Search Cottages in Winston - Salem

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Featured Cottages in Winston - Salem and around

Quaint 2 bed 1 bath cottage style home
Exterior

Quaint 2 bed 1 bath cottage style home

9.2 out of 10, Wonderful, (33)
"Perfect small unit for a quick weekend in Kernersville. The house has a nice walk-in shower. It was great for my elderly mom. I would’ve liked a grab bar in the shower. Nevertheless, the little place was just the perfect size. "
The price is €188
includes taxes & fees
29 Apr - 30 Apr
Quaint 2 bed 1 bath cottage style home
Upscale City Cottage Getaway
Fridge, microwave, oven, stovetop

Upscale City Cottage Getaway

10.0 out of 10, Exceptional, (18)
"This was my first VRBO experience. The house was roomy and well styled. I felt very safe during my stay. The backyard was a lovely extension of the house. I highly recommend this property!"
Upscale City Cottage Getaway
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Terrace/patio

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

9.6 out of 10, Exceptional, (4)
"This is a neat as a pin, quaint cottage. The lack of a bath/shower and hot water bothered me more than i thought it would. Otherwise, it would be five stars hands down."
The price is €98
includes taxes & fees
1 May - 2 May
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Hikers Nest At Pilot Mountain
Terrace/patio

Hikers Nest At Pilot Mountain

9.6 out of 10, Exceptional, (8)
"Such a sweet homey atmosphere. The den chairs were very uncomfortable. Couldnt put your feet up. But beds were comfortable. Very clean nice home. "
Hikers Nest At Pilot Mountain
Charming Yadkin Valley Cottage w/ Deck & Yard
Exterior

Charming Yadkin Valley Cottage w/ Deck & Yard

10.0 out of 10, Exceptional, (39)
"The owner is amazing! She texted me the day of check in, has communicated with me spot on! We love this little cottage. Cozy, comfy, and made you feel like you are at home. It’s a great little place to come to after a long day. This little place has everything you could need and want. The only downside….its not mine hahahaha well will definitely keep this place in our saved places and want to stay here again when we’re in the area. You won’t be disappointed with this little cottage!! "
Charming Yadkin Valley Cottage w/ Deck & Yard
Garden Cottage - Where Something is Always in Bloom.
Exterior

Garden Cottage - Where Something is Always in Bloom.

9.8 out of 10, Exceptional, (37)
"We enjoyed our stay in the guest room at the Garden Cottage. The room and bathroom are spacious. The guest room has a small refrigerator and microwave and Keurig coffee machine. Our host, Phyllis was nice and respectful of our privacy. We would stay here again if we return to the area. "
The price is €183
includes taxes & fees
29 Apr - 30 Apr
Garden Cottage - Where Something is Always in Bloom.
Cute cottage in a rural setting
Exterior

Cute cottage in a rural setting

7.4 out of 10, Good, (6)
"Enjoyed staying in North Carolina. The location of the Cottage is great. Close to shopping and different tourist attractions throughout NC. The Cottage could use some updating, but overall it was comfortable, like going to visit Grandma!! Thank you for letting my family and I stay in the Cottage for the week."
The price is €269
includes taxes & fees
28 Apr - 29 Apr
Cute cottage in a rural setting
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Interior

Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed

8.2 out of 10, Very good, (14)
"2nd time staying at this property"
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Charming 2-bedroom cottage in Kernersville with abundant wildlife
Living area

Charming 2-bedroom cottage in Kernersville with abundant wildlife

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 2-bedroom cottage in Kernersville with abundant wildlife
Cozy Cottage minutes to Downtown
Exterior

Cozy Cottage minutes to Downtown

10.0 out of 10, Exceptional, (2)
"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
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!
Historic Farmhouse ~ 15 Mi to Winston-salem
House (4 Bedrooms)

Historic Farmhouse ~ 15 Mi to Winston-salem

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing stay. Peaceful and quiet location with fresh air. The home displayed a lot of beautiful culture and charm. It was nice to see deer and other beautiful wildlife around the property. The host Tree was great. Every question answered!"
Historic Farmhouse ~ 15 Mi to Winston-salem
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
Winston-salem Vacation Rental ~ 3 Mi to Downtown!
'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!
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!
Charming cottage in Winston-Salem with WiFi and AC
Exterior

Charming cottage in Winston-Salem with WiFi and AC

The price is €113
includes taxes & fees
19 May - 20 May
Charming cottage in Winston-Salem with WiFi and AC
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!
Charming Yadkin Valley Cottage w/ Deck & Yard
Exterior

Charming Yadkin Valley Cottage w/ Deck & Yard

3.0 star property
Charming Yadkin Valley Cottage w/ Deck & Yard
Home ~ 10 Mi to Novant Health, Great for Nurses!
TV

Home ~ 10 Mi to Novant Health, Great for Nurses!

3.0 star property
Home ~ 10 Mi to Novant Health, Great for Nurses!
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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Other property types in Winston - Salem

Secluded close to everything!
Exterior

Secluded close to everything!

8.8 out of 10, Excellent, (6)
"Very nice and quiet "
The price is €374
includes taxes & fees
25 May - 26 May
Secluded close to everything!
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

10.0 out of 10, Exceptional, (34)
"The place was as described. The place was cute and the yard was so nice and pretty. Everything was clean and I was thankful to have brochures on activities and food (a vacation isn't worth it if the food stinks imo)."
The price is €204
includes taxes & fees
28 Apr - 29 Apr
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Home in the Kernersville near Winston Salem, Greensboro, High Point
Fridge, microwave, oven, stovetop

Home in the Kernersville near Winston Salem, Greensboro, High Point

10.0 out of 10, Exceptional, (55)
"My family (husband and two kids ages 2 and 4) and I loved our stay in this beautiful home! We were in town for a zoo trip and to see friends who live in Greensboro and Winston-Salem. This home was a great in-between location that provided a quiet, comfortable place to come home to after our long busy days. It was incredibly clean and well-stocked with kid-friendly items such as dinnerware, high chair, toddler bed rail, pack n play, children’s toys and books. My kids also loved the tire swing and...
The price is €221
includes taxes & fees
30 Apr - 1 May
Home in the Kernersville near Winston Salem, Greensboro, High Point
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.