Aerial View as Night Falls on the Downtown City Skyline at Winston-Salem

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Winston-Salem holiday rentals

House | Terrace/patio

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
The price is ฿6,978
฿16,093 total
includes taxes & fees
29 Jun - 30 Jun
Winston Sleeps 16 - 2 Kitchens Hot Tub
House (3 Bedrooms) | Interior

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is ฿7,877
฿17,812 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Cottage: Nature-filled Winston-salem Retreat!
House | 5 bedrooms, hypo-allergenic bedding, laptop workspace

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
4.0 star property
Winston-Salem
The price is ฿35,597
฿48,464 total
includes taxes & fees
24 Jun - 25 Jun
Arcade Kid Friendly Firepit Grill HotTub
Business Apartment | Private kitchen | Fridge, microwave, stovetop, dishwasher

The Ardmore Executive Suite

The Ardmore Executive Suite
4.0 star property
Winston-Salem
7.6 out of 10, Good, (5 reviews)
"Still very confused about payment process. Host asked me to send additional money on weird sources. But stay was great!"
United States
Daniel
The price is ฿2,848
฿5,690 total
includes taxes & fees
24 Jun - 25 Jun
The Ardmore Executive Suite
House | Private kitchen | Fridge, microwave, oven, stovetop

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying."
United States
Elizabeth
The price is ฿5,340
฿10,978 total
includes taxes & fees
24 Jun - 25 Jun
King Beds Hot Tub Arcade Grill & Firepit
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout curtains

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very good, (1 review)
"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...
United States
Rami
The price is ฿3,453
฿8,136 total
includes taxes & fees
1 Jul - 2 Jul
Heated Pool King Bed Jacuzzi Bath Arcade
Studio | Bathroom | Shower, hair dryer, towels, soap

Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.5 star property
Kernersville
The price is ฿2,225
฿4,986 total
includes taxes & fees
29 Jun - 30 Jun
Exec Suite King Bed Hot Tub Gym Laundry
Apartment (2 Bedrooms) | Interior

9 Mi to Uncg & Dtwn: Suburban Family Condo

9 Mi to Uncg & Dtwn: Suburban Family Condo
3.0 star property
Greensboro
10.0 out of 10, Exceptional, (1 review)
"This rental was in a perfect location. Everything nearby, nice quite neighborhood. It was clean, very nicely decorated and comfortably spacious. Everything you need was included from towels to appliances to utensils. We had a great time and enjoyed our stay."
United States
Susan
The price is ฿4,021
฿11,012 total
includes taxes & fees
26 Jun - 27 Jun
9 Mi to Uncg & Dtwn: Suburban Family Condo
View from property

StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport
3.0 star property
Greensboro
9.6 out of 10, Exceptional, (4 reviews)
"Rooms were clean and modern. There are good stuff near by such as top golf or stores less than 5 minutes."
United States
Andres
The price is ฿2,933
฿3,307 total
includes taxes & fees
24 Jun - 25 Jun
StudioRes by Marriott Greensboro Airport
Shower, free toiletries, hair dryer, towels

KingBed Hot Tub BBQ Games Hypoallergenic

KingBed Hot Tub BBQ Games Hypoallergenic
4.0 star property
Kernersville
4.8 out of 10, (3 reviews)
The price is ฿3,856
฿6,830 total
includes taxes & fees
30 Jun - 1 Jul
KingBed Hot Tub BBQ Games Hypoallergenic
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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Top Winston-Salem Hotel Reviews

La Quinta Inn & Suites by Wyndham Winston-Salem

La Quinta Inn & Suites by Wyndham Winston-Salem

10/10 Excellent
"The grounds were interesting- a gazebo and outside seating. Multiple restaurants were within walking distance, and breakfast was fine- waffles, cereal, etc."
Keith 1-night trip
Posted 17 hours ago
La Quinta Inn & Suites by Wyndham Winston-Salem

Find out more about Winston-Salem

Search for holiday rentals in Winston-Salem on Expedia! You can easily find your home rentals, villas, holiday apartments in Winston-Salem using one of the methods below:

  • View our selection of featured holiday rentals in Winston-Salem
  • Use the map to find apartments and other holiday homes in the Winston-Salem neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winston-Salem while they last

Look no further and take a look at our great range of rental properties in Winston-Salem!

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.

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

Choose from 213 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 Southeastern Center for Contemporary Art. Truist Stadium and Joe White Tennis Center at Hanes Park 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.