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

Winston-Salem Vacation Rentals

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Check prices for these dates

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

Our top choices for Winston-Salem vacation 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 ￥28,781
￥72,751 total
includes taxes & fees
Jun 28 - Jun 29
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 ￥38,551
￥87,170 total
includes taxes & fees
Jun 29 - Jun 30
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 ￥164,931
￥226,762 total
includes taxes & fees
Jun 24 - Jun 25
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 ￥12,843
￥26,611 total
includes taxes & fees
Jun 24 - Jun 25
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 ￥24,616
￥52,050 total
includes taxes & fees
Jun 24 - Jun 25
King Beds Hot Tub Arcade Grill & Firepit
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout drapes

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 ￥16,925
￥39,880 total
includes taxes & fees
Jul 1 - Jul 2
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 ￥10,905
￥24,440 total
includes taxes & fees
Jun 30 - Jul 1
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 ￥19,679
￥53,891 total
includes taxes & fees
Jun 28 - Jun 29
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 ￥14,379
￥16,214 total
includes taxes & fees
Jun 24 - Jun 25
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)
"We ended up not staying because after i booked they listed all the fees. You have to check in by 8 pm but is listed as 2:30am and there is a $20 per person per day fee to use the pool. And you have to give a 48 hr notice to even use the pool and i booked last minute so that would have been a waste too. To use the hot tub its $100 extra but that is the only thing listed before you book. It would not have been worth the 3.5 hr drive we were going to make. "
United States
Tiffany
The price is ￥18,872
￥33,423 total
includes taxes & fees
Jul 9 - Jul 10
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 16 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 vacation rentals in Winston-Salem?

Yes, there are vacation rentals in Winston-Salem close to Salem College Elberson Fine Arts Center, 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 highly rated vacation home rental in Winston-Salem 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.

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

Choose from 213 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 Joe White Tennis Center at Hanes Park 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.