Winston - Salem Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Holiday Rentals in Winston - Salem

Property grounds
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
10.0 out of 10, Exceptional, (86)
"The property is beautiful. I went for a self-care long weekend on my own. The space is comfortable and perfect for a easy get away in nature. I spent more of my time sitting on the porch, than inside. The property is rural, but doesn't feel completely disconnected. Close to 2 great hiking parks. Laurel was attentive and had the place stocked with the necessities and then some."
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Private kitchen
Cozy Townhome in a Great Location
10.0 out of 10, Exceptional, (7)
"👍"
Cozy Townhome in a Great Location
View from property
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
10.0 out of 10, Exceptional, (65)
"This was the cleanest and most beautiful property I have ever stayed in. And the owners responded to all questions extremely quickly. It was over-the-top in comfort and beauty!"
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Property grounds
Pfafftown Home ~ 7 Mi to Wake Forest University!
10.0 out of 10, Exceptional, (3)
"beautiful house and yard. it was plenty spacious and we had plenty of room for everyone to do tbeir thing without bothering others. the kitchen wasnt stocked well though. there was only 2 coffee cups."
Pfafftown Home ~ 7 Mi to Wake Forest University!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
The Hot Tub Hideaway
10.0 out of 10, Exceptional, (7)
"A very unique tiny cabin perfect for two & a fur baby. We loved the hot tub and the huge wall window. Very clean upon arrival. Felt secluded although close enough to everything Winston Salem has to offer. Would definitely stay here again! ☺️"
The price is HK$1,281
per night
20 May - 21 May
The Hot Tub Hideaway
Smart TV, fireplace
The Red Door Cabin
10.0 out of 10, Exceptional, (5)
"Serenity without isolation"
The price is HK$1,352
per night
15 May - 16 May
The Red Door Cabin
Fridge, microwave, oven, stovetop
West End Jewel on Sunset
10.0 out of 10, Exceptional, (8)
"Great place. Comfortable setting. Really helpful/responsive owner."
The price is HK$859
per night
15 May - 16 May
West End Jewel on Sunset
Fridge, microwave, oven, stovetop
Hidden GEM 1 king bed &2 queens
10.0 out of 10, Exceptional, (1)
"We were pleasantly surprised by the spaciousness of the place, and its ideal location near excellent dining options and various outlets. The proximity to the highway made for convenient and fast travel without navigating through dense city traffic. Our host's prompt and effective communication added to the overall positive experience. A fantastic stay at a reasonable price – highly recommended!"
The price is HK$617
per night
15 May - 16 May
Hidden GEM 1 king bed &2 queens
Property grounds
Treetop - 3 King Suites
10.0 out of 10, Exceptional, (1)
"Beautiful house and scenery. Very relaxing and peaceful. House has all the amenities needed. Wonderful host and very accommodating. I am a frequent traveler, and this is the cleanest place I’ve stayed. Hopefully I will have the opportunity to visit again."
Treetop - 3 King Suites
Property grounds
Deacon Stays: The Cottage - Walk to WFU
10.0 out of 10, Exceptional, (5)
"Safe neighborhood, large outdoor area for my puppy to run, quiet and peaceful outdoor patio. Wonderful 2 bedroom and 2 bath, huge tv, spacious with everything you could need for a family stay or two couples."
Deacon Stays: The Cottage - Walk to WFU
Interior
Beautiful 2BD Apt @ JamesWay in West End Area!
10.0 out of 10, Exceptional, (2)
"This house suited our needs perfectly. We were in town for a college graduation and it was very convenient to Wake Forest as well as the down town area for restaurants and shopping. Plenty of room to stretch out instead of being in a cramped hotel room!"
Beautiful 2BD Apt @ JamesWay in West End Area!
Fridge, microwave, oven, stovetop
This rental offers the perfect blend of comfort and convenience.
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay. The location is very convenient for quick runs to the stores for whatever you might need. There is traffic noise from the highway but it wasn’t a problem for us. We use a white noise app on our phones while sleeping, that may have helped mitigate the noise. Beautiful neighborhood to walk. Super comfortable home with everything you need."
This rental offers the perfect blend of comfort and convenience.
Fridge, microwave, oven, stovetop
Hartman Casita! Quiet neighborhood.1 king Bed!
10.0 out of 10, Exceptional, (10)
"It was a wonderful few days, we watched my grandson play soccer at truist park and had enough time to play some corn hole at the property. excellent location and the house was spotless."
The price is HK$1,367
per night
5 Jun - 6 Jun
Hartman Casita! Quiet neighborhood.1 king Bed!
Fridge, microwave, oven, stovetop
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
10.0 out of 10, Exceptional, (16)
"well stocked, very comfortable, nice host, no complaints."
The price is HK$1,250
per night
20 May - 21 May
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Exterior
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
10.0 out of 10, Exceptional, (15)
"House was clean. Went to Target to buy TP was no extra roll. Would stay there again."
The price is HK$1,516
per night
30 May - 31 May
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Exterior
Cozy! ~5 Min Walk to Hospital
10.0 out of 10, Exceptional, (13)
"Great place would definitely recommend to nursing students and or travel nurses and physicians. "
Cozy! ~5 Min Walk to Hospital
Property grounds
The Cook's Wall Cabin
9.8 out of 10, Exceptional, (69)
"We love this place! Peaceful, immaculate, safe, comfortable, and quiet would definitely be descriptors. The host was friendly and welcoming, despite our late arrival. The clear night sky was spectacular, and the view of Cook's Wall was beautiful. This is a place you will wish you could stay longer!!"
The price is HK$719
per night
20 May - 21 May
The Cook's Wall Cabin
Interior
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
9.8 out of 10, Exceptional, (35)
"Love the location and it was absolutely spotless! One small note: the sofa shown is not a sleeper sofa, there’s a futon."
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Smart TV
3 bed 2 bath single level home in Kernersville
9.8 out of 10, Exceptional, (16)
"Myself and two co-workers stayed in the property for High Point market, most of the house was clean, but the bathrooms weren't great. The location wasn't a bad drive to the showroom every day but it's off the main road. The beds were comfortable and the house had everything we needed."
The price is HK$820
per night
15 May - 16 May
3 bed 2 bath single level home in Kernersville
Fridge, microwave, stovetop, coffee/tea maker
Downtown Winston-Salem Condo w/ Private Library!
9.8 out of 10, Exceptional, (11)
"We loved our time at the firehouse. It is a beautiful, funky place in a good location. Easy to walk downtown and get to all local attractions. The place was clean and so comfortable. Definitely recommend!!!"
Downtown Winston-Salem Condo w/ Private Library!
Don't see what you're looking for?
See all available properties in Winston - Salem
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.

Other types of properties in Winston - Salem you may be interested in

Exterior
Comfort Suites Hanes Mall
2.5 star property
8.6 out of 10, Excellent, (1000)
"Staff was helpful and very easy to talk to. My check in was smooth and easy. "
The price is HK$744
per night
21 May - 22 May
Comfort Suites Hanes Mall
Reception
DoubleTree by Hilton Winston Salem - University
4.0 star property
8.2 out of 10, Very good, (1000)
"M"
The price is HK$790
per night
27 May - 28 May
DoubleTree by Hilton Winston Salem - University
Lobby
Best Western Plus University Inn
3.5 star property
7.8 out of 10, Good, (895)
"It seemed the overall building is in need of updating. The breakfast area and the breakfast itself were wonderful. "
The price is HK$591
per night
2 Jun - 3 Jun
Best Western Plus University Inn
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.

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 SciWorks, 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’s there to see and do in Winston - Salem?

Cultural attractions include Old Salem and Southeastern Center for Contemporary Art, whereas Reynolda Gardens and Tanglewood Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Hanes Mall and Truist Stadium.

What’s a holiday rental in Winston - Salem like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winston - Salem. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

Recent reviews of Winston - Salem properties
Expedia verified reviews

Winston-Salem Marriott

Winston-Salem Marriott

5/5 Excellent
"very clean "
A verified traveller stayed at Winston-Salem Marriott
Posted 2 days ago
Winston-Salem Marriott