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Featured Cottages in Winston - Salem

Garden Cottage - Where Something is Always in Bloom.

9.8 out of 10, Exceptional, (41)
"Our host was extremely responsive, friendly and provided a lovely place to stay during our visit in the area."
The price is AU$312
includes taxes & fees
10 Aug - 11 Aug
Garden Cottage - Where Something is Always in Bloom.

Quaint 2 bed 1 bath cottage style home

9.0 out of 10, Wonderful, (36)
"It was a cozy spot to stay. "
The price is AU$342
includes taxes & fees
20 July - 21 July
Quaint 2 bed 1 bath cottage style home

Winston-Salem's Quaintest Cottage

2.0 star property
8.8 out of 10, Excellent, (5)
"Everything was absolutely great! Great location. Nice area. Stores are very close. My wife and I enjoyed everything. Would definitely love to book again. "
Winston-Salem's Quaintest Cottage

Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed

8.2 out of 10, Very good, (14)
"2nd time staying at this property"
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed

Charming Lakefront Cottage in Kernersville - Relax with nature!

10.0 out of 10, Exceptional, (1)
"A quiet retreat getaway. House was perfect - comfy, clean. It is near a secondary highway, but not noisy in house. More like white noise when going to bed. Otherwise not noticeable. Outside is more pronounced. Property is very pretty, and provides nice views and walks. Wildlife viewing from house. A very nice stay"
Charming Lakefront Cottage in Kernersville - Relax with nature!

Mid-Century Modern Cottage in Ardmore Area!

9.8 out of 10, Exceptional, (9)
"This unit is well prepared with details."
Mid-Century Modern Cottage in Ardmore Area!

1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

9.6 out of 10, Exceptional, (4)
"The property owners were very communicative and helpful. The property itself was beautiful and cozy—a perfect place for a weekend getaway. "
The price is AU$166
includes taxes & fees
27 July - 28 July
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

Historic Winston-salem Guest Barn on Farm!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Rented for my son's graduation and was able to easily sleep 8 and host a graduation bbq with others. Fantastic memory and a great environment to connect with a larger group in a family setting. Owners were great and very helpful all around so that I could host a great weekend."
Historic Winston-salem Guest Barn on Farm!

Cute cottage in a rural setting

7.4 out of 10, Good, (6)
"While there are other houses visible, this property was extremely quiet and relaxing. Great location, "civilization" easily accessible...just a short drive. Hope to stay again when we're more physically mobile (one broken back and one broken leg... hopefully we'll be fully recovered soon). Plenty of historic sites nearby."
The price is AU$459
includes taxes & fees
18 July - 19 July
Cute cottage in a rural setting

Cozy Cottage minutes to Downtown

10.0 out of 10, Exceptional, (2)
"We had a great stay - very comfortable, clean, had everything we needed. Kim was very kind and made it easy for us to get in even though our flight was late. Thank you!!! My family who stayed with me made several comments about the house being great as well. Will definitely stay here again if we are back in the area. "
Cozy Cottage minutes to Downtown

Upscale City Cottage Getaway

10.0 out of 10, Exceptional, (18)
"Close to campus and cozy space! "
Upscale City Cottage Getaway

Private Yard & Deck: High Point Home Base!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house. Very clean and comfortable. Convenient for our activities for the weekend. Has everything that you would need."
Private Yard & Deck: High Point Home Base!

Charming Yadkin Valley Cottage w/ Deck & Yard

10.0 out of 10, Exceptional, (40)
"5 star stay. "
Charming Yadkin Valley Cottage w/ Deck & Yard

9 Mi to Old Salem: Spacious Family Home w/ Yard!

3.0 star property
9 Mi to Old Salem: Spacious Family Home w/ Yard!

Mid-century Modern Cottage in Ardmore Area!

3.0 star property
2.0 out of 10, (1)
"Even though I received a confirmation from Hotels.com, Evolve (the property manager), had no record of our booking. We were on the phone with Evolve for 45 minutes, never received a call back and then got an email 2 hours later suggesting other Evolve properties. Never again. "
Mid-century Modern Cottage in Ardmore Area!

'the Travis House at Lantern Springs' on Farm!

3.0 star property
'the Travis House at Lantern Springs' on Farm!

Winston-salem Vacation Rental ~ 3 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice and modern and well appointed. Very clean and cozy. Loved the proximity to Acadia Farms for coffee a few groceries and delicious biscuits. Easy ride to UNCSA and downtown Winston-Salem. There may have been a squatter living on the porch of the house next door. We weren't worried as we are big city people but other guests may feel uncomfortable. Overall a great place to stay in WS."
Winston-salem Vacation Rental ~ 3 Mi to Downtown!

Spacious Salem-winston Home w/ Deck!

3.0 star property
Spacious Salem-winston Home w/ Deck!

Cozy Winston-salem Home < 2 Mi to Downtown!

3.0 star property
Cozy Winston-salem Home < 2 Mi to Downtown!

Charming Yadkin Valley Cottage w/ Deck & Yard

3.0 star property
Charming Yadkin Valley Cottage w/ Deck & Yard
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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Frequently asked questions

How much do cottages in Winston - Salem cost?
Cottages in Winston - Salem range between AU$166 and AU$459 per night. These retreats offer a chance to touch base with nature --- at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Winston - Salem near my cottage?
There are tons of fun things to see and do in Winston - Salem. You won't want to miss leading attractions like Reynolda House Museum of American Art, Airbound Trampoline Park and Southeastern Centre for Contemporary Art. Frank L. Horton Museum Centre, SciWorks and Childrens Theatre of Winston-Salem are also on many to-do lists.