Winston-Salem Vacation Rentals from $90: Search Short-Term Rentals

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

Cozy 2-bedroom bungalow in lovely Winston-Salem : This Winston-Salem vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Other favorite homes for rent in Winston-Salem are The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood! and La Casita: A Cozy Retreat Near Wake Forest University" .

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In two weeks

In two months

In three months

In four months

Our top choices for Winston-Salem vacation rentals

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

Winston-Salem

Taya S.

$133 nightly

Sep 21 - Sep 22

Total with taxes and fees

2. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

Winston-Salem

Catherine D.

$161 nightly

Sep 17 - Sep 18

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

$222 nightly

Sep 24 - Sep 25

Total with taxes and fees

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

Winston-Salem

Melinda P.

$212 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

5. The Ardmore Executive Suite

Winston-Salem

Jean

$175 nightly

Sep 21 - Sep 22

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

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

Winston-Salem

Juancarlos

$240 nightly

Sep 21 - Sep 22

Total with taxes and fees

7. La Casita .

Winston-Salem

Giuliana

$167 nightly

Sep 17 - Sep 18

Total with taxes and fees

8. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

$420 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

Winston-Salem

Jessica R.

$177 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

Winston-Salem

Brittany

$254 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

Winston-Salem

Tim W.

$220 nightly

Sep 17 - Sep 18

Total with taxes and fees

12. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

$233 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

Winston-Salem

Bonnie F.

$233 nightly

Sep 21 - Sep 22

Total with taxes and fees

14. Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!

Winston-Salem

Claudia M.

$172 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

Winston-Salem

Allison T.

$269 nightly

Sep 21 - Sep 22

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

$243 nightly

Oct 5 - Oct 6

Total with taxes and fees

4 bedrooms, hypo-allergenic bedding available, in-room safe

17. Heated Pool King Bed Jacuzzi Bath Arcade

Winston-Salem

"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...

Rami

$398 nightly

Sep 20 - Sep 21

Total with taxes and fees

18. Private Hot Tub Retreat | King Bed | Outdoor Oasis

Winston-Salem

$304 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

Winston-Salem

Catherine D.

$331 nightly

Sep 19 - Sep 20

Total with taxes and fees

20. Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston-Salem

Patrick R.

$288 nightly

Sep 17 - Sep 18

Total with taxes and fees

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Top Winston-Salem Hotel Reviews

Sleep Inn Hanes Mall

10/10 Excellent

"Anytime I’m in Winston Salem this is the only Hotel I stay at. Always so clean, comfortable, and the bed is everything. I just melt into it and fall fast asleep."

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 $90 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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Things to do in Winston - Salem

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?

Cozy 2-bedroom bungalow in lovely Winston-Salem: This Winston-Salem vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Other favorite homes for rent in Winston-Salem are The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood! and La Casita: A Cozy Retreat Near Wake Forest University".

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

Choose from 209 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 Reynolda House Museum of American 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. WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

2. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

3. King Beds Hot Tub Arcade Grill & Firepit

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

5. The Ardmore Executive Suite

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

7. La Casita .

8. Winston Sleeps 16 - 2 Kitchens Hot Tub

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

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

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

12. Quiet, newly renovated. Near everything!

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

14. Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!

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

16. Cozy 3BR Home Near Fairgrounds and Downtown

17. Heated Pool King Bed Jacuzzi Bath Arcade

18. Private Hot Tub Retreat | King Bed | Outdoor Oasis

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

20. Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Find vacation rentals that suit your style

Top Winston-Salem Hotel Reviews

Sleep Inn Hanes Mall

Find out more about Winston-Salem

Explore a world of travel with Expedia

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