Winston - Salem Holiday Rentals

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Holiday Rentals in Winston - Salem

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (24)
"Stay is awesome!"
The price is AU$412
includes taxes & fees
12 Oct - 13 Oct
The Hot Tub Hideaway

Landing Winston-Salem near Wake Forest University

4.0 star property
7.4 out of 10, Good, (3)
Landing Winston-Salem near Wake Forest University

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

3.0 star property
6.0 out of 10, (4)
"The house was very nice. Very well kept up. Enjoyed the atmosphere. Hope to stay there again. Great experience. 😃"
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (120)
"Great location, perfect little cabin for visiting Hanging Rock State Park."
The price is AU$169
includes taxes & fees
6 Oct - 7 Oct
The Cook's Wall Cabin

King Beds Hot Tub Arcade Grill & Firepit

4.0 star property
8.0 out of 10, Very good, (1)
"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."
The price is AU$416
includes taxes & fees
14 Oct - 15 Oct
King Beds Hot Tub Arcade Grill & Firepit

KingBed Hot Tub BBQ Games Hypoallergenic

3.5 star property
4.8 out of 10, (3)
"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. "
The price is AU$330
includes taxes & fees
8 Oct - 9 Oct
KingBed Hot Tub BBQ Games Hypoallergenic

Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!

9.8 out of 10, Exceptional, (6)
"We celebrated my daughter’s graduation and this property was in an ideal location and perfect for the 3 of us! The place was awesome and communication was great. "
The price is AU$243
includes taxes & fees
7 Oct - 8 Oct
Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!

Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

9.0 out of 10, Wonderful, (2)
"Overall pleasant stay"
The price is AU$1,060
includes taxes & fees
6 Oct - 7 Oct
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

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

10.0 out of 10, Exceptional, (47)
"Lovely space... super clean and cozy, close to everything in Winston-Salem but secluded enough. We will be definitely staying here again when we come back next year."
The price is AU$361
includes taxes & fees
7 Oct - 8 Oct
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Cozy 2-bedroom bungalow in lovely Winston-Salem

10.0 out of 10, Exceptional, (8)
"We enjoyed our stay and loved the house. Great location for our needs."
The price is AU$396
includes taxes & fees
6 Oct - 7 Oct
Cozy 2-bedroom bungalow in lovely Winston-Salem

Log House in the Country

10.0 out of 10, Exceptional, (45)
"One of our favorite places to stay. We call it our cabin. Peaceful, private, and a perfect getaway from the busyness of the world. Excellent hostess and communication is always the best."
Log House in the Country

Barn Loft with Mountain Views, minutes from Hanging Rock State Park

10.0 out of 10, Exceptional, (134)
"Beautiful and peaceful place"
Barn Loft with Mountain Views, minutes from Hanging Rock State Park

The Ardmore Executive Suite

3.5 star property
6.0 out of 10, (3)
"Very clean and nice setup "
The price is AU$443
includes taxes & fees
4 Nov - 5 Nov
The Ardmore Executive Suite

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

10.0 out of 10, Exceptional, (64)
"House was perfection, and awesome location close to everything. "
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

Charming & Modern Home / Prime Location / Sleeps 8

9.4 out of 10, Exceptional, (9)
"Great stay and the property was pictured exactly how it was. Perfect for our family as we visited our oldest who is living in Winston-Salem."
Charming & Modern Home / Prime Location / Sleeps 8

The Ardmore Executive Suite

8.0 out of 10, Very good, (1)
"Overall, my stay was nice and was a great location for my daughter, granddaughters, and myself to celebrate my granddaughter's birthday, shop, eat dinner, and spend time together. The living space was nice, bed in the bedroom was comfortable, the pull out beds from two couches were not as comfortable, but my granddaughters enjoyed the board games that were there. The place was well furnished and clean. The upstair guests were doing karaoke which was somewhat loud late night. The most...
The price is AU$469
includes taxes & fees
16 Oct - 17 Oct
The Ardmore Executive Suite

Guest House at Tall Tree Manor

10.0 out of 10, Exceptional, (3)
"Great House and the hosts were amazing!"
Guest House at Tall Tree Manor

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

10.0 out of 10, Exceptional, (4)
"Location is perfect and the apartment was very clean. Great communication with the host! "
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

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

9.6 out of 10, Exceptional, (28)
"The property description and photos are accurate. The property was clean and well cared for. The property is in a nice quiet neighborhood with restaurants and shopping close by. No issues whatsoever. Highly recommended. "
The price is AU$637
includes taxes & fees
16 Oct - 17 Oct
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore

10.0 out of 10, Exceptional, (9)
"Property was great. Close to shops and interstate. Would definately stay again and recommend to anyone. "
The price is AU$704
includes taxes & fees
6 Oct - 7 Oct
Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
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

Find out more about Winston - Salem

Find out more about Winston - Salem

Everything you need to know about Winston - Salem holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winston - Salem holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winston - Salem holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winston - Salem holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winston - Salem holiday rentals we have selected for you start as low as AU$169 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winston - Salem rentals

At Expedia, we put the best Winston - Salem holiday 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 holiday.

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.