A baseball stadium with a large crowd, a baseball diamond, and city buildings in the background.

Search Winston - Salem Cottage Rentals from CA $281

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winston - Salem cottages

A single-story house with a front porch, a small front yard, and a large tree to the left.

1. Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
7.4 out of 10, Good, (11 reviews)
"It was really nice especially communication and help from the host who helped us with some lost items after we left"
United States
Seli J.
The price is CA $119
CA $403 total
includes taxes & fees
Oct 24 - Oct 25
Cute cottage in a rural setting
A small, single-story cabin with a porch and a front door.

2. Quaint 2 bed 1 bath cottage style home

Quaint 2 bed 1 bath cottage style home
Kernersville
8.8 out of 10, Excellent, (52 reviews)
"Enjoyed our visit!"
United States
Andrew
The price is CA $116
CA $281 total
includes taxes & fees
Oct 26 - Oct 27
Quaint 2 bed 1 bath cottage style home
A wooden deck with a bird feeder and a bench overlooking a pond surrounded by trees.

3. Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is CA $374
CA $758 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Cottage: Nature-filled Winston-salem Retreat!
A two-story house with a front porch, a garage, and a covered entryway.

4. Home 2 Mi to Dtwn Greensboro! Bring Your Pets

Home 2 Mi to Dtwn Greensboro! Bring Your Pets
3.0 star property
Greensboro
The price is CA $279
CA $507 total
includes taxes & fees
Oct 26 - Oct 27
Home 2 Mi to Dtwn Greensboro! Bring Your Pets
A house with a porch, a large tree in front, and a lawn.

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

Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.
Walnut Cove
8.8 out of 10, Excellent, (23 reviews)
"Perfect for our wedding weekend!!"
United States
Kimberly D.
The price is CA $176
CA $314 total
includes taxes & fees
Oct 29 - Oct 30
Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.
A two-story house with a grey roof, a front porch, and a stone pillar.

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

New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
High Point
10.0 out of 10, Exceptional, (73 reviews)
"Beautiful place to stay, as described"
United States
Billy M.
The price is CA $317
CA $626 total
includes taxes & fees
Nov 2 - Nov 3
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
A rustic barn with a wooden fence in the foreground and a forested hill in the background.

7. Charming and private 3-bedroom cottage in Danbury with WiFi, fitness room, AC

Charming and private 3-bedroom cottage in Danbury with WiFi, fitness room, AC
Danbury
9.8 out of 10, Exceptional, (13 reviews)
"Quiet and comfortable stay, close to the necessary amenities and plenty of things to do nearby."
United States
Brian D.
The price is CA $211
CA $415 total
includes taxes & fees
Nov 9 - Nov 10
Charming and private 3-bedroom cottage in Danbury with WiFi, fitness room, AC
Exterior

8. 2BD Cozy, Close-2-E’thing Cottage: Central to Coliseum, Downtown, Shops & Dining

2BD Cozy, Close-2-E’thing Cottage: Central to Coliseum, Downtown, Shops & Dining
Greensboro
10.0 out of 10, Exceptional, (5 reviews)
"Smooth, easy check-in, VERY kind host, and what an absolutely beautiful, super-clean and cozy place!! Very highly reccommend staying here! "
United States
Tina S.
The price is CA $255
CA $600 total
includes taxes & fees
Nov 2 - Nov 3
2BD Cozy, Close-2-E’thing Cottage: Central to Coliseum, Downtown, Shops & Dining
A wooden deck with wicker chairs and a table, surrounded by a stone wall and trees.

9. Fern Cottage by Buffalo Mountain Getaway

Fern Cottage by Buffalo Mountain Getaway
Meadows of Dan
10.0 out of 10, Exceptional, (32 reviews)
"We had a wonderful time with our stay at the Fern Cottage....will certainly share it is a perfect place to visit. The surroundings had lots of terrific food, shops and entertainment."
United States
Lesa W.
The price is CA $140
CA $346 total
includes taxes & fees
Oct 25 - Oct 26
Fern Cottage by Buffalo Mountain Getaway
A residential area with houses, a tree, and a clear sky.

10. FOX DEN COTTAGE

FOX DEN COTTAGE
Cleveland
The price is CA $189
CA $445 total
includes taxes & fees
Oct 26 - Oct 27
FOX DEN COTTAGE
A white house with a dark roof, a front porch, and a flag.

11. Yadkin Valley has the same viticulture stamp as NAPA. Canoes and Kayaks!!

Yadkin Valley has the same viticulture stamp as NAPA. Canoes and Kayaks!!
Elkin
9.8 out of 10, Exceptional, (151 reviews)
"We love our weekend stay in the dollhouse for a wedding event. It was clean, cozy and we were able to bring our Maltese.The owner helped us with a few restaurants and left us a welcome bottle of wine.We highly recommend this VRBO in the quaint little town of Elkin, NC."
United States
joAnne M.
The price is CA $217
CA $462 total
includes taxes & fees
Oct 24 - Oct 25
Yadkin Valley has the same viticulture stamp as NAPA. Canoes and Kayaks!!
A fire pit with four wooden chairs arranged around it on a deck, overlooking a grassy field with trees in the distance.

12. Peaceful Country Retreat with Private Backyard & Fire Pit Near Elkin & Stone Mountain State Park, NC

Peaceful Country Retreat with Private Backyard & Fire Pit Near Elkin & Stone Mountain State Park, NC
Elkin
10.0 out of 10, Exceptional, (1 review)
"Great communication. Loved my stay!"
United States
Candace C.
The price is CA $263
CA $339 total
includes taxes & fees
Oct 26 - Oct 27
Peaceful Country Retreat with Private Backyard & Fire Pit Near Elkin & Stone Mountain State Park, NC
A house with a porch, a small tree, a chair, and a pumpkin.

13. Peaceful Forest Retreat Near Lake Norman — Ole Fashioned Family Cabin Getaway

Peaceful Forest Retreat Near Lake Norman — Ole Fashioned Family Cabin Getaway
Mooresville
8.8 out of 10, Excellent, (10 reviews)
"GREAT PLACE!!!!! Thank you so much will be back"
United States
C W.
The price is CA $280
CA $362 total
includes taxes & fees
Oct 25 - Oct 26
Peaceful Forest Retreat Near Lake Norman — Ole Fashioned Family Cabin Getaway
A wooden bridge leading to a cabin with a balcony overlooking a body of water, surrounded by trees.

14. Pet-friendly Lexington Vacation Rental on Lake!

Pet-friendly Lexington Vacation Rental on Lake!
3.0 star property
Lexington
The price is CA $237
CA $620 total
includes taxes & fees
Nov 1 - Nov 2
Pet-friendly Lexington Vacation Rental on Lake!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winston - Salem Hotel Reviews

Red Roof Inn Winston-Salem

Red Roof Inn Winston-Salem

8/10 Good
"The young lady at the front was extremely friendly and helpful."
Cory 3-night trip
Posted 21 hours ago
Red Roof Inn Winston-Salem

Find out more about Winston - Salem

Winston - Salem Cottages information

Number of reviews
319
Accommodation
30 Cottages
Lowest Price
CA $281
Highest Price
CA $758

Frequently asked questions

How much do cottages in Winston - Salem cost?
Cottages in Winston - Salem range between CA $281 and CA $758 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.
What is there to do in Winston - Salem near my cottage?
Winston - Salem has enough activities and sights to keep you on the go for weeks, starting with Hanes Mall. Lawrence Joel Veterans Memorial Coliseum, Old Salem and Truist Stadium are other terrific attractions. If you're lingering longer, Bowman Gray Stadium and Reynolda Gardens are great additions to your itinerary.

Explore a world of travel with Expedia