Search Winston - Salem Cottage Rentals from CA $62

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Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Browse Select Winston - Salem Cottages

Garden Cottage - Where Something is Always in Bloom.
Property grounds

Garden Cottage - Where Something is Always in Bloom.

9.8 out of 10, Exceptional, (42)
"Our host was extremely responsive, friendly and provided a lovely place to stay during our visit in the area."
The price is CA $99
CA $275 total
includes taxes & fees
Aug 10 - Aug 11
Garden Cottage - Where Something is Always in Bloom.
Quaint 2 bed 1 bath cottage style home
Exterior

Quaint 2 bed 1 bath cottage style home

9.0 out of 10, Wonderful, (37)
"Awesome stay!!!"
The price is CA $93
CA $254 total
includes taxes & fees
Aug 11 - Aug 12
Quaint 2 bed 1 bath cottage style home
Winston-Salem's Quaintest Cottage
Exterior

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
Charming Lakefront Cottage in Kernersville - Relax with nature!
Smart TV

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!
Fridge, microwave, stovetop, dishwasher

Mid-Century Modern Cottage in Ardmore Area!

9.8 out of 10, Exceptional, (10)
"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
Outdoor dining

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

9.6 out of 10, Exceptional, (5)
"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 CA $62
CA $140 total
includes taxes & fees
Aug 8 - Aug 9
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Historic Winston-salem Guest Barn on Farm!
Lobby

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
Exterior

Cute cottage in a rural setting

7.4 out of 10, Good, (6)
"Location was great. Home was reasonable considering the renovations the owner is doing. However, I wasn’t too satisfied with the cleaning. Extra bedding was dirty, and the couches, floors, covers already out, under the sofas contained a lot of pet hair. I had to rewash blankets just to know that it was “clean”. So I give the overall stay 5.5"
The price is CA $129
CA $411 total
includes taxes & fees
Aug 18 - Aug 19
Cute cottage in a rural setting
Cozy Cottage minutes to Downtown
Private kitchen

Cozy Cottage minutes to Downtown

10.0 out of 10, Exceptional, (3)
"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
Fridge, microwave, oven, stovetop

Upscale City Cottage Getaway

10.0 out of 10, Exceptional, (19)
"Perfect place to visit family in the area. Great yard and cute house. Beds were very comfortable and everything was super clean! "
Upscale City Cottage Getaway
Private Yard & Deck: High Point Home Base!
Interior

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
Fridge, microwave, stovetop, dishwasher

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!
House (4 Bedrooms) | Interior

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!
Cottage (2 Bedrooms) | Private kitchen

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!
House (3 Bedrooms) | Private kitchen

'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!
House (2 Bedrooms) | Private kitchen

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!
House (4 Bedrooms) | Front of property

Spacious Salem-winston Home w/ Deck!

3.0 star property
Spacious Salem-winston Home w/ Deck!
Cozy Winston-salem Home < 2 Mi to Downtown!
House (4 Bedrooms) | Private kitchen

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
Cottage (2 Bedrooms) | Front of property

Charming Yadkin Valley Cottage w/ Deck & Yard

3.0 star property
Charming Yadkin Valley Cottage w/ Deck & Yard
Home w/ Large Yard: 6 Mi to Dtwn Winston-salem!
Interior

Home w/ Large Yard: 6 Mi to Dtwn Winston-salem!

3.0 star property
Home w/ Large Yard: 6 Mi to Dtwn Winston-salem!
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

The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham

10/10 Excellent
"I've stayed here multiple times and have been pleased with everything each time. This time, though, there was considerable noise between 10 and 11 p.m. - sounded like there was a party going on in the outside patio area. (I was in room 102 and it was a Tuesday night.)"
Bruce 1-night trip
Posted 22 hours ago
The Historic Brookstown Inn, Trademark Collection by Wyndham