720+ Private Villas and Holiday Rentals in Winston |
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Winston Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Winston

Discover more than 720 vacation rentals available in Winston. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winston.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winston, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winston. On average, places to stay near Winston offer 715.63 ft², with nightly prices averaging GB £174.

With Casai, finding and comparing holiday rentals in Winston is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Winston

Type Count
Vacation Homes 381
Holiday Apartments 177
Cottages 20
Villas 6

Use these Quick Filters to Find a Holiday Rental in Winston

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Winston.

Weather in Winston, NC

View the weather forecast for Winston before booking your Winston Vacation Rentals to confirm your best time to go.

December - February
High 64°F       Low 32°F
March - May
High 78°F       Low 40°F
June - August
High 90°F       Low 65°F
September - November
High 80°F       Low 38°F

Top Attractions Around Winston, NC

Casai offers a large selection of top attractions around Winston . Research things to do on your vacation before you visit Winston.


Wake Forest University
Wake Forest University Baptist Medical Center
Hanes Mall
Old Salem
Benton Convention Center
Truist Stadium
Lawrence Joel Veterans Memorial Coliseum
Winston Salem State University
Grand 18-Winston-Salem
Reynolda Gardens
Airbound Trampoline Park
BB&T Field
Bowman Gray Stadium
Southeastern Center for Contemporary Art
SciWorks
Theatre Alliance
Reynolda House Museum of American Art
Children's Theatre of Winston-Salem
Forest Hills
Frank L. Horton Museum Center
Home Moravian Church
Brenner Children's
University of North Carolina School of the Arts
Novant Health Medical Park Hospital
Novant Health Forsyth Medical Center
Wilkes Regional
Cedar Creek Family Medicine

Other Places to Stay in Winston, NC


Winston - Salem 530 Properties
Forsyth County 502 Properties
Brenner Children's 432 Properties
Wake Forest University Baptist Medical Center 426 Properties
Novant Health Medical Park Hospital 412 Properties
Theatre Alliance 401 Properties
Truist Stadium 396 Properties
Novant Health Forsyth Medical Center 388 Properties
Children's Theatre of Winston-Salem 377 Properties
Home Moravian Church 376 Properties
Old Salem 375 Properties
Williamsburg Square 262 Properties

Frequently Asked Questions About Winston?

What are the top holiday rentals in Winston?

With numerous options available in Winston, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Winston:

How many holiday rentals have private pools in Winston?

Discover a selection of holiday rentals with private pools near Winston with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Winston are best for families?

If you're searching for a family-friendly holiday home in Winston, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Winston:

How many Casai.uk holiday rentals are available in Winston?

As of 2025, Casai boasts over 720 properties listed in the Winston area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winston.


People Also Ask

There are 720 Winston, NC Holiday Rentals

Recently Booked Holiday Rentals in Winston