Winston-Salem Vacation Rentals

Vacation Rentals in Winston-Salem

High ceiling house close to downtown
3 bedrooms, free WiFi
High ceiling house close to downtown
4.0 out of 10, (1)
"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 7 - Jun 8
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, (10)
"Great place for our Mother’s Day weekend"
Cozy Townhome in a Great Location
The Red Door Cabin
Smart TV, fireplace
The Red Door Cabin
10.0 out of 10, Exceptional, (5)
"Serenity without isolation"
The Red Door Cabin
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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)
"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
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
9.2 out of 10, Wonderful, (22)
"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
Hartman Casita! Quiet neighborhood.1 king Bed!
Fridge, microwave, oven, stovetop
Hartman Casita! Quiet neighborhood.1 king Bed!
10.0 out of 10, Exceptional, (11)
"The house was immaculate! Beds were very comfortable, nice neighborhood."
The price is $248
$523 total
includes taxes & fees
Jun 17 - Jun 18
Hartman Casita! Quiet neighborhood.1 king Bed!
Charming Winston-Salem Studio on Miller Park!
Exterior
Charming Winston-Salem Studio on Miller Park!
9.2 out of 10, Wonderful, (7)
"Cute, comfy spot. Clean. Quick responses from hosts. Right next door to a beautiful park. It was perfect for my wife and I while we were in town for a trade show. Would definitely recommend!"
The price is $71
$184 total
includes taxes & fees
Jun 8 - Jun 9
Charming Winston-Salem Studio on Miller Park!
Historic West End Hideaway, walk to downtown WS
Fridge, microwave, oven, stovetop
Historic West End Hideaway, walk to downtown WS
10.0 out of 10, Exceptional, (11)
"We had a fantastic stay in this beautiful home. Super well equipped, comfortable beds and linens, spotless clean. Our host was amazing at communicating making sure the information for check in, our stay, and check out was always at our fingertips. Highly recommend this property for anyone visiting Winston-Salem. We will be booking this same location for the next time we visit that’s for sure!"
Historic West End Hideaway, walk to downtown WS
Luxury tent on lowery mill creek
Exterior
Luxury tent on lowery mill creek
8.0 out of 10, Very Good, (1)
"Nice big campsite near the creek for my son and I to explore. The tent was clean and kept us dry during a storm. It is primitive so make sure you bring your lanterns and flashlights. Bring an extra roll of toilet paper, something had got a hold of the roll in the toilet and it was in pieces. Enjoyed a campfire in the firepit and being outside enjoying nature. Would visit again if in area."
Luxury tent on lowery mill creek
The Lakeview House - access to pier/dock, fire pit and lake access
Exterior
The Lakeview House - access to pier/dock, fire pit and lake access
9.8 out of 10, Exceptional, (93)
"We’ve stayed many times at this home. Always excellent."
The Lakeview House - access to pier/dock, fire pit and lake access
The Cook's Wall Cabin
Property grounds
The Cook's Wall Cabin
9.8 out of 10, Exceptional, (71)
"Easy access to Hanging Rock State Park. Quaint and comfortable. Eric met me at the gate with keys and instructions. I’d definitely stay there again. "
The price is $92
$120 total
includes taxes & fees
Jun 7 - Jun 8
The Cook's Wall Cabin
Arbor Lane Cabin - authentic & charming tucked away cabin, yet near it all.
Property grounds
Arbor Lane Cabin - authentic & charming tucked away cabin, yet near it all.
10.0 out of 10, Exceptional, (253)
"If you are looking peace and quite this is the place nice cabin little ways off the road no neighbors no cars passing by private only 5 minutes to town for whatever you need would stay again"
Arbor Lane Cabin - authentic & charming tucked away cabin, yet near it all.
Bright Greensboro Escape ~ 1 Mi to Downtown
Fridge, microwave, stovetop, dishwasher
Bright Greensboro Escape ~ 1 Mi to Downtown
9.6 out of 10, Exceptional, (22)
"I stayed with my son at this property for a week while he swam at the Nationals Swim Meet at the Greensboro swim coliseum. The property was perfect for us--a 10 minute drive from the venue, but in an established, safe neighborhood surrounded by beautiful trees and plentiful walking paths. It is walkable to great local restaurants and coffee shops, and a short drive to great shopping, dining, grocery stores (Trader Joe's, Whole Foods, etc.). Highly recommend. We'll definitely be back!!"
Bright Greensboro Escape ~ 1 Mi to Downtown
Quaint 2 bed 1 bath cottage style home
Exterior
Quaint 2 bed 1 bath cottage style home
9.4 out of 10, Exceptional, (19)
"This was the perfect location for us. The house is charming and the owner was very responsive. Would definitely rent again. The kitchen was well equipped and grateful for the coffee and condiments. My Mom is 87 years old and stayed in the bedroom connected to the bathroom. The bed was a bit low for her, but she managed. Thanks again!"
The price is $114
$242 total
includes taxes & fees
Jun 17 - Jun 18
Quaint 2 bed 1 bath cottage style home
North Carolina Retreat - Deck, Grills & Lake Views
Exterior
North Carolina Retreat - Deck, Grills & Lake Views
9.8 out of 10, Exceptional, (16)
"Good place to gather as a family"
North Carolina Retreat - Deck, Grills & Lake Views
Cozy Home in Central Location, Gboro & High Point!
Smart TV
Cozy Home in Central Location, Gboro & High Point!
10.0 out of 10, Exceptional, (28)
"This is such a cute house that is so conveniently located to downtown Greensboro. The house was very clean and had everything you could need to have a fabulous, fun weekend with friends!"
The price is $120
$269 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Home in Central Location, Gboro & High Point!
The Farmhouse Retreat near Furniture Mkt and HPU
Interior
The Farmhouse Retreat near Furniture Mkt and HPU
9.8 out of 10, Exceptional, (29)
"Great location to HPU. Recommend for any family coming to see the school or students."
The price is $125
$327 total
includes taxes & fees
Jun 17 - Jun 18
The Farmhouse Retreat near Furniture Mkt and HPU
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views
Property grounds
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views
9.8 out of 10, Exceptional, (117)
"I felt very at home at this property. Layed back. Didnt realize it was 2 levels but it worked out perfect."
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views
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, (89)
"My fiance and I stayed at Laurel’s barn loft with our two dogs and had the most wonderful time. You cannot beat the views and the weather in June was perfect. We live in Boston so this was such a nice escape for the dogs too to have so much space. Laurel was so accommodating and kind. We hiked hanging rock state park and went to the lower falls as well, would highly recommend!!"
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Hot Tub Heated NOW Salt Pool Private Resort Stay Mins to HPU & DT Furniture Mkt
Outdoor pool, a heated pool
Hot Tub Heated NOW Salt Pool Private Resort Stay Mins to HPU & DT Furniture Mkt
9.4 out of 10, Exceptional, (15)
"Nice, quiet neighborhood. Host was excellent communicator"
Hot Tub Heated NOW Salt Pool Private Resort Stay Mins to HPU & DT Furniture Mkt
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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
Lobby
Best Western Plus University Inn
3.5 star property
7.8 out of 10, Good, (923)
"Excellent place to stay. Great breakfast"
The price is $64
$72 total
includes taxes & fees
Jun 17 - Jun 18
Best Western Plus University Inn
Comfort Suites Hanes Mall
Exterior
Comfort Suites Hanes Mall
2.5 star property
8.6 out of 10, Excellent, (1000)
"Very nice facility and nice location "
The price is $95
$110 total
includes taxes & fees
Jun 23 - Jun 24
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, (1010)
"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 $71 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, there are vacation rentals in Winston-Salem close to Forest Hills, or you can go with a more secluded option if you'd like a relaxing place to 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 are some of the best vacation rentals that Winston-Salem has to offer?

High ceiling house close to downtown: This Winston-Salem vacation home rental offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Other favorite homes for rent in Winston-Salem are 3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed and Hartman Casita! Quiet neighborhood.1 king Bed!.

How many vacation rentals will I find in Winston-Salem?

Choose from 159 Expedia vacation rentals in Winston-Salem for a memorable vacation.

What can I see and do in Winston-Salem?

Forest Hills and Airbound Trampoline Park are a couple of family-friendly sights, whereas cultural attractions include Old Salem and Theatre Alliance. Truist Stadium and Bowman Gray Stadium are other places to visit while you're in town.

What are vacation rentals like in Winston-Salem?

Vacation rentals are privately owned properties you can book for several days or longer in Winston-Salem. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.

Recent reviews of Winston-Salem properties
Expedia verified reviews

Hampton Inn Winston-Salem Hanes Mall

Hampton Inn Winston-Salem Hanes Mall

5/5 Excellent
"The hotel staff was excellent. The women who did breakfast in the morning did a great job. They were so caring and helpful! "
A verified traveler stayed at Hampton Inn Winston-Salem Hanes Mall
Posted 3 days ago
Hampton Inn Winston-Salem Hanes Mall