Winston-Salem Holiday Rentals

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Check prices for these dates

Tonight
2 Jul - 3 Jul
Tomorrow
3 Jul - 4 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Holiday Rentals in Winston-Salem

Updated 1BR cottage on private acre+ lot
Exterior

Updated 1BR cottage on private acre+ lot

10.0 out of 10, Exceptional, (5)
"The place was supuer nice and clean! "
The price is HK$357
HK$998 total
includes taxes & fees
7 Jul - 8 Jul
Updated 1BR cottage on private acre+ lot
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

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$1,053
HK$1,961 total
includes taxes & fees
16 Jul - 17 Jul
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
Private kitchen

Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

10.0 out of 10, Exceptional, (1)
"We enjoyed our short stay, house is very cute and cozy and well put together "
The price is HK$756
HK$1,883 total
includes taxes & fees
7 Jul - 8 Jul
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
3 bedrooms 7min from downtown, college and hospital
Exterior

3 bedrooms 7min from downtown, college and hospital

9.6 out of 10, Exceptional, (4)
"Great property, great price"
The price is HK$629
HK$1,509 total
includes taxes & fees
7 Jul - 8 Jul
3 bedrooms 7min from downtown, college and hospital
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars
Property grounds

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$668
HK$1,995 total
includes taxes & fees
7 Jul - 8 Jul
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Interior

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

10.0 out of 10, Exceptional, (1)
"Nice location "
The price is HK$1,010
HK$2,507 total
includes taxes & fees
1 Aug - 2 Aug
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Outdoor dining

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$1,858 total
includes taxes & fees
4 Jul - 5 Jul
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
The Ardmore Executive Suite
Outdoor spa tub

The Ardmore Executive Suite

8.0 out of 10, Very good, (1)
"Overall, my stay was nice and was a great location for my daughter, granddaughters, and myself to celebrate my granddaughter's birthday, shop, eat dinner, and spend time together. The living space was nice, bed in the bedroom was comfortable, the pull out beds from two couches were not as comfortable, but my granddaughters enjoyed the board games that were there. The place was well furnished and clean. The upstair guests were doing karaoke which was somewhat loud late night. The most...
The price is HK$1,236
HK$2,341 total
includes taxes & fees
6 Jul - 7 Jul
The Ardmore Executive Suite
Quiet, newly renovated. Near everything!
Exterior

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$1,920 total
includes taxes & fees
6 Jul - 7 Jul
Quiet, newly renovated. Near everything!
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Fridge, microwave, oven, stovetop

Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

9.0 out of 10, Wonderful, (2)
"Overall pleasant stay"
The price is HK$1,483
HK$5,463 total
includes taxes & fees
4 Jul - 5 Jul
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Hartman Casita! Quiet neighborhood.1 king Bed!
Interior

Hartman Casita! Quiet neighborhood.1 king Bed!

9.8 out of 10, Exceptional, (18)
"From beginning to end everything has been great "
The price is HK$1,488
HK$3,625 total
includes taxes & fees
25 Jul - 26 Jul
Hartman Casita! Quiet neighborhood.1 king Bed!
Winston/Kville w Park Arcade Fenced Yard
Exterior

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$3,687 total
includes taxes & fees
7 Jul - 8 Jul
Winston/Kville w Park Arcade Fenced Yard
3-bedroom house in charming Winston-Salem with WiFi and AC!
Smart TV

3-bedroom house in charming Winston-Salem with WiFi and AC!

The price is HK$873
HK$2,033 total
includes taxes & fees
9 Jul - 10 Jul
3-bedroom house in charming Winston-Salem with WiFi and AC!
Cozy Winston-Salem Vacation Cabin
Exterior

Cozy Winston-Salem Vacation Cabin

2.0 star property
8.0 out of 10, Very good, (2)
"Host was prompt with responses and willing to assist. Sleeping for 10 or 12 if required but semi-comfortable seating for maybe 4 people unless you count dining room seating. Water pressure very low. Outdoor area and deck had nice view but old and could use some TLC with a covered are for rain days. We left a day early and went to a hotel."
The price is HK$1,413
HK$3,619 total
includes taxes & fees
7 Jul - 8 Jul
Cozy Winston-Salem Vacation Cabin
Charming Cape-Cod Retreat in South Winston Salem
Fridge, microwave, oven, stovetop

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$1,727
HK$3,122 total
includes taxes & fees
14 Jul - 15 Jul
Charming Cape-Cod Retreat in South Winston Salem
immerse in Winston-Salem's Local Culture.
Property grounds

immerse in Winston-Salem's Local Culture.

The price is HK$1,017
HK$2,054 total
includes taxes & fees
7 Jul - 8 Jul
immerse in Winston-Salem's Local Culture.
La Casita: A Cozy Retreat Near Wake Forest University"
Outdoor dining

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$950
HK$2,235 total
includes taxes & fees
16 Jul - 17 Jul
La Casita: A Cozy Retreat Near Wake Forest University"
Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio
Private kitchen

Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio

9.0 out of 10, Wonderful, (2)
Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital
Fridge, microwave, oven, stovetop

Three bedroom 5 minutes to state university & town, 10 min to baptist hospital

8.4 out of 10, Very good, (14)
"I loved everything about this property."
The price is HK$659
HK$1,756 total
includes taxes & fees
20 Jul - 21 Jul
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital
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.