Winston Vacation Rentals, Montana: homes, house rentals & more

Scroll through and select from vacation rentals in Winston to find one that's perfect for your trip. Vacation homes provide the best amenities for you and your friends, family, or even pets, like cable TV and a washer and dryer. At the end of the day, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

Find the best place to stay - Winston

Our large cabin from the children's garden looking across the creek.

Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks

Sleeps 2 · 1 bedroom · 0+ bathrooms

Cozy Lakeview Cabin | Stunning Lake and Mountain View | Canyon Ferry Lake

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Winston

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Amazing Getaway Spot

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Choose a vacation rental for your Winston getaway

Learn about the unique charm of Winston with a stay in a private vacation home. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Winston

Are you hoping to discover attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Winston has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

Great Northern Carousel (19.8 mi / 31.9 km)
Bill Roberts Golf Course (20.2 mi / 32.5 km)
Black Sandy State Park (21.6 mi / 34.8 km)

Exploring the natural features in Winston

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Winston is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

Canyon Ferry Lake (7.4 mi / 12 km)
Hauser Dam (12.3 mi / 19.8 km)
Elkhorn State Park (19.5 mi / 31.4 km)
Black Sandy State Park (21.6 mi / 34.8 km)

Transportation options to and around Winston

The nearest airport is in Helena, MT (HLN-Helena Regional), located 18.2 mi (29.4 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Winston?

The average price for a vacation rental in Winston can vary based on factors like length of stay, season and property type. Whether you'd like a sprawling house with room for friends and family or a cozy condo just for the two of you, just enter your dates of travel to view stays with terrific value.

How much does it cost to rent a beach house in Winston?

The average price for a vacation rental near the beach in Winston depends on when you'll be there and the type and size of property you're searching for. Find prices quickly and easily on Vrbo by entering your preferred travel dates and destination. Then use the filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.

How old do you have to be to rent a vacation rental in Winston?

The age limit can differ across properties on Vrbo, so check the rules of the vacation rental in Winston you're considering. But in general, it's 16, 18 or 21.

How long can I rent a vacation rental in Winston for?

It really depends on the Winston property. To browse available options offering extended stays, simply enter your travel dates and guest number into the Vrbo search page. Enjoy having the whole property to yourself, as well as amenities such as a kitchen, air conditioning and a yard to play in. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.