Winston - Salem Vacation Rentals from $81: Search Short-Term Rentals

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Our top choices for Winston - Salem vacation rentals

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

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

Winston-Salem

Taya S.

$133 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

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

Winston-Salem

Melinda P.

$214 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

3. Updated 1BR cottage on private acre+ lot

Winston-Salem

Joanne A.

$126 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

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

Winston-Salem

Jessica R.

$177 nightly

Oct 20 - Oct 21

Total with taxes and fees

5. La Casita .

Winston-Salem

Giuliana

$171 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

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

Winston-Salem

$291 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

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

Winston-Salem

Anonymous traveler

$161 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

8. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

$234 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

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

Winston-Salem

Tim W.

$254 nightly

Oct 20 - Oct 21

Total with taxes and fees

A bedroom with a bed, bedside tables, a desk, and a chair. There is a window with curtains, a ceiling fan, and a wall-mounted lamp.

10. Charming 4-bedroom house in Winston-Salem near hospitals, downtown,universities

Winston-Salem

Jen B.

$404 nightly

Oct 23 - Oct 24

Total with taxes and fees

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

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

Winston-Salem

Juancarlos

$252 nightly

Nov 3 - Nov 4

Total with taxes and fees

A bathroom with a blue wall, a white sink, a mirror with a gold frame, a wooden floor, and a patterned rug.

12. Kernersville NC|King Bed

Kernersville NC

Anonymous traveler

$72 nightly

Nov 2 - Nov 3

Total with taxes and fees

A bedroom with a bed, two leather chairs, a ceiling fan, and large windows with a view of a fenced yard.

13. 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

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

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

Winston-Salem

Catherine D.

$335 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

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

Winston-Salem

Patrick R.

$290 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

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

Winston-Salem

Tatiana U.

$265 nightly

Oct 19 - Oct 20

Total with taxes and fees

A wooden deck with wicker furniture, a grill, and a white door.

17. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

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

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

Winston-Salem

Brittany

$257 nightly

Nov 2 - Nov 3

Total with taxes and fees

A single-story house with a black exterior, white trim, and a red roof.

19. 4 Beds | King | 85” TV | 5min to WSSU & Downtown

Winston-Salem

Anonymous traveler

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

20. Luxury 3BR Townhome - Sleep 6

Winston-Salem

Alyssa B.

$295 nightly

Nov 3 - Nov 4

Total with taxes and fees

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Top Winston - Salem Hotel Reviews

Best Western Kernersville

10/10 Excellent

"Clean room. Professional staff decent breakfast, good coffee and comfortable beds. Don’t let the price fool you. It’s a really nice place. I liked it better than the other hotel I chose for double the price. Book it you won’t regret it."

Suburban Studios Winston Salem-University Parkway

10/10 Excellent

"I choose this site because it was 6.2 miles from the Forsyth Medical Center. I live too far away so I needed a room. It was clean and well cared for. The parking lot is lite up, fully, with LED lighting a night. Handicap parking. Parking in front of the rooms. The room was neat & spotless, no bugs either. There is a small burea, a shelf over it; a table & 2 chairs; nice size refrigerator; 2 coiled areas to cook on a counter with a sink; storage cabinets; full bathroom with out stains; no pealing paint on walls/clean and cared for. The staff are friendly & helpful. They are working on it constantly. The price is correct for a minimalist room. No breakfast, no pool, just a basic room. Great if it’s all you need or want. I would 100% stay there again. I felt safe & thankful."

Courtyard by Marriott Winston-Salem Hanes Mall

8/10 Good

"The staff was extremely nice from check-in to check-out. Each time I came back into the hotel, the young man who checked me in greeted me by name. The hotel was located on a quiet street and convenient to lots of shopping and eating establishments. I especially liked the lobby. The fragrance was great. I appreciated the 24 hour hot tea/coffee station. The lobby even had little cubicles where a group could sit and talk. The room was nice. The bed and pillows were comfortable but the bed was not positioned in the right place to watch TV in bed. The air didnt function properly. Auto didnt seem to work so it had to be on continuously. I didnt like the fact that you had to turn on the entrance light switch in order for the sink switch and toilet/shower room switch to work. The entrance light was very bright which caused me to wake up when it was turned on. I didnt like the breakfast option. It was basically sandwiches and pastries. No food cooked on site. Overall, a great stay. Only those minor things."

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 $81 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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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. Cozy 2-bedroom bungalow in lovely Winston-Salem

3. Updated 1BR cottage on private acre+ lot

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

5. La Casita .

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

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

8. Quiet, newly renovated. Near everything!

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

10. Charming 4-bedroom house in Winston-Salem near hospitals, downtown,universities

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

12. Kernersville NC|King Bed

13. Heated Pool King Bed Jacuzzi Bath Arcade

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

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

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

17. Winston Sleeps 16 - 2 Kitchens Hot Tub

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

19. 4 Beds | King | 85” TV | 5min to WSSU & Downtown

20. Luxury 3BR Townhome - Sleep 6

Find vacation rentals that suit your style

Top Winston - Salem Hotel Reviews

Best Western Kernersville

Suburban Studios Winston Salem-University Parkway

Hawthorne Inn and Conference Center

Sleep Inn Hanes Mall

Courtyard by Marriott Winston-Salem Hanes Mall

Winston-Salem Marriott

Holiday Inn Express Winston-Salem Medical Center Area by IHG

Red Roof Inn Winston-Salem

Find out more about Winston - Salem

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