Search Cottages in Winston-Salem

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 85 Cottages in Winston-Salem with updated reviews, rates, and availability.

Cottage at Lake Jeanette - 2 min from Greensboro Science Center
Exterior

Cottage at Lake Jeanette - 2 min from Greensboro Science Center

9.8 out of 10, Exceptional, (48)
"My husband and I (and our PomChi) travelled to Greensboro to visit family and celebrate the holidays early. The house is so much nicer in person- I didn’t realize how big it was. It’s in a great neighborhood close to everything. I felt very safe. My pup absolutely loved the huge fenced in backyard. Communication with our host was perfect. I can’t wait for our next trip - we loved this house."
Cottage at Lake Jeanette - 2 min from Greensboro Science Center
Relax, Rewind, Repeat New Country Cottage - Private, Rural Setting To Enjoy
Terrace/patio

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

10.0 out of 10, Exceptional, (44)
"The property was just as advertised. It is a beautiful home! We were there for a wedding, and it was just what we needed. The only thing that I would recommend is that the bedrooms need more lighting. Other than that, it was perfect!"
The price is SAR 881
SAR 1,621 total
includes taxes & fees
23 Feb - 24 Feb
Relax, Rewind, Repeat New Country Cottage - Private, Rural Setting To Enjoy
Mid-Century Modern Cottage in Ardmore Area!
Winston-Salem Vacation Rental | 2BR | 1BA | 970 Sq Ft | Entry Stairs Required

Mid-Century Modern Cottage in Ardmore Area!

9.8 out of 10, Exceptional, (9)
"Visiting family. Perfect for our stay. Close to downtown. "
Mid-Century Modern Cottage in Ardmore Area!
Quaint 2 bed 1 bath cottage style home
Living area

Quaint 2 bed 1 bath cottage style home

9.0 out of 10, Wonderful, (32)
"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"
The price is SAR 334
SAR 780 total
includes taxes & fees
24 Feb - 25 Feb
Quaint 2 bed 1 bath cottage style home
NEW!<2mins to HPU w/firepit,cornhole,billiards,throwing axes
Room

NEW!<2mins to HPU w/firepit,cornhole,billiards,throwing axes

10.0 out of 10, Exceptional, (21)
"Love our short commute to High Point University. Chris Trump is an excellent host."
The price is SAR 516
SAR 1,440 total
includes taxes & fees
10 Mar - 11 Mar
NEW!<2mins to HPU w/firepit,cornhole,billiards,throwing axes
Cottage at Pilot Mountain
Exterior

Cottage at Pilot Mountain

9.4 out of 10, Exceptional, (13)
"If you are looking for a tidy little cabin to be 'home base' for a stay in the shadow of Pilot Mountain - This is it. The host was very attentive to my requests and quickly attempted to rectify a noise coming from the H2O heater. I always say: It is less about the problems you encounter and more about how those problems are addressed!Drew did a great job and I highly recommend! "
Cottage at Pilot Mountain
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
Yadkinville Vacation Rental | 2BR | 2BA | 1,050 Sq Ft | Stairs Required

Charming Yadkin Valley Cottage w/ Deck & Yard

10.0 out of 10, Exceptional, (38)
"Beautifully appointed home, great lication fir visiting local wineries."
Charming Yadkin Valley Cottage w/ Deck & Yard
“The Shack” on Farmers Creek. Tree house Tiny house
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely gorgeous place to stay! Quiet and relaxing. "
“The Shack” on Farmers Creek. Tree house Tiny house
Relaxing Cottage close to everything! Perfect for 2!Wi-Fi, Keurig,Outside space!
The Backyard Cottage!

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

10.0 out of 10, Exceptional, (51)
"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."
Relaxing Cottage close to everything! Perfect for 2!Wi-Fi, Keurig,Outside space!
Central High Point Home < 1 Mi to Downtown!
Living area

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!
Lakefront A-Frame Cottage with Kayaks & Fire Pit
Three kayaks provided your enjoyment!

Lakefront A-Frame Cottage with Kayaks & Fire Pit

10.0 out of 10, Exceptional, (16)
"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
Garden Cottage - Where Something is Always in Bloom.
Sitting Area in Large Bedroom

Garden Cottage - Where Something is Always in Bloom.

9.8 out of 10, Exceptional, (35)
"All the amenities that we could want, fantastic location for food options! I was surprised that it’s not its own cottage, it’s a room with its own bathroom that is in the owner’s house. Owner responded quickly and available if we needed her. "
The price is SAR 244
SAR 720 total
includes taxes & fees
16 Mar - 17 Mar
Garden Cottage - Where Something is Always in Bloom.
Lakefront Private Boat dock and ramp -Quiet-Large Screened in Porch-
Miscellaneous

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

10.0 out of 10, Exceptional, (8)
"It was wonderful! The house is clean, cozy, and had everything we needed. The porch and dock were amazing!Tcovered porch is "
Lakefront Private Boat dock and ramp -Quiet-Large Screened in Porch-
Newly remodeled Lake Cottage with your own dock!
Living room with real fireplace

Newly remodeled Lake Cottage with your own dock!

9.8 out of 10, Exceptional, (32)
"The home is lovely, very clean, views the waterway and dock area. The glass windows provide a great view! Highly recommend "
Newly remodeled Lake Cottage with your own dock!
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Dining

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 SAR 188
SAR 403 total
includes taxes & fees
28 Feb - 1 Mar
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Foot Hill Farms II Hanging Rock
Property grounds

Foot Hill Farms II Hanging Rock

10.0 out of 10, Exceptional, (24)
"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! "
Foot Hill Farms II Hanging Rock
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Exterior

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

8.0 out of 10, Very Good, (12)
"We stayed here b/c my sister lives 4mins away. Just a quick 3 night extended weekend trip. The house was clean, easy to get into, nicely maintained. We didn't use any of the kitchen, just beds and bathrooms since we were at my sister's most of the time. However, the bathroom showerheads are really small and it's like showering with a 3 inch stream of water, so that wasn't fun at all. All three beds are extremely hard, so thankfully we were only there 3 nights but I had to sleep on couch the last...
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Mill House Cottage in rural setting, come visit!
Living room

Mill House Cottage in rural setting, come visit!

10.0 out of 10, Exceptional, (8)
"What a delightful place. It was impeccable, well-appointed and full of interesting features. We loved it"
Mill House Cottage in rural setting, come visit!
Cute cottage in a rural setting
Exterior

Cute cottage in a rural setting

7.6 out of 10, Good, (5)
"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 SAR 300
SAR 1,051 total
includes taxes & fees
23 Feb - 24 Feb
Cute cottage in a rural setting
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.
Don't see what you're looking for?
See all available properties in Winston-Salem
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winston-Salem

Luxury 3BR Townhome - Sleep 6
8e6b9694 f51e 43fa 83d6 8a7bb8aed1f1

Luxury 3BR Townhome - Sleep 6

8.8 out of 10, Excellent, (23)
"Nice property, very clean, even had nice treats like water, coffee and chocolates. "
The price is SAR 334
SAR 962 total
includes taxes & fees
24 Feb - 25 Feb
Luxury 3BR Townhome - Sleep 6
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Stock Tank Pool, Fire Pit & Swings

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

10.0 out of 10, Exceptional, (27)
"The house is super cozy, and the hot tub is amazing! We will definitely be coming back when we are in need of a staycation!"
The price is SAR 484
SAR 848 total
includes taxes & fees
24 Feb - 25 Feb
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Cozy guest suite in Winston Salem
Living area

Cozy guest suite in Winston Salem

9.4 out of 10, Exceptional, (107)
"Fine stay"
Cozy guest suite in 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.

Frequently asked questions

Why book your cottage in Winston-Salem with Expedia?
Expedia has some terrific cottages in Winston-Salem, so get set for a memorable stay close to nature. If you’re sticking to a budget, select how much you’d like to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We’ll help you find the perfect place whatever your plans or bank balance.
How can I find cheap cottages in Winston-Salem?
With Expedia’s filter tool, sourcing cheap cottages in Winston-Salem has never been easier. To discover properties that’ll make your hip pocket happy, refine your search results by star rating, amenities and budget.