Winston-Salem Vacation Rentals from ￥17,079: 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 Winston-Salem vacation home rental 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. Another good choice for your trip to Winston-Salem is La Casita . .

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Our top choices for Winston-Salem vacation rentals

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Winston-Salem

Bobby

￥41,009 total

includes taxes & fees

Apr 12 - Apr 13

Quiet, newly renovated. Near everything!

Winston-Salem

Maria H.

￥41,757 total

includes taxes & fees

Apr 12 - Apr 13

The Red Door Cabin

Winston-Salem

John F.

￥42,426 total

includes taxes & fees

Apr 13 - Apr 14

Updated 1BR cottage on private acre+ lot

Winston-Salem

Zack W.

￥21,777 total

includes taxes & fees

Apr 14 - Apr 15

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

Winston-Salem

Laron A.

￥83,870 total

includes taxes & fees

Apr 22 - Apr 23

La Casita .

Winston-Salem

Darren L.

￥28,437 total

includes taxes & fees

Apr 13 - Apr 14

The Hot Tub Hideaway

Winston-Salem

Kim R.

￥42,426 total

includes taxes & fees

Apr 13 - Apr 14

2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Winston-Salem

￥38,729 total

includes taxes & fees

Apr 12 - Apr 13

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Top Winston-Salem Hotel Reviews

The Historic Brookstown Inn, Trademark Collection by Wyndham

10/10 Excellent

"We spent one night at the Brookstown Inn while visiting the Old Salem Village. The history of the building and the location is what drew us to the Inn. Parking was super easy! Our corner room was HUGE and very comfortable! A coffee table and/or a small dining table would be nice (there's plenty of room). The coffee maker wasn't plugged in & wouldn't reach down to the outlet...so, I had to relocate it to the desk to plug it in. Otherwise the room was great! The evening complimentary wine/beer & cheese in the Lounge was a real treat! Excellent bartender, too. We were able to easily walk across the street to enjoy a lovely Italian dinner and then snack on the complimentary fresh-baked cookies at the Inn. We will be back if ever in Winston-Salem again!"

Hampton Inn & Suites Winston-Salem Downtown

10/10 Excellent

"This stay was unexpected because my Mom had to go to the hospital in Winston-Salem when she fell and broke her hip. We were traveling with our two small dogs and I had a difficult time finding a pet friendly hotel. Thank goodness I was able to stay at this location near the hospital. Everyone at this Hampton Inn was so kind. Ariel allowed me to start some laundry until my room was available the day I was checking in. This was a tremendous help since we were headed home from an 8 day trip and didn't have many clothes that were clean remaining. Nicholas helped me when the hospital changed the plans for my Mom's discharge time. All the staff were super nice to my two pups, giving them love and helping look after them so I could grab a cup of coffee. The room was spacious, clean and the bed was so comfortable! Loved the shades at night to block out all the lights from downtown. The valet guys went above and beyond also helping me with the pups, advising me of places to walk them that were safe nearby and even dining suggestions. Despite all the stress of the reason I was in Winston-Salem everyone at this Hampton Inn helped me to find time to decompress! Awesome stay!!"

La Quinta Inn & Suites by Wyndham Winston-Salem

10/10 Excellent

"This hotel has improved a lot since the last time that I stayed there which was about 2 years ago. The lady that checked me in was super friendly and I loved the online check-in feature. The breakfast was delicious, I was not expecting a lot out of it but it was very good and hot. The hotel itself smelled much cleaner, and the bed was very comfy. The only thing that I had an issue with was that the TV would turn off if I turned off the lights in my room, and I did text them about it but they replied back after I had already gone to bed and since I was only staying one day I did not care that much. I wish there was more lights on the right side of the building, if you're looking at the hotel from the front to the right. And the area where you walk your dog was not well kept, I found lots of trash and there were no dog trash bags."

Best Western Plus University Inn

2/10 Terrible

"Don’t walk but run away from this hotel. As soon as we entered the lobby, we were accosted by the horrible smell. The exterior door to the parking lot didn’t lock, the hallways had food spilled in them, the elevator was extremely slow and nothing was clean. When we opened the door to our room there was a cockroach in the hallway and another one in the bathroom. Needless to say the last thing we did was linger and eat breakfast. This area seemed very shady at night time as well and it is far off from the interstate. Go somewhere else!"

Find out more about Winston-Salem

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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 Winston-Salem vacation home rental 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. Another good choice for your trip to Winston-Salem is La Casita ..

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

Choose from 212 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

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Quiet, newly renovated. Near everything!

The Red Door Cabin

Updated 1BR cottage on private acre+ lot

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

La Casita .

The Hot Tub Hideaway

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

Charming Condo Near WFU, Full Kitchen, Strong WiFi, Charming condo near WFU, full kitchen, strong Wi

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

The Ardmore Executive Suite

Cozy Cottage: Nature-filled Winston-salem Retreat!

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

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Rosewood Loft I Lower Suite

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

1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

Chic 2BR/2BA Near Dining & Shops

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

Spacious Historical Home 3 mins from Downtown

Find vacation rentals that suit your style

Top Winston-Salem Hotel Reviews

The Historic Brookstown Inn, Trademark Collection by Wyndham

Find out more about Winston-Salem

Explore a world of travel with Expedia

Frequently asked questions

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