Winston - Salem Holiday Rentals

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Holiday Rentals in Winston - Salem

High ceiling house close to downtown
4.0 out of 10, 1 review
"The house was not in a good neighborhood. Major issues: Chained dog barked all night, the washing machine didn’t work, had to call to find the linens which were stored in a file cabinet in a bedroom, showed up during check in time and cleaning staff was still there, hardly any dishes on site so forget about cooking a meal there. Place was a disappointment at best, especially for the overall cost."
The price is NZ$443
includes taxes & fees
5 Jun - 6 Jun
High ceiling house close to downtown
The Cook's Wall Cabin
9.8 out of 10, Exceptional, 69 reviews
"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 NZ$195
includes taxes & fees
1 Jun - 2 Jun
The Cook's Wall Cabin
Cozy guest suite in Winston Salem
9.2 out of 10, Wonderful, 87 reviews
"Great little place, clean and convenient! "
Cozy guest suite in Winston Salem
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Cozy Townhome in a Great Location
9.8 out of 10, Exceptional, 9 reviews
"Great place for our Mother’s Day weekend"
Cozy Townhome in a Great Location
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
10.0 out of 10, Exceptional, 87 reviews
"Property was perfect. A great place to unwind after work."
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
The Hot Tub Hideaway
10.0 out of 10, Exceptional, 8 reviews
"We really enjoyed our stay at The Hot Tub Hideaway. The bed was comfy and the view out that window was wonderful!! Watching the fog roll in through the trees in the morning was lovely. We even saw a turkey! Nice place for those who might wanna try small house living!"
The price is NZ$455
includes taxes & fees
5 Jun - 6 Jun
The Hot Tub Hideaway
The Red Door Cabin
10.0 out of 10, Exceptional, 5 reviews
"Serenity without isolation"
The Red Door Cabin
Pfafftown Home ~ 7 Mi to Wake Forest University!
10.0 out of 10, Exceptional, 5 reviews
"This darling home could not have been more perfect for our family’s home base for graduation weekend. Comfortable beds and great hangout spaces!"
Pfafftown Home ~ 7 Mi to Wake Forest University!
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
9.8 out of 10, Exceptional, 37 reviews
"This property was immaculate and beautifully appointed. I will specifically look to book it again next time I’m in Winston-Salem."
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Luxury 3BR Townhome - Sleep 6
8.0 out of 10, Very good, 14 reviews
"The house was clean and well decorated! We had everything we needed!!"
The price is NZ$442
includes taxes & fees
5 Jun - 6 Jun
Luxury 3BR Townhome - Sleep 6
Classic Bungalow steps from Wake Forest University!
8.2 out of 10, Very good, 14 reviews
"Great location to Wake Forest University football stadium. An easy short 20 minute walk."
The price is NZ$357
includes taxes & fees
4 Jun - 5 Jun
Classic Bungalow steps from Wake Forest University!
Cozy! ~5 Min Walk to Hospital
10.0 out of 10, Exceptional, 13 reviews
"Great place would definitely recommend to nursing students and or travel nurses and physicians. "
Cozy! ~5 Min Walk to Hospital
Beautiful home in the Foothills of NC
9.4 out of 10, Exceptional, 9 reviews
"Wonderful! Spectacular! Gorgeous! I cannot say enough about this house. It looks like a model home out of a magazine inside and out!!! Breathtaking views, spacious places to socialize inside and out, made this home the perfect place to get ready for my daughters wedding. The hosts were delightful. Highly recommend."
Beautiful home in the Foothills of NC
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
10.0 out of 10, Exceptional, 67 reviews
"From the inviting lights & music on when we arrived late, to the cheery sunroom and grounds, cozy bed, cool vintage drinking glasses…thoughtful, spotless, tasteful, and lovely. Thank you for a brilliant place to stay and feel calm during hectic graduation weekend. Highly recommend!!"
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Quaint 2 bed 1 bath cottage style home
9.4 out of 10, Exceptional, 18 reviews
"Property owner had excellent communication right up to the time we walked in the door. The property was perfect. Clean, well stocked. Very quiet area. HIGHLY recommended."
The price is NZ$396
includes taxes & fees
16 Jun - 17 Jun
Quaint 2 bed 1 bath cottage style home
Deacon Stays: The Cottage - Walk to WFU
10.0 out of 10, Exceptional, 7 reviews
"Daniel made the stay everything you’d want, from the quality of the property to ensuring we had all that was needed. The cottage is incredibly clean and well appointed - and the charming, walkable neighborhood is within minutes to restaurants, shopping and of course Wake Forest. We look forward to returning!!"
Deacon Stays: The Cottage - Walk to WFU
Beautiful 2BD Apt @ JamesWay in West End Area!
10.0 out of 10, Exceptional, 2 reviews
"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!
3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
9.2 out of 10, Wonderful, 22 reviews
"The home was nice and clean. There was more than enough space for my family. The location was great, close to everything. William was so helpful and communication was open our entire stay. He even accomodated us staying longer. We will stay here again anytime we're in Winston Salem!"
3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
This rental offers the perfect blend of comfort and convenience.
10.0 out of 10, Exceptional, 3 reviews
"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.
Secluded close to everything!
6.0 out of 10, 1 review
"The house is beautiful and it is in a great neighborhood and it was close to the Benton! We were in town for a conference so that was convenient! I will say a few things could have been prepared/stocked a little better. There was no bed sheets for two of the beds (or not that we found anywhere,) there was very very little toilet paper. Our group had to go buy more and there was no hand soap in one of the bathrooms and there was not any coffee provided (this one is minor but always a nice touch...
The price is NZ$626
includes taxes & fees
30 Jun - 1 Jul
Secluded close to everything!
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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

Best Western Plus University Inn
3.5 star property
7.8 out of 10, Good, 914 reviews
"Great experience during stay"
The price is NZ$118
includes taxes & fees
4 Jun - 5 Jun
Best Western Plus University Inn
La Quinta Inn & Suites by Wyndham Winston-Salem
2.5 star property
7.2 out of 10, Good, 1,004 reviews
"It was great."
The price is NZ$121
includes taxes & fees
9 Jun - 10 Jun
La Quinta Inn & Suites by Wyndham Winston-Salem
Comfort Suites Hanes Mall
2.5 star property
8.6 out of 10, Excellent, 1,002 reviews
"The overall experience was good. There were a few chips in the bathtub but that was the only flaw in the room. We had a microwave and a mini fridge so that a bonus."
The price is NZ$182
includes taxes & fees
5 Jun - 6 Jun
Comfort Suites Hanes Mall
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winston - Salem holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winston - Salem. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winston - Salem. Seeing all the best attractions is bound to make you fall in love with Winston - Salem. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winston - Salem short-term rentals, that won’t be hard to do.

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
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