Winston-Salem Holiday Rentals from €88: Search Short-Term Rentals

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

Arcade Kid Friendly Firepit Grill HotTub : This highly rated holiday home rental in Winston-Salem is located near the airport, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Winston-Salem are Cozy 2-bedroom bungalow in lovely Winston-Salem and Quiet, newly renovated. Near everything! .

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In two weeks

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Our top choices for Winston-Salem holiday rentals

A kitchen with white cabinets, a granite countertop, a stove, and a microwave. There is a hanging light fixture and a window with blinds.

1. Updated 1BR cottage on private acre+ lot

Winston-Salem

Dana A.

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

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

Winston-Salem

Jayden J.

includes taxes & fees

8 Nov - 9 Nov

A covered porch with wooden flooring, black chairs, and hanging planters.

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

Winston-Salem

Kara S.

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a wooden dining table, chairs, and a hanging light fixture.

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

Winston-Salem

Allison T.

A yellow house with a red door, a brick chimney, and a front yard with small bushes.

5. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

Winston-Salem

Anonymous traveller

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with white cabinets, a black countertop, and a chandelier.

6. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

includes taxes & fees

8 Nov - 9 Nov

A covered outdoor area with a wooden fence, two trash bins, and a gravel ground.

7. La Casita .

Winston-Salem

Kristopher J.

A modern kitchen with white subway tiles, stainless steel appliances, and grey cabinetry.

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

Winston-Salem

Jessica R.

includes taxes & fees

10 Nov - 11 Nov

A backyard with a fire pit, wicker furniture, a hot tub, and a hammock.

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

Winston-Salem

Gerald

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

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

Winston-Salem

Catherine D.

A rustic wooden cabin with a porch, surrounded by greenery and a tree with pink flowers.

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

Winston-Salem

Hannah J.

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden dining table.

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

Winston-Salem

Brittany

includes taxes & fees

16 Nov - 17 Nov

A compact kitchen with a stainless steel refrigerator, an oven, and a microwave.

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

Winston-Salem

AJb b.

A living room with a fireplace, a television, and a yellow armchair.

14. Historic West End Haven, walk to downtown Winston

Winston-Salem

Jacqueline B.

A wooden deck with two blue chairs and a table, surrounded by a wooden railing and dense greenery.

15. Luxury 3BR Townhome - Sleep 6

Winston-Salem

Alyssa B.

includes taxes & fees

9 Nov - 10 Nov

A spacious kitchen with a granite countertop, a sink, and a dining area with a long table and chairs.

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

Winston-Salem

Jennifer

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a large window overlooking a forest. There is a bed with pillows and a wooden headboard.

17. The Hot Tub Hideaway

Winston-Salem

Alexandra M.

includes taxes & fees

8 Nov - 9 Nov

A covered porch with two wicker chairs and a small table, a brick wall, and a view of a street and trees.

18. Recently renovated luxury duplex unit. Short walk to Atrium WF Baptist Hospital!

Winston-Salem

Tatiana U.

A dining area with a large table, chairs, and a view into a kitchen and dining room.

19. Man cave, Office, Soaking tub, & Firepit.

Winston-Salem

includes taxes & fees

19 Nov - 20 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, and a marble backsplash. There are two bar stools and a wooden dining table with chairs.

20. 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

includes taxes & fees

18 Nov - 19 Nov

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Top Winston-Salem Hotel Reviews

Suburban Studios Winston Salem-University Parkway

8/10 Good

"This was a convenient location for stores and restaurants. The price was very economical."

Find out more about Winston-Salem

Everything you need to know about Winston-Salem holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winston-Salem holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winston-Salem holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winston-Salem holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winston-Salem holiday rentals we have selected for you start as low as €88 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winston-Salem rentals

At Expedia, we put the best Winston-Salem holiday 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 holiday.

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 holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Salem College Elberson Fine Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and lush forest in Winston-Salem. Make sure to also enjoy the university campus and top-notch restaurants during your holiday.

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

Arcade Kid Friendly Firepit Grill HotTub: This highly rated holiday home rental in Winston-Salem is located near the airport, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Winston-Salem are Cozy 2-bedroom bungalow in lovely Winston-Salem and Quiet, newly renovated. Near everything!.

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

Choose from 210 Expedia holiday rentals in Winston-Salem for a memorable holiday.

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 holiday rentals like in Winston-Salem?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winston-Salem. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.

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Check prices for these dates

Our top choices for Winston-Salem holiday rentals

1. Updated 1BR cottage on private acre+ lot

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

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

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

5. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!