Winston-Salem Vacation Rentals

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Vacation Rentals in Winston-Salem

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 CA $205
CA $371 total
includes taxes & fees
May 27 - May 28
High ceiling house close to downtown
Private kitchen
Cozy Townhome in a Great Location
9.8 out of 10, Exceptional, (8)
"👍"
Cozy Townhome in a Great Location
Smart TV, fireplace
The Red Door Cabin
10.0 out of 10, Exceptional, (5)
"Serenity without isolation"
The price is CA $236
CA $394 total
includes taxes & fees
May 27 - May 28
The Red Door Cabin
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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
Fridge, microwave, oven, stovetop
Classic Bungalow steps from Wake Forest University!
8.2 out of 10, Very good, (14)
"Great location to Wake Forest University football stadium. An easy short 20 minute walk."
The price is CA $135
CA $298 total
includes taxes & fees
May 27 - May 28
Classic Bungalow steps from Wake Forest University!
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
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 CA $273
CA $635 total
includes taxes & fees
May 28 - May 29
Hartman Casita! Quiet neighborhood.1 king Bed!
Exterior
Charming Winston-Salem Studio on Miller Park!
9.0 out of 10, Wonderful, (6)
"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 CA $97
CA $262 total
includes taxes & fees
May 29 - May 30
Charming Winston-Salem Studio on Miller Park!
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
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
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
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 CA $126
CA $163 total
includes taxes & fees
May 28 - May 29
The Cook's Wall Cabin
Property grounds
Golf Course Getaway with Pool by PTI Airport
9.4 out of 10, Exceptional, (23)
"Had never been to the Greensboro area before so didn't know what to expect. For sure got lucky with this place. We would stay here again in a heart beat."
Golf Course Getaway with Pool by PTI Airport
Property grounds
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
10.0 out of 10, Exceptional, (87)
"Property was perfect. A great place to unwind after work."
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Outdoor pool, a heated pool
Hot Tub Heated NOW Salt Pool Private Resort Stay Mins to HPU & DT Furniture Mkt
9.8 out of 10, Exceptional, (14)
"Nice, quiet neighborhood. Host was excellent communicator"
Hot Tub Heated NOW Salt Pool Private Resort Stay Mins to HPU & DT Furniture Mkt
Fridge, microwave, stovetop, dishwasher
Updated High Point Retreat w/ Pool & Backyard
10.0 out of 10, Exceptional, (8)
"Check in was easy and our contact person, Beth, was friendly and accommodating. The house was very clean, the kitchen well stocked, and the rooms were well furnished. The location of the house to the university and restaurants was perfect. Thank you to Beth, the cleaners, and the homeowners for a wonderful stay and for allowing us to have our other family member, our dog, with us. You can tell they put a lot of thought into making your visit comfortable. In choosing this home, be mindful of...
Updated High Point Retreat w/ Pool & Backyard
Exterior
North Carolina Retreat - Deck, Grills & Lake Views
10.0 out of 10, Exceptional, (15)
"Good location and fit for graduation. Well stocked kitchen."
North Carolina Retreat - Deck, Grills & Lake Views
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.
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 CA $164
CA $368 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Home in Central Location, Gboro & High Point!
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 CA $171
CA $447 total
includes taxes & fees
Jun 2 - Jun 3
The Farmhouse Retreat near Furniture Mkt and HPU
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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

Lobby
Best Western Plus University Inn
3.5 star property
7.8 out of 10, Good, (910)
"Great staff. Studio room was great - clean and all in working order. Kitchen had what i needed. Full size fridge with icemaker a plus. Pool was open and heated to cool not cold. Staff was friendly and very helpful. Some minor renovations going on did not affect anyone "
The price is CA $87
CA $98 total
includes taxes & fees
Jun 2 - Jun 3
Best Western Plus University Inn
Exterior
Comfort Suites Hanes Mall
2.5 star property
8.6 out of 10, Excellent, (1002)
"Close to Hanes Mall and about 15 minutes from Wake forest University. Shopping and restaurants close by."
The price is CA $132
CA $152 total
includes taxes & fees
May 30 - May 31
Comfort Suites Hanes Mall
Exterior
La Quinta Inn & Suites by Wyndham Winston-Salem
2.5 star property
7.2 out of 10, Good, (1007)
"I enjoyed very nice and very relaxing clean place "
The price is CA $95
CA $108 total
includes taxes & fees
May 27 - May 28
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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winston-Salem vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winston-Salem vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard 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 158 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.

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