan
Cozy 2-bedroom bungalow in lovely Winston-Salem
8.4 out of 10, Very good, (15 reviews)
"Great stay with family. "
United States
Tyler J.
The price is €189
includes taxes & fees
19 Jan - 20 Jan
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital
9.2 out of 10, Wonderful, (9 reviews)
"An outstanding property.Well-appointed, clean, convenient to everything, and most importantly, quiet and peacefulWe are definitely staying again."
United States
Robert B.
The price is €220
includes taxes & fees
19 Jan - 20 Jan
Urban Escape 3 Bed 2.5 Bath Near Wake Forest
9.6 out of 10, Exceptional, (18 reviews)
"Wonderful stay! "
United States
Hannah J.
The price is €212
includes taxes & fees
16 Jan - 17 Jan
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
9.6 out of 10, Exceptional, (51 reviews)
"Great location. Clean and well equipped, will stay here again!"
United States
Greg S.
The price is €225
includes taxes & fees
25 Jan - 26 Jan
La Casita: A Cozy Retreat Near Wake Forest University"
10.0 out of 10, Exceptional, (50 reviews)
"We had a very relaxing stay here. The hot tub was lovely and the property was very close to a lot of shopping/restaurants. "
United States
Taylor E.
The price is €237
includes taxes & fees
18 Jan - 19 Jan
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
The price is €160
includes taxes & fees
18 Jan - 19 Jan
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
9.6 out of 10, Exceptional, (9 reviews)
"Nice location "
United States
Benelli T.
The price is €308
includes taxes & fees
18 Jan - 19 Jan
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Holiday Home in Winston-Salem

Quiet, newly renovated. Near everything!
10.0 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay at the house.Found the house to be very clean and well stocked.The area was quiet and plenty of parking for us.Definitely a good value."
United States
gary e.
The price is €229
includes taxes & fees
11 Feb - 12 Feb
Quiet, newly renovated. Near everything!
10.0 out of 10, Exceptional, (1 review)
"Very nice host with a nice welcoming home. The house is located in a area where it is easy to hit the heart of winston salem and get good food, have fun and enjoy your stay! "
United States
Joseph G.
The price is €310
includes taxes & fees
26 Jan - 27 Jan
Soothing 3-bedroom house with AC in Winston-Salem close to highway restaurants
2.0 star property
The price is €310
includes taxes & fees
21 Jan - 22 Jan
5 mins to downtown 3 Kings Old Salem Sanctuary
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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Top Winston-Salem Hotel Reviews

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Winston-Salem Holiday Homes information

Number of reviews
261
Accommodation
180 Holiday Homes
Lowest Price
€148
Highest Price
€403