Search Holiday Rentals in Winston-Salem

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Winston-Salem holiday rentals

House | Private kitchen | Fridge, microwave, oven, stovetop
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.0 star property
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying."
United States
Elizabeth
The price is 3.341.035 ₫
7.715.269 ₫ total
includes taxes & fees
20 Jan - 21 Jan
King Beds Hot Tub Arcade Grill & Firepit
House (3 Bedrooms) | Interior
Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is 4.176.294 ₫
11.946.302 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Cozy Cottage: Nature-filled Winston-salem Retreat!
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout curtains
Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.0 star property
Winston-Salem
8.0 out of 10, Very good, (1 review)
"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...
United States
Rami
Heated Pool King Bed Jacuzzi Bath Arcade
House | 5 bedrooms, hypo-allergenic bedding, laptop workspace
Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
3.5 star property
Winston-Salem
The price is 4.003.396 ₫
11.091.088 ₫ total
includes taxes & fees
18 Jan - 19 Jan
Arcade Kid Friendly Firepit Grill HotTub
Business Apartment | Private kitchen | Fridge, microwave, stovetop, dishwasher
The Ardmore Executive Suite

The Ardmore Executive Suite

The Ardmore Executive Suite
3.5 star property
Winston-Salem
6.0 out of 10, (3 reviews)
"Very clean and nice setup "
United States
Nicholas
The price is 2.269.382 ₫
4.534.351 ₫ total
includes taxes & fees
25 Jan - 26 Jan
The Ardmore Executive Suite
House | Terrace/patio
Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
3.5 star property
Winston-Salem
The price is 3.971.419 ₫
11.027.938 ₫ total
includes taxes & fees
18 Jan - 19 Jan
Winston Sleeps 16 - 2 Kitchens Hot Tub
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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Top Winston-Salem Hotel Reviews

Kimpton Cardinal Hotel by IHG

Kimpton Cardinal Hotel by IHG

10/10 Excellent
"The room was amazing and we thoroughly enjoyed our upgrade to the suite for our anniversary. The staff was very helpful and friendly. The restaurant was delicious and the valet service was excellent! We enjoyed our first visit to Winston Salem. Beautiful hotel!"
Matthew 2-night trip
Posted 23 hours ago
Kimpton Cardinal Hotel by IHG

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.

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

Choose from 218 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.