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

Holiday Rentals in Winston - Salem

The Cook's Wall Cabin
Terrace/patio
The Cook's Wall Cabin
9.8 out of 10, Exceptional, (92)
"The hosts were friendly, helpful, and thoughtful in their preparation of the cabin. Also, a great price for nice accommodations, convenient to Hanging Rock State Park. I’d also recommend making a stop at John Brown’s Country Store."
The price is HK$716
HK$931 total
includes taxes & fees
24 Nov - 25 Nov
The Cook's Wall Cabin
The Red Door Cabin
Interior
The Red Door Cabin
10.0 out of 10, Exceptional, (9)
"The property was described properly Communication with host was great. Couple of suggestions: 1: Need more eating utensils 2: shower area is dark not sure how to improve rhat 3: more sitting in living area mayne a very small sectional or sofa with a chaise. Had a wonderful weekend"
The price is HK$1,238
HK$2,102 total
includes taxes & fees
26 Nov - 27 Nov
The Red Door Cabin
Quaint 2 bed 1 bath cottage style home
Exterior
Quaint 2 bed 1 bath cottage style home
9.4 out of 10, Exceptional, (28)
"In town for a wedding in Kernersville and the house was perfect! Very cute, comfortable and in a quiet neighborhood. Highly recommend!"
The price is HK$654
HK$1,574 total
includes taxes & fees
24 Nov - 25 Nov
Quaint 2 bed 1 bath cottage style home
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
10.0 out of 10, Exceptional, (20)
"The place is cozy with clever designs, such as the coffee table that converts to a dining table. I think Kumi has thought of everything that would make a stay comfortable. Blue H2O is very welcoming as soon as you walk in. The bed was comfortable, on the softer side, with very puffy pillows. The hot tub was relaxing. We didn’t spend much time in the backyard as it was rainy and cloudy, but our dogs enjoyed it. "
The price is HK$1,004
HK$1,803 total
includes taxes & fees
6 Dec - 7 Dec
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Cozy Townhome in a Great Location
Private kitchen
Cozy Townhome in a Great Location
10.0 out of 10, Exceptional, (18)
"Property was perfect. Very clean and well stock. Great location for where we needed to be. Excellent communication with host. 5 stars all the way"
Cozy Townhome in a Great Location
3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
Fridge, microwave, oven, stovetop
3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
9.0 out of 10, Wonderful, (30)
"House was clean, beds were comfortable, and convenient to hospital only 10 mins drive."
3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
High ceiling house close to downtown
3 bedrooms, free WiFi
High ceiling house close to downtown
6.0 out of 10, (4)
"A comfortable little home with comfortable beds for those who may be in town for business. Folks in the neighborhood approached me on more than one occassion for a cigarette. Would not stay in this area alone."
The price is HK$1,167
HK$2,102 total
includes taxes & fees
23 Nov - 24 Nov
High ceiling house close to downtown
Secluded close to everything!
Exterior
Secluded close to everything!
8.0 out of 10, Very good, (3)
"This house met all of our needs! It was clean, spacious, had a great back deck to hang out on. We would definitely stay again. Thank you!"
The price is HK$693
HK$2,893 total
includes taxes & fees
24 Nov - 25 Nov
Secluded close to everything!
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
TV
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
10.0 out of 10, Exceptional, (46)
"We loved our stay at this charming little house! It was so beautifully renovated, clean and well equipped and the owners were great. It felt so cozy and homey. We will definitely be back!"
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Outdoor dining
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
9.8 out of 10, Exceptional, (9)
"Super comfy place. And awesome deck. "
The price is HK$973
HK$2,005 total
includes taxes & fees
23 Nov - 24 Nov
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Interior
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
10.0 out of 10, Exceptional, (77)
"Quiet wooded property. Beautifully decorated. Owner was great with all questions."
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Renovated Gem Minutes from Downtown WS, Kville, GSO
Microwave, oven, stovetop, dishwasher
Renovated Gem Minutes from Downtown WS, Kville, GSO
2.0 star property
10.0 out of 10, Exceptional, (1)
Renovated Gem Minutes from Downtown WS, Kville, GSO
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Terrace/patio
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
10.0 out of 10, Exceptional, (107)
"The stay here was wonderful. Laurel was great at getting us setup for the stay, prompt in responding to questions and very detailed with instructions & helpful tips. The location was quaint and cozy. It has a great view of mountain foliage in the day. It also is a perfect place for stargazing at night. It was perfect for our weekend getaway! ThThe location has "
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Home in the Kernersville near Winston Salem, Greensboro, High Point
Fridge, microwave, oven, stovetop
Home in the Kernersville near Winston Salem, Greensboro, High Point
10.0 out of 10, Exceptional, (48)
"Nice and convenient "
The price is HK$895
HK$1,952 total
includes taxes & fees
3 Dec - 4 Dec
Home in the Kernersville near Winston Salem, Greensboro, High Point
Charming Winston-Salem Studio on Miller Park!
Exterior
Charming Winston-Salem Studio on Miller Park!
9.6 out of 10, Exceptional, (13)
"We stayed for 2 nights because of a medical trip. This was an excellent home base for my husband and I. The studio was immaculate and probably the cleanest property I have ever stayed in. Everything was comfortable and we were equipped with what we needed and more. I have more trips to come in my future and I would love to stay here again."
The price is HK$553
HK$1,422 total
includes taxes & fees
27 Nov - 28 Nov
Charming Winston-Salem Studio on Miller Park!
Deacon Stays: The Polo - Walking Distance to Wake Forest University
Exterior
Deacon Stays: The Polo - Walking Distance to Wake Forest University
10.0 out of 10, Exceptional, (10)
"Clean house, great location. We had a lovely stay. "
Deacon Stays: The Polo - Walking Distance to Wake Forest University
Hartman Casita! Quiet neighborhood.1 king Bed!
Interior
Hartman Casita! Quiet neighborhood.1 king Bed!
10.0 out of 10, Exceptional, (15)
"House is very nice and roomy and in a very nice neighborhood. With one minor exception everything was great. "
The price is HK$1,525
HK$3,581 total
includes taxes & fees
26 Nov - 27 Nov
Hartman Casita! Quiet neighborhood.1 king Bed!
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Fridge, microwave, oven, stovetop
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
8.2 out of 10, Very good, (10)
"The property was great. Just a few changes or additions. I would change the type of bed covers they use - very nosiey for light sleepers. Also add a waffle maker Other then that it was a fabulous stay and extremely clean. "
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Cozy 1 Story Home - Near Hospitals and Mall - No Stairs - Long Term Allowed
Fridge, microwave, oven, stovetop
Cozy 1 Story Home - Near Hospitals and Mall - No Stairs - Long Term Allowed
8.8 out of 10, Excellent, (6)
"Great location, clean and comfortable. Communication was excellent."
Cozy 1 Story Home - Near Hospitals and Mall - No Stairs - Long Term Allowed
The Charming Getaway
Fridge, microwave, oven, stovetop
The Charming Getaway
10.0 out of 10, Exceptional, (12)
"The house was beautiful and easy to find. We really enjoyed our stay as it felt like home. I highly recommend this home."
The Charming Getaway
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.
Don't see what you're looking for?
See all available properties in Winston - Salem
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Best Western Plus University Inn
Lobby
Best Western Plus University Inn
3.5 star property
7.6 out of 10, Good, (1001)
"Overall a good stay. Only issues were in the bathroom. Shower faucets were mixed up (hot faucet put out cold water) and bathroom fan did not work."
The price is HK$523
HK$591 total
includes taxes & fees
3 Dec - 4 Dec
Best Western Plus University Inn
HomeTowne Studios by Red Roof Winston-Salem - University Pkwy
Exterior
HomeTowne Studios by Red Roof Winston-Salem - University Pkwy
2.0 star property
5.6 out of 10, (1042)
"I enjoyed my stay "
The price is HK$403
HK$456 total
includes taxes & fees
25 Nov - 26 Nov
HomeTowne Studios by Red Roof Winston-Salem - University Pkwy
La Quinta Inn & Suites by Wyndham Winston-Salem
Exterior
La Quinta Inn & Suites by Wyndham Winston-Salem
2.5 star property
7.0 out of 10, Good, (1003)
"An older hotel but clean and spacious room. Staff was nice. Free breakfast was okay, nothing special."
The price is HK$542
HK$613 total
includes taxes & fees
8 Dec - 9 Dec
La Quinta Inn & Suites by Wyndham 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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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.