Winston-Salem Holiday Rentals

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Holiday Rentals in Winston-Salem

3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
9.0 out of 10, Wonderful, (27)
"This new construction in a quiet neighborhood had plenty of room for us to visit with our Wake Forest student and give him a break from the dorms. 3 bedrooms and 2 full baths. "
3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
10.0 out of 10, Exceptional, (18)
"Not only was this place super cute it was stocked with everything one may need- towels for shower and hot tub,toiletries, dog bed, dog toys, washer, dryer, cups, coffee. Hot tub was great for kids too. Yard games were fun. Welcome snacks were a treat. Thank you"
The price is NZ$388
includes taxes & fees
10 Nov - 11 Nov
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
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
The Red Door Cabin
10.0 out of 10, Exceptional, (8)
"The cabin was beautiful and perfect for our needs. Our only complaint is the floors.They are concrete and very cold. A few more rugs or carpet runners would be perfect. But we would definitely stay again."
The price is NZ$452
includes taxes & fees
3 Nov - 4 Nov
The Red Door Cabin
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 NZ$454
includes taxes & fees
5 Nov - 6 Nov
High ceiling house close to downtown
Charming Winston-Salem Studio on Miller Park!
9.6 out of 10, Exceptional, (11)
"Two nights and would definitely return "
The price is NZ$306
includes taxes & fees
5 Nov - 6 Nov
Charming Winston-Salem Studio on Miller Park!
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
10.0 out of 10, Exceptional, (45)
"Stayed for WF parents weekend. House is charming, clean, and well appointed. Would love to stay again when we visit Winston Salem."
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Hartman Casita! Quiet neighborhood.1 king Bed!
10.0 out of 10, Exceptional, (13)
"The house was just what we need in terms of travel time to our event, comfort and peace! Would definitely recommend and stay again! "
The price is NZ$718
includes taxes & fees
15 Nov - 16 Nov
Hartman Casita! Quiet neighborhood.1 king Bed!
Luxury tent on lowery mill creek
5.0 out of 10, (2)
"this place doesnt exist, and i have yet to get paid back. i have been staying in a car with my kids because i have no place to stay and my money is tied up in this BS"
Luxury tent on lowery mill creek
Historic West End Hideaway, walk to downtown WS
10.0 out of 10, Exceptional, (13)
"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
The Lakeview House - access to pier/dock, fire pit and lake access
9.8 out of 10, Exceptional, (99)
"We absolutely loved this location. We were unfortunately in town for a funeral so did not get to spend as much time as we would have liked at the property but we loved being there when we could! My mother in law woke up every morning to watch the sun rise and watched the fog lift from the lake from the front window and loved it. Would highly recommend and hope to visit again soon! "
The Lakeview House - access to pier/dock, fire pit and lake access
The Cook's Wall Cabin
9.8 out of 10, Exceptional, (86)
"The property was beautiful and the cabin was thoughtfully decorated and well maintained. It was a great touchdown spot ahead of my trip to Hanging Rock. Eric made check in easy and was a great host with great recomendations for food and hiking. I was only there 1 night by myself but would love to come back with the family for a longer visit."
The price is NZ$200
includes taxes & fees
3 Nov - 4 Nov
The Cook's Wall Cabin
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
10.0 out of 10, Exceptional, (106)
"Had wonderful time in renovated barn near Hanging Rock, NC"
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Quaint 2 bed 1 bath cottage style home
9.4 out of 10, Exceptional, (27)
"My friend and I stayed with our dogs at this cute cottage and it was perfect for us. Very clean, well appointed, comfy beds - exactly as it looks on the website. We would stay here again!"
The price is NZ$407
includes taxes & fees
4 Nov - 5 Nov
Quaint 2 bed 1 bath cottage style home
Updated High Point Retreat w/ Pool & Backyard
10.0 out of 10, Exceptional, (12)
"Great place to stay!! We enjoyed all the amenities provided. Good open are to visit and relax. We plan to return! "
Updated High Point Retreat w/ Pool & Backyard
North Carolina Retreat - Deck, Grills & Lake Views
9.8 out of 10, Exceptional, (24)
"Enjoyed our stay, house was clean, beds comfortable and great views of lake. Easy location to get to Greensboro, High Point or Winston-Salem. Good place for families "
North Carolina Retreat - Deck, Grills & Lake Views
Home in the Kernersville near Winston Salem, Greensboro, High Point
10.0 out of 10, Exceptional, (45)
"This home was more than we expected! We needed a place for just one night but was so comfortable we were sad to leave. It was so well maintained and decorated very nicely. The owner was very accommodating our schedule and was very prompt to communicate. We travel a lot and find this cottage to be one we will return to. "
The price is NZ$421
includes taxes & fees
4 Nov - 5 Nov
Home in the Kernersville near Winston Salem, Greensboro, High Point
Beautiful apt Downtown perfect for long term stays
8.8 out of 10, Excellent, (21)
"Staying at Scott’s property was great, quiet, clean. The check in process was nice and easy and the bed is comfortable. Overall my stay has been excellent. Great communication with the host!!!"
The price is NZ$244
includes taxes & fees
7 Nov - 8 Nov
Beautiful apt Downtown perfect for long term stays
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 NZ$645
includes taxes & fees
3 Nov - 4 Nov
Secluded close to everything!
Arbor Lane Cabin - authentic & charming tucked away cabin, yet near it all.
10.0 out of 10, Exceptional, (276)
"The cabin was great. The kind of place we dream about. Location was perfect for the day trips to Mt Airy and Pilot Mountain as well as other area state parks on our list. Cabin was clean and well kept. Was very peaceful and saw deer and squirrels. Will definitely be returning in the future. "
Arbor Lane Cabin - authentic & charming tucked away cabin, yet near it all.
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.
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Other types of properties in Winston-Salem you may be interested in

Best Western Plus University Inn
3.5 star property
7.6 out of 10, Good, (1014)
"Very comfortable and friendly helpful staff. "
The price is NZ$140
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus University Inn
Hawthorne Inn and Conference Center
3.0 star property
7.8 out of 10, Good, (1002)
"Fun quick stay for a concert. Good price for location. "
The price is NZ$169
includes taxes & fees
3 Nov - 4 Nov
Hawthorne Inn and Conference Center
Comfort Suites Hanes Mall
2.5 star property
8.8 out of 10, Excellent, (1004)
"This was a spur of the moment stay as we needed a car repair for a damaged wheel."
The price is NZ$154
includes taxes & fees
22 Nov - 23 Nov
Comfort Suites Hanes Mall
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.

Frequently asked questions

Can I find holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Airbound Trampoline Park, 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?

3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed: This highly rated holiday home rental in Winston-Salem is on a lake, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Winston-Salem are High ceiling house close to downtown and Hartman Casita! Quiet neighborhood.1 king Bed!.

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

Choose from 163 Expedia holiday rentals in Winston-Salem for a memorable holiday.

What can I see and do in Winston-Salem?

Enjoy the outdoors at Reynolda Gardens and Sara Lee Soccer Complex, or simply take in cultural attractions like Old Salem and Reynolda House Museum of American Art. 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.