Search Winston-Salem Cottage Rentals from CA $62

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Winston-Salem Cottages

Garden Cottage - Where Something is Always in Bloom.
Stroll through the beautifully maintained garden, complete with a picket fence and paved walkway, leading to the charming white house with a welcoming porch.

Garden Cottage - Where Something is Always in Bloom.

9.8 out of 10, Exceptional, (43)
"Our host was extremely responsive, friendly and provided a lovely place to stay during our visit in the area."
The price is CA $98
CA $274 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, (38)
"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 CA $93
CA $253 total
includes taxes & fees
Aug 12 - Aug 13
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
Cottage at Pilot Mountain
Guests can enjoy a peaceful outdoor seating area with a table and chairs, umbrella, and mailbox.

Cottage at Pilot Mountain

9.4 out of 10, Exceptional, (19)
"We enjoyed this property allot for a Christmas "
Cottage at Pilot Mountain
“The Shack” on Farmers Creek. Tree house Tiny house
Escape to a secluded cabin surrounded by trees, with a wooden deck and staircase leading up to a safe outdoor space.

“The Shack” on Farmers Creek. Tree house Tiny house

2.0 star property
10.0 out of 10, Exceptional, (4)
"Absolutely gorgeous place to stay! Quiet and relaxing. "
“The Shack” on Farmers Creek. Tree house Tiny house
Lakefront A-Frame Cottage with Kayaks & Fire Pit
Enjoy a peaceful retreat with a balcony overlooking the woods, a fire pit, and Adirondack chairs.

Lakefront A-Frame Cottage with Kayaks & Fire Pit

10.0 out of 10, Exceptional, (20)
"Great little family vacay. Enjoyed firepit, dock, and our stay at the Lake It Easy A-frame lake house."
Lakefront A-Frame Cottage with Kayaks & Fire Pit
Charming 1-bedroom cottage with WiFi, AC in quaint Pilot Mountain.
Enter a serene garden oasis with a charming entrance, lush greenery, and vibrant flowers.

Charming 1-bedroom cottage with WiFi, AC in quaint Pilot Mountain.

8.0 out of 10, Very good, (1)
"Excellent and generous hosts. A cozy stay near our hiking expeditions to Pilot Mountain and Hanging Rock. Mary and Bert are wonderful hosts. "
Charming 1-bedroom cottage with WiFi, AC in quaint Pilot Mountain.
Mid-Century Modern Cottage in Ardmore Area!
Enjoy meals in this well-equipped kitchen with appliances, a sink, and a window above.

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!
⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕
Stroll up to this charming home, featuring a cozy deck with stairs and a lush yard.

⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕

9.8 out of 10, Exceptional, (26)
"Our home away from home while visiting family in Greensboro. "
⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕
Relaxing Cottage close to everything! Perfect for 2!Wi-Fi, Keurig,Outside space!
Relax in style with a fire pit and Adirondack chairs on the lush lawn.

Relaxing Cottage close to everything! Perfect for 2!Wi-Fi, Keurig,Outside space!

10.0 out of 10, Exceptional, (52)
"Cozy, functional cottage on a nice property in a great, safe neighborhood. Small-but-perfect for a short stay. Private, super quiet, clean, comfortable and everything was as advertised. All the amenities functioned as they should. The bed and pillows could be *a little* better, but overall we’d highly recommend this as a great choice if you need a place to stay in Greensboro, NC. "
Relaxing Cottage close to everything! Perfect for 2!Wi-Fi, Keurig,Outside space!
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Guests can enter this charming building through the open door, where a shelf unit and table with chairs await.

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 15 - Aug 16
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Remodeled Water-Front Lake Cottage with Dock! Kayaks provided!
Enjoy serene lakeside views from the dock, where boats are moored and a tranquil atmosphere prevails.

Remodeled Water-Front Lake Cottage with Dock! Kayaks provided!

9.8 out of 10, Exceptional, (36)
"We loved this property. It was so quiet and we had a wonderful view of the lake. "
Remodeled Water-Front Lake Cottage with Dock! Kayaks provided!
Chic & Cozy Greensboro Home, 2 Mi to Dtwn!
House (2 Bedrooms) | Interior

Chic & Cozy Greensboro Home, 2 Mi to Dtwn!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent, highly recommend! Communication was quick & smooth. Very comfortable accomodations!"
Chic & Cozy Greensboro Home, 2 Mi to Dtwn!
Central High Point Home < 1 Mi to Downtown!
House (3 Bedrooms) | Interior

Central High Point Home < 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
Central High Point Home < 1 Mi to Downtown!
Upscale City Cottage Getaway
Enjoy meals in the kitchen's dining area with a sink, ample counter space, and storage cabinets.

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
1/2 Mi to High Point University: Quaint Abode!
Enjoy cooking in this well-equipped kitchen with a dining area.

1/2 Mi to High Point University: Quaint Abode!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The house was very nice and clean on the inside. It was close to High Point City Lake Park which was beautiful. It is also close to several restaurants. Our contact Beth responded promptly and was very helpful."
1/2 Mi to High Point University: Quaint Abode!
Greensboro Home < 4 Mi to Downtown!
Enjoy cooking in this well-equipped kitchen with an oven and gas stove.

Greensboro Home < 4 Mi to Downtown!

3.0 star property
8.0 out of 10, Very good, (1)
Greensboro Home < 4 Mi to Downtown!
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
Enjoy cooking in this well-lit kitchen with a large countertop and modern appliances.

New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat

10.0 out of 10, Exceptional, (51)
"Everything was enjoyable!Thanks!"
The price is CA $291
CA $559 total
includes taxes & fees
Aug 7 - Aug 8
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.
Relax in this inviting bedroom with a large bed, dresser, and potted plant, surrounded by natural light and a cozy atmosphere.

Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.

9.6 out of 10, Exceptional, (4)
"Two of our children actually got sick on our trip so we spent a lot of time in the house. Such a charming living space with antiques, and a lovely old world feel. It’s a cozy little getaway that makes you feel like it’s a home away from home.The owner was very kind and prompt with replies.We have family nearby and look forward to booking again on our next trip. "
The price is CA $193
CA $309 total
includes taxes & fees
Aug 22 - Aug 23
Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.
Historic Winston-salem Guest Barn on Farm!
Relax in a spacious room with plush armchairs and a wooden table, surrounded by multiple windows and decorative items.

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!
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

Kimpton Cardinal Hotel by IHG

Kimpton Cardinal Hotel by IHG

10/10 Excellent
"Great historic hotel, just a little pricey "
Tejal 2-night trip
Posted 1 day ago
Kimpton Cardinal Hotel by IHG