Winston Vacation 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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 24 - Jun 25
Tomorrow
Jun 25 - Jun 26
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Winston

Ranch House in the Elkhorn Mountains
Interior

Ranch House in the Elkhorn Mountains

10.0 out of 10, Exceptional, (108)
"It is a very charming and unique house."
The price is ￥18,118
￥22,855 total
includes taxes & fees
Jul 8 - Jul 9
Ranch House in the Elkhorn Mountains
Cozy townhouse close to Hospital & Capital
Fridge, microwave, oven, stovetop

Cozy townhouse close to Hospital & Capital

10.0 out of 10, Exceptional, (71)
"Clean, easy to find and great value. "
The price is ￥15,001
￥27,315 total
includes taxes & fees
Jul 4 - Jul 5
Cozy townhouse close to Hospital & Capital
Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees
Dining

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

10.0 out of 10, Exceptional, (33)
"Great property, very clean!"
The price is ￥25,437
￥31,385 total
includes taxes & fees
Jul 6 - Jul 7
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)
Fridge, microwave, oven, stovetop

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 ￥21,887
￥32,463 total
includes taxes & fees
Jul 19 - Jul 20
Helena Townhouse next to Skelton Park (Dog and kid friendly)
Find Your Sanctuary at The Church
Smart TV

Find Your Sanctuary at The Church

2.0 star property
10.0 out of 10, Exceptional, (6)
"The property is amazing and so was the host! Well outfitted kitchen made life very enjoyable here. Very neat touch to light up the main room of the former church with decorative lighting. A very cool experience and wonderful property. "
The price is ￥28,890
￥62,718 total
includes taxes & fees
Jun 29 - Jun 30
Find Your Sanctuary at The Church
Madison - newly remodeled, centrally located.
Fridge, microwave, oven, stovetop

Madison - newly remodeled, centrally located.

9.2 out of 10, Wonderful, (9)
"Great place with more than enough space for everyone and centrally located to everything!"
The price is ￥27,945
￥56,182 total
includes taxes & fees
Jun 30 - Jul 1
Madison - newly remodeled, centrally located.
Suite 35 - Victorian Suite W/ Porch
Exterior

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."
Suite 35 - Victorian Suite W/ Porch
Suite 34- Victorian Suite
Exterior

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 ￥26,957
￥34,123 total
includes taxes & fees
Jul 26 - Jul 27
Suite 34- Victorian Suite
This cozy house has been completely remodeled inside and features three bedrooms.
Fridge, microwave, oven, stovetop

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 ￥41,729
￥52,316 total
includes taxes & fees
Jul 5 - Jul 6
This cozy house has been completely remodeled inside and features three bedrooms.
Suites 35 +Up - Victorian Queen
Exterior

Suites 35 +Up - Victorian Queen

9.6 out of 10, Exceptional, (5)
"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 ￥27,723
￥34,983 total
includes taxes & fees
Jul 1 - Jul 2
Suites 35 +Up - Victorian Queen
Suites 34 & 35 - Victorian Suites
Exterior

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."
Suites 34 & 35 - Victorian Suites
Giant View Home
Eco-friendly cleaning products, paper towels, dining tables

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 ￥18,210
￥39,679 total
includes taxes & fees
Jul 14 - Jul 15
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
Sign in
Sign up, it's free

Frequently asked questions

Can I find vacation rentals in Winston?

Yes, we give you a choice of vacation rentals close to popular sights in Winston, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Winston?

Family-Friendly Home w/Access to Trails, Play Room & Home Gym: This vacation home rental outside of Winston is located in the mountains and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 larger area, you’ll find Canyon Ferry Wildlife Management Area and Montana State Capitol.

What are vacation rentals like in Winston?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Winston. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.