Search Winston - Salem Cottage Rentals

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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Featured Cottages in Winston - Salem

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!
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!
Mid-century Modern Cottage in Ardmore Area!
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!
Winston-salem Vacation Rental ~ 3 Mi to Downtown!
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!
'the Travis House at Lantern Springs' on Farm!
Private kitchen

'the Travis House at Lantern Springs' on Farm!

3.0 star property
'the Travis House at Lantern Springs' on Farm!
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!
Cozy Winston-salem Home < 2 Mi to Downtown!
Private kitchen

Cozy Winston-salem Home < 2 Mi to Downtown!

3.0 star property
Cozy Winston-salem Home < 2 Mi to Downtown!
9 Mi to Old Salem: Spacious Family Home w/ Yard!
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!
Charming Yadkin Valley Cottage w/ Deck & Yard
Private kitchen

Charming Yadkin Valley Cottage w/ Deck & Yard

3.0 star property
Charming Yadkin Valley Cottage w/ Deck & Yard
Spacious Salem-winston Home w/ Deck!
Interior

Spacious Salem-winston Home w/ Deck!

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