Winston - Salem Holiday Rentals

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Holiday Rentals in Winston - Salem

Landing Winston-Salem near Wake Forest University
4.0 star property
7.6 out of 10, Good, (4)
Landing Winston-Salem near Wake Forest University
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
9.0 out of 10, Wonderful, (2)
"Overall pleasant stay"
United States
Jean K.
The price is AU$1,488
includes taxes & fees
26 Oct - 27 Oct
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
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. 😃"
United States
Troy
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
10.0 out of 10, Exceptional, (47)
"Property was amazing and it was a central location easy to get to places in Winston-Salem"
United States
Stephanie M.
The price is AU$420
includes taxes & fees
21 Oct - 22 Oct
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
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. "
United States
Laurie P.
The price is AU$266
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!
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."
United States
Elizabeth
The price is AU$363
includes taxes & fees
20 Oct - 21 Oct
King Beds Hot Tub Arcade Grill & Firepit
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
10.0 out of 10, Exceptional, (5)
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
The Ardmore Executive Suite
3.5 star property
6.0 out of 10, (3)
"Very clean and nice setup "
United States
Nicholas
The price is AU$300
includes taxes & fees
4 Nov - 5 Nov
The Ardmore Executive Suite
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. "
United States
Tiffany
The price is AU$336
includes taxes & fees
2 Nov - 3 Nov
KingBed Hot Tub BBQ Games Hypoallergenic
High ceiling house close to downtown
7.8 out of 10, Good, (9)
"Nicely upgraded older home. It’s clean and very comfortable. The beds are comfy and big tv in each room. Huge back yard. Quiet neighborhood."
United States
Letishea S.
The price is AU$297
includes taxes & fees
26 Oct - 27 Oct
High ceiling house close to downtown
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."
United States
Andrea K.
The price is AU$399
includes taxes & fees
20 Oct - 21 Oct
Cozy 2-bedroom bungalow in lovely Winston-Salem
Deacon Stays: The Cottage - Walk to WFU
10.0 out of 10, Exceptional, (30)
"Excellent property, accurately described in the listing. Will stay again!"
United States
Rich G.
Deacon Stays: The Cottage - Walk to WFU
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
9.6 out of 10, Exceptional, (5)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is AU$401
includes taxes & fees
20 Oct - 21 Oct
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
La Casita: A Cozy Retreat Near Wake Forest University"
9.6 out of 10, Exceptional, (50)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
United States
Amy R.
The price is AU$391
includes taxes & fees
27 Oct - 28 Oct
La Casita: A Cozy Retreat Near Wake Forest University"
Luxury 3BR Townhome - Sleep 6
9.2 out of 10, Wonderful, (37)
"Not luxurious but perfectly adequate for three couples for three nights. A nice addition would be grab bars in both shower tubs for safety."
United States
Maggie B.
Luxury 3BR Townhome - Sleep 6
Guest House at Tall Tree Manor
10.0 out of 10, Exceptional, (4)
"Great House and the hosts were amazing!"
United States
Jessica W.
Guest House at Tall Tree Manor
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
9.6 out of 10, Exceptional, (30)
"Enjoyed our stay at this property. Lina was very good with communication. Good location of the home and house was very spacious. "
United States
Kristin A.
The price is AU$657
includes taxes & fees
20 Oct - 21 Oct
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
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...
United States
Dinah P.
The price is AU$352
includes taxes & fees
20 Oct - 21 Oct
The Ardmore Executive Suite
The Hot Tub Hideaway
9.6 out of 10, Exceptional, (25)
"Stay is awesome!"
United States
Shannon S.
The price is AU$416
includes taxes & fees
20 Oct - 21 Oct
The Hot Tub Hideaway
Pet-Friendly 3BR, Winston-Salem, BBQ+Free Parking
Pet-Friendly 3BR, Winston-Salem, BBQ+Free Parking
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

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$266 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.