Search Cottages in Winston - Salem

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Check prices for these dates

Next weekend
26 Sep - 28 Sep
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov

Cottages in Winston - Salem

Our top choices for Winston - Salem cottages

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
Upscale City Cottage Getaway
Exterior

Upscale City Cottage Getaway

9.8 out of 10, Exceptional, (21)
"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
Quaint 2 bed 1 bath cottage style home
Exterior

Quaint 2 bed 1 bath cottage style home

9.0 out of 10, Wonderful, (39)
"The house was comfortable with everything needed for my short stay. A grocery store, Sheetz gas/ convenience store, and severalrestaurants were just a couple minutes away."
The price is SAR 300
SAR 742 total
includes taxes & fees
21 Sep - 22 Sep
Quaint 2 bed 1 bath cottage style home
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Exterior

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 SAR 169
SAR 382 total
includes taxes & fees
30 Sep - 1 Oct
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Charming Lakefront Cottage in Kernersville - Relax with nature!
Exterior

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!
Historic Winston-salem Guest Barn on Farm!
House (3 Bedrooms) | Interior

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!
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!
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 SAR 420
SAR 1,192 total
includes taxes & fees
3 Oct - 4 Oct
Cute cottage in a rural setting
Private Yard & Deck: High Point Home Base!
House (3 Bedrooms) | Front of property

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!
Home w/ Large Yard: 6 Mi to Dtwn Winston-salem!
House (3 Bedrooms) | 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!
Cozy Cottage minutes to Downtown
Exterior

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
Mid-century Modern Cottage in Ardmore Area!
Cottage (2 Bedrooms) | Interior

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!
Terrace/patio

'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) | Interior

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!
Winston-salem Home on 2 Acres - Spacious Deck!
House (2 Bedrooms) | Front of property

Winston-salem Home on 2 Acres - Spacious Deck!

3.0 star property
Winston-salem Home on 2 Acres - Spacious Deck!
Peaceful Family Retreat in Winston-salem
House (4 Bedrooms) | Interior

Peaceful Family Retreat in Winston-salem

3.0 star property
Peaceful Family Retreat in Winston-salem
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
Spacious Salem-winston Home w/ Deck!
House (4 Bedrooms) | Interior

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) | Front of property

Cozy Winston-salem Home < 2 Mi to Downtown!

3.0 star property
Cozy Winston-salem Home < 2 Mi to Downtown!
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
"We found this to be a very beautiful, unique and historic hotel. Staff was friendly and professional. Rooms were large and comfortably furnished. Very substantial breakfast was included in a beautifully appointed dining room reminiscent of a European manor. Would definitely stay here again!"
Ross 1-night trip
Posted 1 day ago
The Historic Brookstown Inn, Trademark Collection by Wyndham

Frequently asked questions

How much do cottages in Winston - Salem cost?
Cottages in Winston - Salem range between SAR 169 and SAR 420 per night. These properties offer a chance to reconnect with nature — at a price you can afford. These prices were 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.
Why book your cottage in Winston - Salem with Expedia?
Booking a cottage in Winston - Salem is as simple as working out your travel dates and choosing an ideal place for a getaway in nature. From luxurious retreats to budget-friendly properties and cottages that come with amenities like a kitchenette, Expedia has something for all tastes. As for the best offers around? We've got them as well!
How can I find cheap cottages in Winston - Salem?
The quickest way to score cheap cottages in Winston - Salem is with Expedia's handy filter tool. Narrow down your search by amenities, budget and star rating to snag unbeatable prices in a couple of clicks.

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