Holiday Rentals in Winston-Salem

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Holiday Rentals in Winston-Salem

High ceiling house close to downtown
6.0 out of 10, 2 reviews
"We had a very pleasant time. The host was very communicative and the beds were comfortable. Everything was clean, but the kitchen ware was pretty limited. There is a dog next door (very sweet!) and we didn't hear him bark at all during the night. We got very good sleep!"
The price is €259
includes taxes & fees
23 Jun - 24 Jun
High ceiling house close to downtown
Cozy Townhome in a Great Location
10.0 out of 10, Exceptional, 11 reviews
"After checking in 15-20 minutes early, we realized the cleaning lady had not come yet to change linens or get the house ready. I promptly reached out to the house manager and it was remedied in a very prompt manner. By the time my husband and I returned from dinner with my son, who we had come to see, the house sparkled and smelled wonderful!!! I could not have been more pleased with the house or the communication. The house is in a quiet neighborhood and is close proximity of wake forest law...
Cozy Townhome in a Great Location
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
9.8 out of 10, Exceptional, 38 reviews
"Beautiful home, very comfortable"
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
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The Red Door Cabin
10.0 out of 10, Exceptional, 5 reviews
"Serenity without isolation"
The price is €291
includes taxes & fees
15 Jul - 16 Jul
The Red Door Cabin
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
Hartman Casita! Quiet neighborhood.1 king Bed!
10.0 out of 10, Exceptional, 11 reviews
"The house was immaculate! Beds were very comfortable, nice neighborhood."
The price is €500
includes taxes & fees
24 Jun - 25 Jun
Hartman Casita! Quiet neighborhood.1 king Bed!
Charming Winston-Salem Studio on Miller Park!
9.2 out of 10, Wonderful, 7 reviews
"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 €185
includes taxes & fees
11 Jul - 12 Jul
Charming Winston-Salem Studio on Miller Park!
Historic West End Hideaway, walk to downtown WS
10.0 out of 10, Exceptional, 12 reviews
"The owners take much pride in their property and the overall experience. The house is clean, well labeled and perfect for a family gathering. We thoroughly enjoyed our stay at the Hideaway."
Historic West End Hideaway, walk to downtown WS
Luxury tent on lowery mill creek
8.0 out of 10, Very good, 1 review
"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 Cook's Wall Cabin
9.8 out of 10, Exceptional, 72 reviews
"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 €116
includes taxes & fees
15 Jul - 16 Jul
The Cook's Wall Cabin
The Lakeview House - access to pier/dock, fire pit and lake access
9.8 out of 10, Exceptional, 95 reviews
"We had a great time! The house was nice and clean. We were able to use the dock across the road and fish whenever we wanted to or just sit by the water. Gas and groceries are just a short drive away."
The Lakeview House - access to pier/dock, fire pit and lake access
3 BED 2 BATH ENTIRE HOME
8.2 out of 10, Very good, 38 reviews
"Nice property and great area with a lot of stores near. No cable tv though. I should have brought my firestick for entertainment. Other than that, great stay and a lovely property."
3 BED 2 BATH ENTIRE HOME
Charming Remodeled 4 Bedroom Home in Downtown High Point
10.0 out of 10, Exceptional, 46 reviews
"I rented this home for my niece's wedding - she and her bridesmaids stayed for two nights and then she and her new groom stayed two nights. Everyone had a great time! We are so appreciative and thankful! Wanda Baker"
Charming Remodeled 4 Bedroom Home in Downtown High Point
Bright Greensboro Escape ~ 1 Mi to Downtown
9.6 out of 10, Exceptional, 22 reviews
"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
9.4 out of 10, Exceptional, 19 reviews
"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 €205
includes taxes & fees
19 Jun - 20 Jun
Quaint 2 bed 1 bath cottage style home
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
10.0 out of 10, Exceptional, 32 reviews
"Wonderful few days in a cozy clean house!"
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views
9.8 out of 10, Exceptional, 118 reviews
"So nice to have a little lake house with a dock. We rented a pontoon from the marina. The kids had fun as well. Just enough space for our 7 people who came with us. Kitchen was well supplied and we cooked our meals. Thank you!"
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
10.0 out of 10, Exceptional, 91 reviews
"Beautiful, beautifuly kept, love the scenery plus watching the deer"
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Newly remodeled Lake Cottage with your own dock!
10.0 out of 10, Exceptional, 20 reviews
"Lake house was clean, and beautifully decorated. We had a fun relaxing time fishing from the dock and drinking coffee on the porch in the rocking chairs. Added bonus was the electronic basketball game under the carport. The home was stocked with everything you needed and more! Would definitely stay there again."
Newly remodeled Lake Cottage with your own dock!
North Carolina Retreat - Deck, Grills & Lake Views
9.8 out of 10, Exceptional, 17 reviews
"Good place to gather as a family"
North Carolina Retreat - Deck, Grills & Lake Views
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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, 936 reviews
"Just minutes from WFU."
The price is €72
includes taxes & fees
24 Jun - 25 Jun
Best Western Plus University Inn
Comfort Suites Hanes Mall
2.5 star property
8.6 out of 10, Excellent, 1,000 reviews
"Had a great stay! Check in was fast and easy and staff was really nice. Rooms were clean and comfy ! "
The price is €99
includes taxes & fees
23 Jun - 24 Jun
Comfort Suites Hanes Mall
La Quinta Inn & Suites by Wyndham Winston-Salem
2.5 star property
7.2 out of 10, Good, 1,012 reviews
"Was a good experience "
The price is €69
includes taxes & fees
23 Jun - 24 Jun
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 holiday rentals

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

Winston-Salem holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winston-Salem holiday rentals we have selected for you start as low as €116 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 holiday 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 holiday.

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 holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Forest Hills, 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 are some of the best holiday rentals that Winston-Salem has to offer?

High ceiling house close to downtown: This highly rated holiday home rental in Winston-Salem 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Other favourite 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 holiday rentals will I find in Winston-Salem?

Choose from 156 Expedia holiday rentals in Winston-Salem for a memorable holiday.

What can I see and do in Winston-Salem?

Forest Hills and Airbound Trampoline Park are a couple of the 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 holiday rentals like in Winston-Salem?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winston-Salem. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.

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