Holiday Rentals in Winston

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Holiday Rentals in Winston

Cozy spacious king bed suite, In the heart of Historic Helena, Montana!

10.0 out of 10, Exceptional, (121)
"This property was so close to Carroll, very clean and updated, and the property managers were easy to reach."
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!

Historic Helena Retreat - Near Dtwn & Mt Helena!

9.4 out of 10, Exceptional, (32)
"This place was amazing and convenient for us. The hostess was incredibly friendly and helpful - we would recommend this place and would stay here again! - thank you kindly"
Historic Helena Retreat - Near Dtwn & Mt Helena!

Modern Relaxing Escape - The Clancy Cottage

10.0 out of 10, Exceptional, (49)
"Excellent place, peaceful, with great hosts"
Modern Relaxing Escape - The Clancy Cottage

PERFECT 2 bedroom, 1 bath Condo

10.0 out of 10, Exceptional, (19)
"Good manager"
The price is €327
includes taxes & fees
30 Nov - 1 Dec
PERFECT 2 bedroom, 1 bath Condo

Style and comfort in Helena! Easy access to any part of Helena

10.0 out of 10, Exceptional, (29)
"Everything was amazing! "
The price is €261
includes taxes & fees
1 Dec - 2 Dec
Style and comfort in Helena! Easy access to any part of Helena

Ranch House in the Elkhorn Mountains

10.0 out of 10, Exceptional, (95)
"We loved this place. It's as cozy as a mountain cabin should be. The extra treat was the piano! My husband played and played. Thank you for that! We'll stay there again when we visit Helena. "
The price is €156
includes taxes & fees
1 Dec - 2 Dec
Ranch House in the Elkhorn Mountains

Cozy townhouse close to Hospital & Capital

10.0 out of 10, Exceptional, (55)
"Very nice"
The price is €201
includes taxes & fees
2 Dec - 3 Dec
Cozy townhouse close to Hospital & Capital

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

10.0 out of 10, Exceptional, (166)
"We took my mother for a much needed get away retreat. Tizer garden has long been her happy place! Belva settled her right in with a cup of tea and made sure our needs were met. We had a lovely fire by the creek and a wonderful evening! Bed was super warm and comfy too!"
The price is €155
includes taxes & fees
30 Nov - 1 Dec
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks

Trail Lovers Getaway - walk or bike to downtown

10.0 out of 10, Exceptional, (51)
"This location worked perfect for our needs. It’s an old home probably from the mining days, but fixed up nicely. "
Trail Lovers Getaway - walk or bike to downtown

The Nest on Main - Walking distance to downtown Helena!

10.0 out of 10, Exceptional, (80)
"Very clean. Very nice place. "
The Nest on Main - Walking distance to downtown Helena!

Rustic cabin with lake views.

9.6 out of 10, Exceptional, (33)
"Loved our stay,will return"
Rustic cabin with lake views.

Lake Front Lodge: Your ideal Montana getaway! Watercraft rental available!

10.0 out of 10, Exceptional, (5)
"What a beautiful home and location could not be built or placed in a better spot. Highly recommend visiting this home. We will definitely be back. We enjoyed the mornings with a cup of coffee, watching fish jump out of the lake and mule deer run around on the hillside across the lake very stunning"
Lake Front Lodge: Your ideal Montana getaway! Watercraft rental available!

Gateway to Great Northern close to historical downtown Helena.

10.0 out of 10, Exceptional, (98)
"The check-in process was easy and the property was very clean and nice!"
Gateway to Great Northern close to historical downtown Helena.

Loft in the Woods

7.4 out of 10, Good, (3)
"This place is great! Nice house with all the amenities and beautiful property! Danielle was very responsive and had warm brownies on the counter when we arrived. "
The price is €248
includes taxes & fees
30 Nov - 1 Dec
Loft in the Woods

Updated single level townhouse

9.8 out of 10, Exceptional, (66)
"We stayed four nights. The home is exceptionally clean, in a very quiet neighborhood. A bonus is the well-stocked coffee supply to get each day off to a great start. Sandra is great at communicating!"
Updated single level townhouse

Updated Helena Condo - Walk to Downtown Spots

10.0 out of 10, Exceptional, (30)
"Great experience overall"
Updated Helena Condo - Walk to Downtown Spots

The west shore getaway on Canyon Ferry.

10.0 out of 10, Exceptional, (36)
"The cabin is extremely clean and well cared for, the view is amazing from anywhere on the property, and the stars at night are breathtaking. We booked this for a weekend getaway, and cant wait to book it again for another trip. Excellent everything from start to finish"
The west shore getaway on Canyon Ferry.

Duck Creek Ranch - Privacy in a Custom Log Home on 400 Acres with a hot tub!

10.0 out of 10, Exceptional, (12)
"Beautiful house with all the amenities. Gorgeous views. Great family vacation!"
Duck Creek Ranch - Privacy in a Custom Log Home on 400 Acres with a hot tub!

Cozy Cabin

9.4 out of 10, Exceptional, (23)
"We want something between Boulder & Helena. This was perfect. Cute cabin. Everything you could need. Towels, Iron board & Iron, coffee makers, hot water maker, Ice Cube tray in the freeze, BBQ out-front. I loved the living room. Cute small table in the kitchen. Got night light in different places in the cabin to help you find your way in the dark. I would love to stay there again."
Cozy Cabin

Birders delight! Beautiful hiking! Mountain biking! Fishing!

10.0 out of 10, Exceptional, (23)
"Our stay was wonderful. Tia and her husband are such amazing people. We loved being surrounded by the beauty of their property and all their beautiful animals. "
Birders delight! Beautiful hiking! Mountain biking! Fishing!
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.
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Other types of properties in Winston you may be interested in

Baymont by Wyndham Helena

2.5 star property
8.2 out of 10, Very good, (1253)
"Staff are awesome "
The price is €81
includes taxes & fees
8 Dec - 9 Dec
Baymont by Wyndham Helena

Hampton Inn Helena

2.5 star property
8.8 out of 10, Excellent, (592)
"."
The price is €104
includes taxes & fees
27 Nov - 28 Nov
Hampton Inn Helena

La Quinta Inn & Suites by Wyndham Helena

2.5 star property
7.6 out of 10, Good, (1049)
"The property requires a fair amount of maintenance (pool was closed) such as mold in the bathroom, peeling paint etc. Located on a major roadway close to the I15 in a somewhat less than desirable neighbourhood."
The price is €89
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Helena
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.

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?

Cozy spacious king bed suite, In the heart of Historic Helena, Montana!: This holiday home rental outside of Winston is located in the mountains, and has a fireplace, a selection of books and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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 Montana State Capitol and Cathedral of St. Helena.

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.