Winston Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Winston

Ranch House in the Elkhorn Mountains

10.0 out of 10, Exceptional, (109)
"It is a very charming and unique house."
The price is NZ$259
includes taxes & fees
28 July - 29 July
Ranch House in the Elkhorn Mountains

Cozy townhouse close to Hospital & Capital

10.0 out of 10, Exceptional, (72)
"Clean, easy to find and great value. "
The price is NZ$309
includes taxes & fees
4 July - 5 July
Cozy townhouse close to Hospital & Capital

Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees

10.0 out of 10, Exceptional, (33)
"Met up with family from other MT town. Place was great but neighborhood with abandoned garages and trains was a bit distracting. Overall great property though. "
The price is NZ$365
includes taxes & fees
10 July - 11 July
Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees

Helena Townhouse next to Skelton Park (Dog and kid friendly)

9.8 out of 10, Exceptional, (33)
"Fantastic place, wish we could have stayed longer. Just what we needed and just as advertised "
The price is NZ$266
includes taxes & fees
20 July - 21 July
Helena Townhouse next to Skelton Park (Dog and kid friendly)

Madison - newly remodeled, centrally located.

9.2 out of 10, Wonderful, (10)
"We loved our stay here! "
The price is NZ$712
includes taxes & fees
13 July - 14 July
Madison - newly remodeled, centrally located.

This cozy house has been completely remodeled inside and features three bedrooms.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was perfect for my family. Dogs had a fenced yard and the facilities were close to the college and golf course. "
The price is NZ$588
includes taxes & fees
5 July - 6 July
This cozy house has been completely remodeled inside and features three bedrooms.

Suite 35 - Victorian Suite W/ Porch

8.0 out of 10, Very good, (2)
"Stayed here twice after picking up each of our 2 boxer puppies in Bozeman on our way back to Kalispell. Wonderful area with beautiful historic houses."
The price is NZ$333
includes taxes & fees
2 July - 3 July
Suite 35 - Victorian Suite W/ Porch

Suites 35 +Up - Victorian Queen

9.4 out of 10, Exceptional, (6)
"Very clean and tidy! I would stay here again. Staff was friendly and the location was quiet. The house was the perfect size and we loved the enclosed sun room as well. Would love to stay here in warmer weather. :)"
The price is NZ$393
includes taxes & fees
2 July - 3 July
Suites 35 +Up - Victorian Queen

Suite 34- Victorian Suite

6.6 out of 10, (4)
"Overall we had a good time. Didn't have any issues with our stay. "
The price is NZ$266
includes taxes & fees
2 July - 3 July
Suite 34- Victorian Suite

Suites 34 & 35 - Victorian Suites

10.0 out of 10, Exceptional, (2)
"Property is older but easy to get to, good location, good price and plenty of room."
The price is NZ$737
includes taxes & fees
6 July - 7 July
Suites 34 & 35 - Victorian Suites

Giant View Home

9.8 out of 10, Exceptional, (9)
"Was a perfect, cozy stay on a snowy weekend away. The house was perfect for hanging out, playing games and cooking together. Beds were comfy! Overall thoroughly enjoyed. Would recommend!"
The price is NZ$423
includes taxes & fees
31 July - 1 Aug
Giant View Home
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find holiday rentals in Winston?

Yes, there are holiday rentals close to the most popular sights in Winston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winston has to offer?

Helena Townhouse next to Skelton Park (Dog and kid friendly): This holiday home rental outside of Winston is located near skiing, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Winston?

Canyon Ferry Lake and Missouri River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Canyon Ferry Wildlife Management Area and Montana State Capitol.

What are holiday rentals like in Winston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winston. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.