Winston - Salem Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Winston - Salem

The Cook's Wall Cabin
Property grounds
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 $92
$120 total
includes taxes & fees
Jun 2 - Jun 3
The Cook's Wall Cabin
High ceiling house close to downtown
3 bedrooms, free WiFi
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 $150
$271 total
includes taxes & fees
Jun 5 - Jun 6
High ceiling house close to downtown
Cozy Townhome in a Great Location
Private kitchen
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Quaint 2 bed 1 bath cottage style home
Exterior
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 $114
$242 total
includes taxes & fees
Jun 16 - Jun 17
Quaint 2 bed 1 bath cottage style home
Cozy guest suite in Winston Salem
1 bedroom, iron/ironing board, free WiFi, bed sheets
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
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Property grounds
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
10.0 out of 10, Exceptional, 88 reviews
"Excellent location with a dynamite view! I loved the covered porch and patio seating. The upper deck was perfect for watching a summer storm roll in. Ample space inside with everything you need. Cozy place to relax and rest upstairs. Had a lovely chat with Laurel, she is charming and loves having guests at her place. Really enjoyed my stay and look forward to visiting again. So great!"
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
The Red Door Cabin
Smart TV, fireplace
The Red Door Cabin
10.0 out of 10, Exceptional, 5 reviews
"Serenity without isolation"
The Red Door Cabin
Cozy! ~5 Min Walk to Hospital
Exterior
Cozy! ~5 Min Walk to Hospital
10.0 out of 10, Exceptional, 13 reviews
"It was clean and peaceful."
Cozy! ~5 Min Walk to Hospital
Pfafftown Home ~ 7 Mi to Wake Forest University!
Property grounds
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!
Comfortable, covenient, quaint
Property grounds
Comfortable, covenient, quaint
10.0 out of 10, Exceptional, 6 reviews
"The house is a true home away from home - very clean, spacious, stocked with all of the necessities and more! Layout is great for a family or two couples - two bedrooms and two bathrooms away from each other. There is a nice private outdoor area. It's located 15 minutes drive to downtown, but you have to drive everywhere in Winston-Salem anyways. Neighborhood is quiet, you can hear birds singing, very serene. We rent private housing a lot during our travels around the world, and this house was...
Comfortable, covenient, quaint
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, 38 reviews
"Attention to detail and cleanliness is all about this place!! Thanks to the owners for allowing my family to stay at such a beautiful place!!"
The price is $115
$249 total
includes taxes & fees
Jun 3 - Jun 4
Home in the Kernersville near Winston Salem, Greensboro, High Point
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, 16 reviews
"well stocked, very comfortable, nice host, no complaints."
The price is $161
$272 total
includes taxes & fees
Jun 3 - Jun 4
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Luxury 3BR Townhome - Sleep 6
Fridge, microwave, oven, dishwasher
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 $99
$271 total
includes taxes & fees
Jun 6 - Jun 7
Luxury 3BR Townhome - Sleep 6
Classic Bungalow steps from Wake Forest University!
Fridge, microwave, oven, stovetop
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 $99
$218 total
includes taxes & fees
Jun 2 - Jun 3
Classic Bungalow steps from Wake Forest University!
Spacious 4 BR Home! Sleeps 12- Perfect location with Game Room!
Outdoor dining
Spacious 4 BR Home! Sleeps 12- Perfect location with Game Room!
10.0 out of 10, Exceptional, 3 reviews
"Absolutely as advertised and the most attentive hosts imaginable. The home is beautiful, set on a quiet street, in a great neighborhood, and is just a very short distance from anything you could ever need (grocery stores, gas stations, restaurants, etc.). Ideal layout for a great gathering with plenty of space inside and room to run in a huge outdoor yard. This home definitely checked every box for our needs and made for a perfect experience. Would highly recommend!"
Spacious 4 BR Home! Sleeps 12- Perfect location with Game Room!
Beautiful home in the Foothills of NC
Outdoor pool
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
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Interior
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
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
View from property
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
10.0 out of 10, Exceptional, 67 reviews
"Spent the Memorial Day weekend at this property due to it's ideal location between Greensboro and Winston-Salem. Perfect set-up for two adults as we alternated between hiking and visiting each city. Well stocked, clean, and comfortable - especially that king size bed! Host was responsive and hospitable - looking forward to a return trip the next time we are in the area!"
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Deacon Stays: The Cottage - Walk to WFU
Property grounds
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
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
10.0 out of 10, Exceptional, 3 reviews
"Awesome property in a beautiful area!"
Cozy 1 Story Home - Near Hospitals and Mall - No Stairs - Long Term Allowed
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.

Winston - Salem Vacation Rental Travel Info

Popular accommodation
Winston - Salem private vacation homes
International airport
Greensboro, NC (GSO-Piedmont Triad Intl.)

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
7.8 out of 10, Good, 916 reviews
"Overall a good quality for a reasonable price. Would have like to have had a microwave in the room. Shower needs to have antislip protection and the water temperature kept changing. "
The price is $57
$64 total
includes taxes & fees
Jun 4 - Jun 5
Best Western Plus University Inn
Comfort Suites Hanes Mall
Exterior
Comfort Suites Hanes Mall
2.5 star property
8.6 out of 10, Excellent, 1,004 reviews
"Very nice facility and nice location "
The price is $97
$112 total
includes taxes & fees
Jun 2 - Jun 3
Comfort Suites Hanes Mall
La Quinta Inn & Suites by Wyndham Winston-Salem
Exterior
La Quinta Inn & Suites by Wyndham Winston-Salem
2.5 star property
7.2 out of 10, Good, 1,005 reviews
"It was great."
The price is $66
$74 total
includes taxes & fees
Jun 9 - Jun 10
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.

Everything you need to know about Winston - Salem vacation rentals

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

Winston - Salem vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winston - Salem in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $92 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winston - Salem rentals

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

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.

Frequently asked questions

Can I find vacation rentals in Winston - Salem?

Yes, we offer vacation 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 college campus and top-notch restaurants during your vacation.

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 vacation rental in Winston - Salem like?

Vacation rentals are private properties you can stay in for a couple of days or more in Winston - Salem. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.

Recent reviews of Winston - Salem properties
Expedia verified reviews

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

5/5 Excellent
Best choice for a quiet stay
"The hotel was quiet which I love especially when I'm on business and it was clean. The front desk gentlemen were so friendly and accommodating and I have no complaints"
A verified traveler stayed at Hawthorne Inn and Conference Center
Posted 2 days ago
Hawthorne Inn and Conference Center