Search Cottages in Winston-Salem

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 105 Cottages in Winston-Salem with updated reviews, rates, and availability.

"This home is exactly as described. It’s clean, has plenty of supplies, and a well equipped kitchen. The neighborhood is quiet and safe with friendly neighbors. There is a great park just a short walk away. We would definitely stay again. "

"The little cottage was perfect for me and my pup for a couple nights. Doing some trail run training, it was easy to walk to the trails from the house! Quick response from the host even with a late night check in. would def recommend and will stay again in the future! "

"The house is beautiful! Everything we needed was right at our disposal. The only suggestion is to use scrubbing bubbles soap and scum remover on the shower Liners after every gt"

AED 764 total

includes taxes & fees

17 Apr - 18 Apr

"Awesome place and perfect for enjoying time with our friends and family at HPU. Back yard was perfect for enjoying the great weather, games, cookout, firepit and more!!! Great spacious rooms! Can’t beat the location!!"

AED 1,368 total

includes taxes & fees

13 May - 14 May

"Great little cottage on the lake. Screened in porch is amazing. "

"Had a very nice stay. Quiet and comfortable house, well maintained and appointed. Close to WFU, grocery, etc. If staying w more than two folks be aware you’re sharing a full bath. Would stay again if we weren’t moving back to the area. :-)"

"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."

AED 394 total

includes taxes & fees

20 Apr - 21 Apr

"The home is lovely, very clean, views the waterway and dock area. The glass windows provide a great view! Highly recommend "

"Such a sweet homey atmosphere. The den chairs were very uncomfortable. Couldnt put your feet up. But beds were comfortable. Very clean nice home. "

"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!! "

"Everything there was perfect. Only negative was a long trek from car to guest house (which was at the back of a very large backyard."

"The property is lovely, well maintained, and as well as affordable. The property owner was prompt and kind."

AED 747 total

includes taxes & fees

21 Apr - 22 Apr

"Great little family vacay. Enjoyed firepit, dock, and our stay at the Lake It Easy A-frame lake house."

"This is my second stay here and will stay again if I am in the area. From communication, to the accuracy of the listing and the cleanliness of this property I couldn’t recommend it more. It’s a bit out of the way, but that makes it more quiet and private. Very nice property!"

AED 1,600 total

includes taxes & fees

30 Apr - 1 May

"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."

AED 1,096 total

includes taxes & fees

20 Apr - 21 Apr

"Our home away from home while visiting family in Greensboro. "

"Absolutely gorgeous place to stay! Quiet and relaxing. "

"The home was perfect for our trip to Hanging Rock State Park. The owners paid every attention to detail and we had everything we needed. The Home was very clean and organized. Check in and out was a breeze and the owners were very accommodating. Thank you for the wonderful stay! "

"2nd time staying at this property"

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winston-Salem

"We had a great stay! The property manager had great communication and it was very clean! "

AED 834 total

includes taxes & fees

22 Apr - 23 Apr

"We enjoyed the property and the convenience of proximity to town and the wedding venue we were in town for. The house was very comfortable for us ( two couples) and had everything we needed except toiletries. The restaurant behind the house was very convenient for a quick dinner and breakfast! "

"We had a wonderful stay and the home was just what we needed for our stay!"

AED 863 total

includes taxes & fees

4 May - 5 May

Recent reviews of Winston-Salem hotels

Spark by Hilton Winston-Salem University

5/5 Excellent

"Everyone on staff was friendly and great service. Pet friendly. Convenient location to shopping. "

A verified traveler stayed at Spark by Hilton Winston-Salem University

Posted 1 day ago

Hampton Inn & Suites Winston-Salem Downtown

5/5 Excellent

"My family and I came through Winston-Salem on our way to Hilton Head. We chose this hotel because we wanted to check out the downtown area. The gentleman at the front desk was very friendly. I appreciated the women working hard to maintain the cleanliness of the lobby breakfast area. It was the cleanest I have experienced on my travels. I appreciated that a lot of thought had gone into the design of the rooms. There was plenty of surface areas to unpack my bags and layout my belongings. I don't know that I will be back in WInston-Salem any time soon, but I would recommend this hotel to anyone who will travel through. "

A verified traveler stayed at Hampton Inn & Suites Winston-Salem Downtown

Posted 2 days ago

The Historic Brookstown Inn, Trademark Collection by Wyndham

5/5 Excellent

"This unique building has spacious rooms, a delicious breakfast buffet, cookie hour, wine hour and friendly staff. It’s very close to Old Salem historic areas and a few good restaurants. The atmosphere is comfortable, while the building itself is interesting and reminiscent of a stay in Williamsburg. "

A verified traveler stayed at The Historic Brookstown Inn, Trademark Collection by Wyndham

Posted 3 days ago

Search Cottages in Winston-Salem

Plan, book, stay with confidence

Check prices for these dates

Compare 105 Cottages in Winston-Salem with updated reviews, rates, and availability.

Cottage at Lake Jeanette - 2 min from Greensboro Science Center

Cottage at Lake Jeanette - 2 min from Greensboro Science Center

Cottage at Pilot Mountain

Cottage at Pilot Mountain

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

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

Quaint 2 bed 1 bath cottage style home

Quaint 2 bed 1 bath cottage style home

★★NEW! 3 mins to HPU w/cornhole,throwing axes,billiards,firepit★★

★★NEW! 3 mins to HPU w/cornhole,throwing axes,billiards,firepit★★

Lakefront Private Boat dock and ramp -Quiet-Large Screened in Porch-

Lakefront Private Boat dock and ramp -Quiet-Large Screened in Porch-

Upscale City Cottage Getaway

Upscale City Cottage Getaway

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

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

Newly remodeled Lake Cottage with your own dock!

Newly remodeled Lake Cottage with your own dock!

Hikers Nest At Pilot Mountain

Hikers Nest At Pilot Mountain

Charming Yadkin Valley Cottage w/ Deck & Yard

Charming Yadkin Valley Cottage w/ Deck & Yard

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

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

Garden Cottage - Where Something is Always in Bloom.

Garden Cottage - Where Something is Always in Bloom.

Lakefront A-Frame Cottage with Kayaks & Fire Pit

Lakefront A-Frame Cottage with Kayaks & Fire Pit

Relax, Rewind, Repeat New Country Cottage - Private, Rural Setting To Enjoy

Relax, Rewind, Repeat New Country Cottage - Private, Rural Setting To Enjoy

Cute cottage in a rural setting

Cute cottage in a rural setting

⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕

⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕

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

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

Foot Hill Farms II Hanging Rock

Foot Hill Farms II Hanging Rock

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

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

Other property types in Winston-Salem

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

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

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

Hidden GEM 1 king bed &2 queens

Hidden GEM 1 king bed &2 queens

Recent reviews of Winston-Salem hotels

Recent reviews of Winston-Salem hotels

Spark by Hilton Winston-Salem University

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Popular Destinations

Top Cottages in Other Destinations

More Accommodation Types in Winston-Salem