A cityscape with various buildings, including a prominent skyscraper and several mid-rise structures.

Winston-Salem Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winston-Salem holiday rentals

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

1. The Ardmore Executive Suite

The Ardmore Executive Suite
4.0 star property
Winston-Salem
7.6 out of 10, Good, (5 reviews)
"Place was wonderful. Host was great. No complaints at all."
United States
Jean
The price is S$225
includes taxes & fees
31 Aug - 1 Sept
The Ardmore Executive Suite
A wooden deck with wicker furniture, a grill, and a white door.

2. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
The price is S$457
includes taxes & fees
6 Sept - 7 Sept
Winston Sleeps 16 - 2 Kitchens Hot Tub
A bed with a heart-shaped arrangement of rose petals, a bedside table with a bottle of champagne, glasses, and a candle, and a tray with strawberries, nuts, and grapes.

3. Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
4.0 star property
Winston-Salem
The price is S$457
includes taxes & fees
6 Sept - 7 Sept
Arcade Kid Friendly Firepit Grill HotTub
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

Hampton Inn & Suites Winston-Salem/University Area, NC

Hampton Inn & Suites Winston-Salem/University Area, NC

10/10 Excellent
"Property was clean, inviting, friendly and comfortable to stay at. It is close to many things and felt like a safe place to be as solo traveler."
Kaylin 2-night trip
Posted 1 day ago
Hampton Inn & Suites Winston-Salem/University Area, NC

Frequently asked questions

Can I find holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Salem College Elberson Fine Arts Center, 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 206 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 Southeastern Center for Contemporary 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.