Winston-Salem Holiday Rentals

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Holiday Rentals in Winston-Salem

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (8)
"Great house for a bunch of O40 soccer players in the Carolinas Cup. Good location and nice, clean accommodations for relaxing after abusing our bodies for the weekend. Thanks for a great stay!"
The price is HK$812
HK$1,956 total
includes taxes & fees
2 Jul - 3 Jul
Quiet, newly renovated. Near everything!

Charming & Modern Home / Prime Location / Sleeps 8

9.6 out of 10, Exceptional, (5)
"The property was clean and exactly what was advertised. It was very nice and I would recommend it."
Charming & Modern Home / Prime Location / Sleeps 8

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

10.0 out of 10, Exceptional, (58)
"We enjoyed the property and the convenience of proximity to town and the wedding venue we were in town for. The house was very comfortable for us ( two couples) and had everything we needed except toiletries. The restaurant behind the house was very convenient for a quick dinner and breakfast! "
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

9.4 out of 10, Exceptional, (12)
"This space was perfect for three friends in town for a quick overnight stay. Plenty of space for everyone, very clean and well equipped."
The price is HK$684
HK$2,015 total
includes taxes & fees
7 Jul - 8 Jul
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

High ceiling house close to downtown

7.8 out of 10, Good, (7)
"Our stay was excellent! The host was very courteous and helped out a lot. The house was very clean and the beds very comfortable. My family and I really enjoyed our trip and we would recommend this property to those who want a comfortable stay at a great price."
The price is HK$706
HK$1,508 total
includes taxes & fees
13 Jul - 14 Jul
High ceiling house close to downtown

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

9.8 out of 10, Exceptional, (39)
"We had a great stay! The property manager had great communication and it was very clean! "
The price is HK$1,170
HK$2,111 total
includes taxes & fees
16 Jul - 17 Jul
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

9.6 out of 10, Exceptional, (14)
"Wonderful stay! "
The price is HK$883
HK$1,894 total
includes taxes & fees
2 Jul - 3 Jul
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Cozy 2-bedroom bungalow in lovely Winston-Salem

10.0 out of 10, Exceptional, (5)
The price is HK$1,130
HK$2,156 total
includes taxes & fees
21 Jul - 22 Jul
Cozy 2-bedroom bungalow in lovely Winston-Salem

Guest suite in Winston Salem

9.4 out of 10, Exceptional, (118)
"Great stay. Very close to everywhere in town. Huge shower and a nice amount of space. So glad to have fridge, microwave and other kitchen/dining amenities. Would stay again! "
Guest suite in Winston Salem

Deacon Stays: The Brookwood - Walk to WFU

10.0 out of 10, Exceptional, (44)
"We stayed for 2 nights to visit Wake Forest, and found the house to be perfect for what we needed. "
Deacon Stays: The Brookwood - Walk to WFU

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (48)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
The price is HK$855
HK$2,110 total
includes taxes & fees
2 Jul - 3 Jul
La Casita: A Cozy Retreat Near Wake Forest University"

Nice quite home all to yourself! Centrally Located

9.6 out of 10, Exceptional, (29)
"A very nice house. The host was quick to reply to a couple questions. The 3 of us had a wonderful time. "
Nice quite home all to yourself! Centrally Located

Winston Salem: Heated Pool, Arcade, & Jacuzzis

The price is HK$2,308
HK$4,731 total
includes taxes & fees
6 Jul - 7 Jul
Winston Salem: Heated Pool, Arcade, & Jacuzzis

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (18)
"Stay is awesome!"
The price is HK$1,248
HK$2,111 total
includes taxes & fees
2 Jul - 3 Jul
The Hot Tub Hideaway

Charming Cape-Cod Retreat in South Winston Salem

8.0 out of 10, Very good, (2)
"It is a new listing so I think some things need to be worked out. Pros: check in process was easy, host was very responsive to questions, house has pretty much all the basic things you need and tidy . Seems like a safe neighborhood . Cons: there is a mattress on the floor in one of the bedrooms, but otherwise the other bedrooms have actual beds. There was no ironing board or steamer. (we did contact the host to ask if there was one, and it seemed as though she was willing to bring one by , but...
The price is HK$1,805
HK$3,229 total
includes taxes & fees
29 Jul - 30 Jul
Charming Cape-Cod Retreat in South Winston Salem

Winston/Kville w Park Arcade Fenced Yard

9.0 out of 10, Wonderful, (2)
"Nice property. Will sleep lots of people. Lists 3 bathrooms, there are 2 full & 1 half bath. All full baths are upstairs. Nice backyard. Very quite neighborhood."
The price is HK$1,442
HK$3,705 total
includes taxes & fees
2 Jul - 3 Jul
Winston/Kville w Park Arcade Fenced Yard

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

10.0 out of 10, Exceptional, (24)
"Very nice option for staying near Wake!"
The price is HK$1,287
HK$3,468 total
includes taxes & fees
29 Jul - 30 Jul
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

The Camel City Lofts, Downtown!

9.8 out of 10, Exceptional, (14)
"Perfect weekend for the race. "
The Camel City Lofts, Downtown!

Arcade Kid Friendly Firepit Grill HotTub

3.5 star property
The price is HK$2,019
HK$4,244 total
includes taxes & fees
2 Jul - 3 Jul
Arcade Kid Friendly Firepit Grill HotTub

Granny's House Retreat

Granny's House Retreat
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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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?

Quiet, newly renovated. Near everything!: This highly rated holiday home rental in Winston-Salem offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Winston-Salem are Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK! and High ceiling house close to downtown.

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

Choose from 182 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 Salem Lake, 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.