Search Winston - Salem Cottage Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Cottages in Winston - Salem

Garden Cottage - Where Something is Always in Bloom.
A charming garden house with a white door, glass panel, and small window, surrounded by a picket fence and lush greenery.

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 ￥11,136
￥30,201 total
includes taxes & fees
Aug 10 - Aug 11
Garden Cottage - Where Something is Always in Bloom.
Quaint 2 bed 1 bath cottage style home
Cozy cabin with a wooden porch and stone wall, surrounded by lush greenery.

Quaint 2 bed 1 bath cottage style home

9.0 out of 10, Wonderful, (37)
"Awesome stay!!!"
The price is ￥10,022
￥27,265 total
includes taxes & fees
Aug 11 - Aug 12
Quaint 2 bed 1 bath cottage style home
Winston-Salem's Quaintest Cottage
Enjoy a peaceful stay in this two-story home surrounded by a well-maintained yard with trees and shrubs.

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!
Situated in a serene natural setting, this A-frame house features a front door, porch, and patio with outdoor furniture.

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!
Stroll up to the charming two-story home with a welcoming front porch and exterior stairs.

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
Cozy home with a welcoming front door, porch, and brick chimney, set amidst a beautifully manicured lawn.

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 ￥6,682
￥15,102 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!
Enjoy the serene view from this balcony overlooking a lush landscape with a wicker chair and table.

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
Situated on a quiet property, this charming house features a gabled roof and a welcoming front porch.

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 ￥13,956
￥44,325 total
includes taxes & fees
Aug 14 - Aug 15
Cute cottage in a rural setting
Cozy Cottage minutes to Downtown
Classic home with a central entrance, flanked by windows, set amidst a grassy yard with a large tree.

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
Stroll up the gravel driveway to a charming brick home surrounded by lush greenery and a beautifully maintained garden.

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!
Set amidst a serene and lawn, this two-story house offers a charming front porch and covered entryway.

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
Escape to a cozy retreat in a wooded setting, featuring a two-story cabin with a spacious porch and covered entryway.

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!
Two-story house with a front porch and grassy 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!
Relax in this serene patio area, complete with a brick backdrop, comfortable seating, and lush greenery.

'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!
Enjoy a home away from home with a single-story house featuring a spacious deck and a charming porch.

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!
Enjoy al fresco dining on this outdoor deck with a barbecue grill and comfortable seating for four.

Spacious Salem-winston Home w/ Deck!

3.0 star property
Spacious Salem-winston Home w/ Deck!
Cozy Winston-salem Home < 2 Mi to Downtown!
Relax in this serene outdoor space with a comfortable seating area, featuring a table, potted plant, and hanging light.

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!
Set amidst a serene lawn and mature trees, this single-story house offers a peaceful retreat.

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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winston - Salem Hotel Reviews

Best Western Plus University Inn

Best Western Plus University Inn

10/10 Excellent
"Staff was excellent"
Joel 2-night trip
Posted 21 hours ago
Best Western Plus University Inn

Frequently asked questions

How much do cottages in Winston - Salem cost?
Cottages in Winston - Salem range between ￥6,682 and ￥13,956 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.