Winston-Salem Vacation Rentals

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Our top choices for Winston-Salem vacation rentals

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (32 reviews)
"It was a good stay"
United States
Kim R.
$236 nightly
The price is $267
Apr 27 - Apr 28
Total with taxes and fees
The Hot Tub Hideaway

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Winston-Salem
9.6 out of 10, Exceptional, (8 reviews)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
$228 nightly
The price is $258
Apr 27 - Apr 28
Total with taxes and fees
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Winston-Salem
9.8 out of 10, Exceptional, (36 reviews)
"Perfect size, very clean and great location!"
United States
Laron A.
$460 nightly
The price is $520
May 5 - May 6
Total with taxes and fees
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

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!
Winston-Salem
9.8 out of 10, Exceptional, (51 reviews)
"We had a very relaxing stay here. The hot tub was lovely and the property was very close to a lot of shopping/restaurants. "
United States
Taylor E.
$238 nightly
The price is $269
Apr 27 - Apr 28
Total with taxes and fees
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Hartman Casita! Quiet neighborhood.1 king Bed!

Hartman Casita! Quiet neighborhood.1 king Bed!
Winston-Salem
9.8 out of 10, Exceptional, (20 reviews)
"The house was just what we need in terms of travel time to our event, comfort and peace! Would definitely recommend and stay again! "
United States
Stefanie H.
$467 nightly
The price is $499
May 5 - May 6
Total with taxes and fees
Hartman Casita! Quiet neighborhood.1 king Bed!

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (24 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
$233 nightly
The price is $263
Apr 28 - Apr 29
Total with taxes and fees
Quiet, newly renovated. Near everything!

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
$167 nightly
The price is $188
Apr 27 - Apr 28
Total with taxes and fees
La Casita .

Charming Condo Near WFU, Full Kitchen, Strong WiFi, Charming condo near WFU, full kitchen, strong Wi

Charming Condo Near WFU, Full Kitchen, Strong WiFi, Charming condo near WFU, full kitchen, strong Wi
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Nice, quiet condo a short walk from WF campus and stadiums."
United States
Pete H.
$367 nightly
The price is $394
Apr 29 - Apr 30
Total with taxes and fees
Charming Condo Near WFU, Full Kitchen, Strong WiFi, Charming condo near WFU, full kitchen, strong Wi

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (22 reviews)
"Very clean and secluded but still close to the city. Thank you"
United States
Michael S.
$236 nightly
The price is $267
Apr 27 - Apr 28
Total with taxes and fees
The Red Door Cabin

High Ceilings | King Beds | 85” TV | Near Downtown

High Ceilings | King Beds | 85” TV | Near Downtown
Winston-Salem
7.6 out of 10, Good, (17 reviews)
"Lovely and affordable apartment with incredibly attentive and responsive host. Would totally stay again!"
United States
Caleb W.
$215 nightly
The price is $243
Apr 26 - Apr 27
Total with taxes and fees
High Ceilings | King Beds | 85” TV | Near Downtown

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Winston-Salem
9.6 out of 10, Exceptional, (18 reviews)
"Wonderful stay! "
United States
Hannah J.
$214 nightly
The price is $241
Apr 26 - Apr 27
Total with taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Cozy Stay Near DT w/Deck and Fenced Yard

Cozy Stay Near DT w/Deck and Fenced Yard
Winston-Salem
9.6 out of 10, Exceptional, (7 reviews)
"Clean, quiwt, and close to everything. "
United States
Rebecca G.
$153 nightly
The price is $173
Apr 27 - Apr 28
Total with taxes and fees
Cozy Stay Near DT w/Deck and Fenced Yard

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Winston-Salem
9.6 out of 10, Exceptional, (10 reviews)
"We were there for a conference, so this location is ideal! So close to the convention center, comfortable, clean and spacious. We loved it!"
United States
Terrie H.
$290 nightly
The price is $328
Apr 26 - Apr 27
Total with taxes and fees
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (22 reviews)
"Such a great place to stay. Everything we needed, we had. I would highly recommend this and would stay again. "
United States
Zack W.
$118 nightly
The price is $133
Apr 29 - Apr 30
Total with taxes and fees
Updated 1BR cottage on private acre+ lot

Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
Winston-Salem
9.6 out of 10, Exceptional, (9 reviews)
"Host was fantastic!! Couldn't have asked for a better experience. Everything I needed was readily accessible. Looking forward to my next stay!!"
United States
mike j.
$279 nightly
The price is $315
May 6 - May 7
Total with taxes and fees
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

Cozy 3BR Home Near Fairgrounds and Downtown

Cozy 3BR Home Near Fairgrounds and Downtown
Winston-Salem
$226 nightly
The price is $241
May 4 - May 5
Total with taxes and fees
Cozy 3BR Home Near Fairgrounds and Downtown

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Winston-Salem
10.0 out of 10, Exceptional, (1 review)
$215 nightly
The price is $243
Apr 30 - May 1
Total with taxes and fees
Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Winston-Salem
9.4 out of 10, Exceptional, (13 reviews)
"They have were very welcoming. We thoroughly enjoyed our stay there while moving our daughter, son-in-law and new grandbaby into their new home. It felt like you were out in the country, but yet you were right there where everything was. Perfect location."
United States
Jill H.
$244 nightly
The price is $259
May 4 - May 5
Total with taxes and fees
Urban Escape 3 Bed 2.5 Bath Near Wake Forest

2-bedroom cottage perfect for Furniture Market

2-bedroom cottage perfect for Furniture Market
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"Nice stay. Would recommend for your visit to the area."
United States
Charles G.
$305 nightly
The price is $345
May 4 - May 5
Total with taxes and fees
2-bedroom cottage perfect for Furniture Market

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
3.5 star property
Winston-Salem
$340 nightly
The price is $384
Apr 27 - Apr 28
Total with taxes and fees
Arcade Kid Friendly Firepit Grill HotTub
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

Find out more about Winston-Salem

Everything you need to know about Winston-Salem vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winston-Salem vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winston-Salem vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winston-Salem vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winston-Salem. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winston-Salem in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winston-Salem rentals

At Expedia, we put the best Winston-Salem vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winston-Salem rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winston-Salem vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winston-Salem. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Winston-Salem?

Yes, there are vacation rentals in Winston-Salem close to Airbound Trampoline Park, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and lush forest in Winston-Salem. Make sure to also enjoy the college campus and top-notch restaurants during your vacation.

What are some of the best vacation rentals that Winston-Salem has to offer?

Quiet, newly renovated. Near everything!: This Winston-Salem vacation home rental offers a fireplace, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Winston-Salem is La Casita ..

How many vacation rentals will I find in Winston-Salem?

Choose from 213 Expedia vacation rentals in Winston-Salem for a memorable vacation.

What can I see and do in Winston-Salem?

Enjoy the outdoors at Reynolda Gardens and Salem Lake, or simply take in cultural attractions like Old Salem and Southeastern Center for Contemporary Art. Truist Stadium and Bowman Gray Stadium are other places to visit while you're in town.

What are vacation rentals like in Winston-Salem?

Vacation rentals are privately owned properties you can book for several days or longer in Winston-Salem. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.