A cityscape with various buildings, including a prominent skyscraper and several mid-rise structures.

Winston-Salem Vacation Rentals

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Our top choices for Winston-Salem vacation rentals

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
$506 nightly
The price is $541
Jul 1 - Jul 2
Total with taxes and fees
Cozy Cottage: Nature-filled Winston-salem Retreat!

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying."
United States
Elizabeth
$289 nightly
The price is $326
Jul 1 - Jul 2
Total with taxes and fees
King Beds Hot Tub Arcade Grill & Firepit

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
$398 nightly
The price is $449
Jul 21 - Jul 22
Total with taxes and fees
Winston Sleeps 16 - 2 Kitchens Hot Tub

1980's ARCADE + 80's themed bedroom

1980's ARCADE + 80's themed bedroom
Winston-Salem
$280 nightly
The price is $316
Jul 5 - Jul 6
Total with taxes and fees
1980's ARCADE + 80's themed bedroom

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very Good, (1 review)
"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...
United States
Rami
$231 nightly
The price is $261
Jul 1 - Jul 2
Total with taxes and fees
Heated Pool King Bed Jacuzzi Bath Arcade

Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi

Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi
Winston-Salem
Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi

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, (10 reviews)
"Wonderful way out very quiet. Everything you could need for a night or two stay would definitely come again."
United States
Jason M.
$228 nightly
The price is $258
Jul 1 - Jul 2
Total with taxes and fees
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Cozy studio apartment

Cozy studio apartment
Winston-Salem
$85 nightly
The price is $96
Jul 7 - Jul 8
Total with taxes and fees
Cozy studio apartment

Olde Towne Retreat | Pet-Friendly Family Retreat Near Campus

Olde Towne Retreat | Pet-Friendly Family Retreat Near Campus
Winston-Salem
$1,533 nightly
The price is $1,556
Jul 6 - Jul 7
Total with taxes and fees
Olde Towne Retreat | Pet-Friendly Family Retreat Near Campus

Spacious Historical Home 3 mins from Downtown

Spacious Historical Home 3 mins from Downtown
Winston-Salem
$376 nightly
The price is $425
Jul 19 - Jul 20
Total with taxes and fees
Spacious Historical Home 3 mins from Downtown

Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore

Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
Winston-Salem
10.0 out of 10, Exceptional, (23 reviews)
"Everything was excellent!"
United States
Ryan A.
$438 nightly
The price is $495
Jul 7 - Jul 8
Total with taxes and fees
Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore

La Casita: A Cozy Retreat Near Wake Forest University"

La Casita: A Cozy Retreat Near Wake Forest University"
Winston-Salem
9.6 out of 10, Exceptional, (55 reviews)
"Very nice place to stay! "
United States
Kirby M.
$220 nightly
The price is $249
Jul 1 - Jul 2
Total with taxes and fees
La Casita: A Cozy Retreat Near Wake Forest University"

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, (38 reviews)
"Perfect size, very clean and great location!"
United States
Laron A.
$424 nightly
The price is $479
Jul 27 - Jul 28
Total with taxes and fees
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

LUX Home - Centrally Located - only minutes to Norvant Health & Historic Salem

LUX Home - Centrally Located - only minutes to Norvant Health & Historic Salem
Winston-Salem
$237 nightly
The price is $268
Jul 1 - Jul 2
Total with taxes and fees
LUX Home - Centrally Located - only minutes to Norvant Health & Historic Salem

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (33 reviews)
"It was a good stay"
United States
Kim R.
$216 nightly
The price is $244
Jul 1 - Jul 2
Total with taxes and fees
The Hot Tub Hideaway

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.8 out of 10, Exceptional, (29 reviews)
"Very nice comfortable place that is dog friendly, loved the back porch. Host was very responsive to communication."
United States
Rachel S.
$233 nightly
The price is $263
Jul 1 - Jul 2
Total with taxes and fees
Quiet, newly renovated. Near everything!

2-bedroom cottage in Winston Salem

2-bedroom cottage in Winston Salem
Winston-Salem
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay. Would recommend for your visit to the area."
United States
Charles G.
$254 nightly
The price is $287
Jul 1 - Jul 2
Total with taxes and fees
2-bedroom cottage in Winston Salem

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Winston-Salem
9.2 out of 10, Wonderful, (16 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.
$257 nightly
The price is $290
Jul 1 - Jul 2
Total with taxes and fees
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Luxury 3BR Townhome - Sleep 6

Luxury 3BR Townhome - Sleep 6
Winston-Salem
9.2 out of 10, Wonderful, (55 reviews)
"The amenities were great as was the location for us."
United States
jeanne k.
$319 nightly
The price is $345
Jul 15 - Jul 16
Total with taxes and fees
Luxury 3BR Townhome - Sleep 6
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 $86 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.

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Frequently asked questions

Can I find vacation rentals in Winston-Salem?

Yes, there are vacation rentals in Winston-Salem close to Salem College Elberson Fine Arts Center, 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 highly rated vacation home rental in Winston-Salem 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.

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 Joe White Tennis Center at Hanes Park 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.