Holiday Rentals in Winston-Salem

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Holiday Rentals in Winston-Salem

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

10.0 out of 10, Exceptional, (27)
"The house is super cozy, and the hot tub is amazing! We will definitely be coming back when we are in need of a staycation!"
The price is €221
includes taxes & fees
24 Feb - 25 Feb
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Luxury 3BR Townhome - Sleep 6

8.8 out of 10, Excellent, (23)
"Nice property, very clean, even had nice treats like water, coffee and chocolates. "
The price is €250
includes taxes & fees
4 Mar - 5 Mar
Luxury 3BR Townhome - Sleep 6

Cozy guest suite in Winston Salem

9.4 out of 10, Exceptional, (107)
"Fine stay"
Cozy guest suite in Winston Salem

Quiet, newly renovated. Near everything!

9.6 out of 10, Exceptional, (5)
"Wonderful property in a quiet, safe neighborhood within 10 minutes of almost everything in Winston-Salem. Good walking area (albeit hilly). Home was recently renovated with a very nice kitchen and bathrooms, one with a walk-in shower. Owner has stocked almost every amenity under the sun from K-Cups with creamer, sugar and Sweet and Low to wrapped toothbrushes and toothpaste, shampoo, body wash, and conditioner. Frequent travelers will even appreciate the high quality of the toilet paper...
The price is €253
includes taxes & fees
23 Feb - 24 Feb
Quiet, newly renovated. Near everything!

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

10.0 out of 10, Exceptional, (49)
"This property is lovely, clean, and spacious. This was our second stay and will definitely return."
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

The Hot Tub Hideaway

9.8 out of 10, Exceptional, (12)
"Wonderful, private tiny house"
The price is €255
includes taxes & fees
20 Mar - 21 Mar
The Hot Tub Hideaway

Cozy 3-bedroom house in welcoming Winston-Salem with Alarm System

Cozy 3-bedroom house in welcoming Winston-Salem with Alarm System

Cozy Townhome in a Great Location

9.8 out of 10, Exceptional, (22)
"Check in was very easy convenient. House was exactly as described, very welcoming felt like being at home. Will definitely be back. "
Cozy Townhome in a Great Location

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

10.0 out of 10, Exceptional, (2)
"This space was perfect for three friends in town for a quick overnight stay. Plenty of space for everyone, very clean and well equipped."
The price is €261
includes taxes & fees
4 Mar - 5 Mar
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

High ceiling house close to downtown

6.0 out of 10, (4)
"A comfortable little home with comfortable beds for those who may be in town for business. Folks in the neighborhood approached me on more than one occassion for a cigarette. Would not stay in this area alone."
The price is €185
includes taxes & fees
21 Feb - 22 Feb
High ceiling house close to downtown

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (46)
"Overall we had no issues, we didn’t realize it was an attached residence but that may be my error. It was a bit hard to find late at night. We also didn’t expect there to be as much emergency vehicle/traffic noise. The location is next to a busy road and the fire dept is a short distance away. We would stay again it’s a good location in terms of distance to where we needed to be. "
The price is €311
includes taxes & fees
4 Mar - 5 Mar
La Casita: A Cozy Retreat Near Wake Forest University"

Cozy Winston-Salem Vacation Cabin

2.0 star property
10.0 out of 10, Exceptional, (1)
"We rented the property for our O40 soccer team for a tourney in Winston. It had plenty of room for the crew with lots of beds. The location was good with a nice wooded backyard. The house was fine, but could use some updating and probably a bit more seating options in the living room and king suite upstairs. Also, sponges or scrubbies in the kitchen would have been nice. All in all, though, it served the purpose and was a great house for our needs. Juan was really responsive and a great host."
Cozy Winston-Salem Vacation Cabin

Nice quite home all to yourself! Centrally Located

9.6 out of 10, Exceptional, (25)
"House was good size for my family. The hold was clean and had a great home feel. I will definitely rent this property again. "
Nice quite home all to yourself! Centrally Located

The Red Door Cabin

10.0 out of 10, Exceptional, (10)
"Very clean and very comfortable"
The price is €263
includes taxes & fees
20 Feb - 21 Feb
The Red Door Cabin

Beautiful apt Downtown perfect for long term stays

8.4 out of 10, Very good, (26)
"The room was cute and clean. The plumbing in the bathroom was needing to be replaced but was functional. Overall it was fine for the couple of nights I was there.."
The price is €143
includes taxes & fees
24 Feb - 25 Feb
Beautiful apt Downtown perfect for long term stays

Newly renovated home away from home downtown High Point.

10.0 out of 10, Exceptional, (69)
"Home was very clean, there were supplies for making coffee, bed was super comfortable. I had a little trouble figuring out the shower head situation. Otherwise no issues! "
The price is €222
includes taxes & fees
20 Feb - 21 Feb
Newly renovated home away from home downtown High Point.

3-bedroom building in delightful Greensboro with AC, WiFi. Enjoy your stay

2.0 out of 10, (1)
"They did not provide check in details. Did not respond to myself or Vrbo staff for hours. Day of 1 hour before reservation time tried to call me and say they had to cancel my reservation cause they “overbooked”. DO NOT BOOK THIS PLACE ITS A SCAM!"
The price is €251
includes taxes & fees
20 Feb - 21 Feb
3-bedroom building in delightful Greensboro with AC, WiFi. Enjoy your stay

Mel’s Country Cottage

10.0 out of 10, Exceptional, (17)
"Close to Hanging Rock State Park. Very comfortable, cozy, warm and clean. Excellent communication. "
Mel’s Country Cottage

The Farmhouse Retreat near Furniture Mkt and HPU

9.6 out of 10, Exceptional, (40)
"Great location and everything was just as listed! Very cute home. Will stay again!"
The price is €345
includes taxes & fees
6 Mar - 7 Mar
The Farmhouse Retreat near Furniture Mkt and HPU

Secluded close to everything!

8.0 out of 10, Very good, (4)
"This property was in a nice quiet area. It was perfect for large family. We enjoyed being able to cook & spend time together. The kids really enjoyed the karaoke machine. Personally I enjoyed sitting on the rear porch enjoying the quiet mornings. "
The price is €356
includes taxes & fees
2 Mar - 3 Mar
Secluded close to everything!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Winston-Salem you may be interested in

Hawthorne Inn and Conference Center

3.0 star property
8.0 out of 10, Very good, (1001)
"Check it was nice and smooth. Very nice!"
The price is €96
includes taxes & fees
27 Feb - 28 Feb
Hawthorne Inn and Conference Center

Best Western Plus University Inn

3.5 star property
7.4 out of 10, Good, (1001)
"Good "
The price is €72
includes taxes & fees
27 Feb - 28 Feb
Best Western Plus University Inn

The Historic Brookstown Inn, Trademark Collection by Wyndham

3.5 star property
9.6 out of 10, Exceptional, (1002)
"Love the charm, spacious rooms, great staff, and loved the cookies and milk before bed and breakfast buffet. Lots of great restaurants and bars nearby."
The price is €130
includes taxes & fees
23 Feb - 24 Feb
The Historic Brookstown Inn, Trademark Collection by Wyndham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Forest Hills, 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?

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!: This highly rated holiday home rental in Winston-Salem is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub. Other favourite homes for rent in Winston-Salem are Luxury 3BR Townhome - Sleep 6 and Quiet, newly renovated. Near everything!.

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

Choose from 180 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 Old Town Park, 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.