125+ Vacation Home Rentals in Winston |
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Winston Vacation Rentals & Ski-in/Ski-out Homes

About Winston Vacation Rentals

Explore over 125 vacation rentals in Winston with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Winston for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Winston. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Winston tailored to your preferences. On average, these rentals offer 511.57 ft² of space, and are priced at an average of US $197 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Winston at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Winston

Type Count
Vacation Homes 54
Holiday Apartments 15
Others 7
Cottages 5
B&B 3
Villas 3
Cabin Rentals 2

Use these Quick Filters to Find a Vacation Rental in Winston

★ Pro Tip: Discover Your Ideal Vacation Rental in Winston with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Winston, OR

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Winston, OR

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


Wildlife Safari
Abacela Winery
Seven Feathers Casino
Winchester Dam
Stewart Park
Spangler Vineyards
Reustle Prayer Rock Vineyards
Glaser Estate Winery & Distillery
HillCrest Winery and Distillery
Umpqua Golf Resort
Henry Estate Winery
Tesoaria Vineyard & Winery
Melrose Vineyards
Discovery Garden
Girardet Wine Cellars
Douglas County Museum of History and Natural History
Becker Vineyard
Central Park
Pyrenees Vineyard & Cellars
Harvard Medical Park

Other Places to Stay in Winston, OR


Dillard 123 Properties
Abacela Winery 123 Properties
Wildlife Safari 29 Properties

Frequently Asked Questions About Winston?

What are the top vacation rentals in Winston?

When organizing your trip to Winston, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Winston. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Winston?

Uncover 1 vacation rentals boasting private pools near Winston. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Winston are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Winston. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Winston?

Discover the ideal vacation rental in Winston with SunSki Resorts™. We provide an extensive selection of over 125 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Winston.


People Also Ask

There are 125 Winston, OR Vacation Rentals

Recently Booked Vacation Rentals in Winston