Winston-Salem Vacation Rentals from $95: Search Short-Term Rentals

Q: 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.

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Our top choices for Winston-Salem vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Updated 1BR cottage on private acre+ lot

Winston-Salem

Joanne A.

$129 nightly

Aug 24 - Aug 25

Total with taxes and fees

2. WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

Winston-Salem

Heather C.

$133 nightly

Sep 6 - Sep 7

Total with taxes and fees

House | Private kitchen | Espresso maker, coffee/tea maker, fridge, microwave

3. King Beds Hot Tub Arcade Grill & Firepit

Winston-Salem

Brittney N

$252 nightly

Aug 17 - Aug 18

Total with taxes and fees

4. Cozy 2-bedroom bungalow in lovely Winston-Salem

Winston-Salem

Melinda P.

$215 nightly

Aug 15 - Aug 16

Total with taxes and fees

5. Chic 2BR/2BA Near Dining & Shops

Winston-Salem

Juancarlos

$257 nightly

Sep 8 - Sep 9

Total with taxes and fees

Business Apartment | Private kitchen | Espresso maker, coffee/tea maker, fridge, microwave

6. The Ardmore Executive Suite

Winston-Salem

Jean

$182 nightly

Aug 23 - Aug 24

Total with taxes and fees

7. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

Winston-Salem

Anonymous traveler

$161 nightly

Aug 16 - Aug 17

Total with taxes and fees

8. La Casita .

Winston-Salem

Giuliana

$167 nightly

Aug 20 - Aug 21

Total with taxes and fees

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

Winston-Salem

Tim W.

$214 nightly

Aug 21 - Aug 22

Total with taxes and fees

Iron/ironing board, travel crib, WiFi, bed sheets

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

Winston-Salem

Ralph S.

$223 nightly

Aug 19 - Aug 20

Total with taxes and fees

11. Downtown Charm, 3 Bdr, Near Rest and Bars

Winston-Salem

Allison T.

$289 nightly

Sep 7 - Sep 8

Total with taxes and fees

12. La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

Winston-Salem

Jessica R.

$179 nightly

Aug 17 - Aug 18

Total with taxes and fees

13. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

$427 nightly

Aug 30 - Aug 31

Total with taxes and fees

14. The Hot Tub Hideaway

Winston-Salem

Kim R.

$221 nightly

Aug 16 - Aug 17

Total with taxes and fees

15. La Casita: A Cozy Retreat Near Wake Forest University"

Winston-Salem

Peter F.

$230 nightly

Aug 23 - Aug 24

Total with taxes and fees

16. Cozy 3BR Home Near Fairgrounds and Downtown

Winston-Salem

"Overall, we had a good stay. The home looked exactly like the photos and comfortably accommodated our group during a difficult time with family. The space was clean and met our needs. My only concerns were that the glass panel/door in the shower was missing, which made the bathroom less functional than expected. I also submitted a request to update the reservation to allow up to 5 guests because we had family and friends stopping by while we were grieving, but I never received a response from...

Jayceon

$245 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Winston-Salem

Gina B.

$216 nightly

Aug 16 - Aug 17

Total with taxes and fees

18. New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University

Winston-Salem

Catherine D.

$359 nightly

Aug 18 - Aug 19

Total with taxes and fees

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

Winston-Salem

Brian Z.

$241 nightly

Aug 16 - Aug 17

Total with taxes and fees

20. La Casita #3

Winston-Salem

$7,939 nightly

Aug 17 - Aug 18

Total with taxes and fees

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Top Winston-Salem Hotel Reviews

Hampton Inn & Suites Winston-Salem/University Area, NC

10/10 Excellent

"Everything was great! Just wished they would put the free cookies out like they used too!"

Best Western Plus Hanes Mall Hotel

10/10 Excellent

"Overall, it was a good stay. I found the staff to be very helpful and courteous. The room was clean. The breakfast was quite nice. I was there for it's proximity to the hospital across the street so I didn't use any of the extra amenities, so can't speak to that. I would recommend."

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 $95 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 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 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 208 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.

Winston-Salem Vacation Rentals

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Check prices for these dates

Our top choices for Winston-Salem vacation rentals

1. Updated 1BR cottage on private acre+ lot

2. WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

3. King Beds Hot Tub Arcade Grill & Firepit

4. Cozy 2-bedroom bungalow in lovely Winston-Salem

5. Chic 2BR/2BA Near Dining & Shops

6. The Ardmore Executive Suite

7. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

8. La Casita .

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

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

11. Downtown Charm, 3 Bdr, Near Rest and Bars

12. La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

13. Winston Sleeps 16 - 2 Kitchens Hot Tub

14. The Hot Tub Hideaway

15. La Casita: A Cozy Retreat Near Wake Forest University"

16. Cozy 3BR Home Near Fairgrounds and Downtown

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

18. New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University

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

20. La Casita #3

Find vacation rentals that suit your style

Top Winston-Salem Hotel Reviews

Hampton Inn & Suites Winston-Salem/University Area, NC

Find out more about Winston-Salem

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