Winston Vacation Rentals

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Check prices for these dates

Tonight
Aug 9 - Aug 10
Tomorrow
Aug 10 - Aug 11
Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24

Vacation Rentals in Winston

Helena Townhouse next to Skelton Park (Dog and kid friendly)
Enjoy cooking in this well-equipped kitchen with microwave and oven, sink, and window.

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

9.8 out of 10, Exceptional, (37)
"Fantastic place, wish we could have stayed longer. Just what we needed and just as advertised "
The price is ￥22,161
￥32,869 total
includes taxes & fees
Aug 28 - Aug 29
Helena Townhouse next to Skelton Park (Dog and kid friendly)
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
Escape to a serene cabin surrounded by lush greenery and a gentle stream.

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

10.0 out of 10, Exceptional, (179)
"We had a great time. "
The price is ￥19,206
￥23,934 total
includes taxes & fees
Aug 16 - Aug 17
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
Cozy townhouse close to Hospital & Capital
Kitchen features a granite countertop island, stainless steel appliances, and a stone accent wall.

Cozy townhouse close to Hospital & Capital

10.0 out of 10, Exceptional, (78)
"Great place! Would stay again. "
The price is ￥15,291
￥28,003 total
includes taxes & fees
Aug 12 - Aug 13
Cozy townhouse close to Hospital & Capital
Lake Helena Lookout: Gourmet Kitchen, Gorgeous Views, Unforgettable Stay
Fridge, microwave, oven, stovetop

Lake Helena Lookout: Gourmet Kitchen, Gorgeous Views, Unforgettable Stay

10.0 out of 10, Exceptional, (2)
"Beautiful home and excellent sunsets! Lots of bugs from the lake, spiders in cabins "
Lake Helena Lookout: Gourmet Kitchen, Gorgeous Views, Unforgettable Stay
Cabin 24 - Helena Hideaway
Stunning mountain views surround cozy homes with porches.

Cabin 24 - Helena Hideaway

8.0 out of 10, Very Good, (5)
"Nice, safe, clean & quaint. Two small efficient bedrooms, and where a couch more logically would be there’s a third bed. Tiny cute kitchenette. Very nice place overall."
The price is ￥24,228
￥30,634 total
includes taxes & fees
Aug 12 - Aug 13
Cabin 24 - Helena Hideaway
Ranch House in the Elkhorn Mountains
Enjoy a serene forest view from the large window in this cozy retreat, featuring a wooden bench, two chairs, and a table.

Ranch House in the Elkhorn Mountains

10.0 out of 10, Exceptional, (112)
"It is a very charming and unique house."
The price is ￥18,468
￥23,296 total
includes taxes & fees
Sep 8 - Sep 9
Ranch House in the Elkhorn Mountains
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
Relax in this inviting space with a large bed, comfortable sofa, and cozy fireplace.

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

9.8 out of 10, Exceptional, (143)
"Everything about the check-in, check-out process was easy, the location was very walkable and everything was clean."
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
PERFECT 2 bedroom, 1 bath Condo
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stainless steel appliances.

PERFECT 2 bedroom, 1 bath Condo

10.0 out of 10, Exceptional, (26)
"It was just right for our stay as a family."
The price is ￥24,820
￥48,984 total
includes taxes & fees
Aug 26 - Aug 27
PERFECT 2 bedroom, 1 bath Condo
Cozy Cabin
Compact kitchen with a microwave, sink, and wooden chair.

Cozy Cabin

9.0 out of 10, Wonderful, (30)
"It was misrepresented and as a result I never stayed there"
The price is ￥19,945
￥31,114 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Cabin
Mountain Hideaway Retreat- Room for Everyone
Fridge, microwave, oven, stovetop

Mountain Hideaway Retreat- Room for Everyone

2.0 star property
10.0 out of 10, Exceptional, (14)
"Place wa amazing loved the property. thanks for allowing us to stay."
Mountain Hideaway Retreat- Room for Everyone
Lake Front Lodge: Your ideal Montana getaway! Watercraft rental available!
Relax on the deck with comfortable seating and take in the serene views of the surrounding lake and forest.

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

10.0 out of 10, Exceptional, (8)
"This property is absolutely beautiful with stunning lake front location and stunning views. Great layout and amenities. Amy has been incredibly helpful and quick to respond with any questions I have. We thoroughly enjoyed our time here and will most likely rent here again."
Lake Front Lodge: Your ideal Montana getaway! Watercraft rental available!
Lamp Post Lodge- cozy and decorated to inspire Montana adventures.
Relax on the covered porch with comfortable seating, perfect for unwinding or entertaining guests.

Lamp Post Lodge- cozy and decorated to inspire Montana adventures.

10.0 out of 10, Exceptional, (14)
"Comfortable place, easy location."
Lamp Post Lodge- cozy and decorated to inspire Montana adventures.
Rustic cabin with lake views.
Sturdy wooden walls and a charming entrance.

Rustic cabin with lake views.

9.6 out of 10, Exceptional, (34)
"Comfortable, firm bed. Clean throughout. Well kept grounds. The cabin is well suited to one or two people since it’s small and has a combined bed-bathroom. The location is remote from town but not private since it is in full view of the main house. "
The price is ￥14,774
￥19,147 total
includes taxes & fees
Aug 17 - Aug 18
Rustic cabin with lake views.
Find Your Sanctuary at The Church
Relax in this stylish living area with a curved sofa, coffee table, and armchair, surrounded by artwork and lush greenery.

Find Your Sanctuary at The Church

2.0 star property
10.0 out of 10, Exceptional, (8)
"The church is charming and architecturally interesting. We loved the spacious layout. Downtown is just 2-3 blocks away. The owner is very communicative. We’d definitely stay here again. "
The price is ￥30,878
￥65,420 total
includes taxes & fees
Aug 10 - Aug 11
Find Your Sanctuary at The Church
Trail Lovers Getaway - walk or bike to downtown
Surrounded by lush greenery, this garden features a rustic wooden fence with a simple gate.

Trail Lovers Getaway - walk or bike to downtown

10.0 out of 10, Exceptional, (61)
"This is the 2nd time I've stayed at this charming place. (My last stay and review was 2 weeks prior to this stay.) I highly recommend this stay!"
Trail Lovers Getaway - walk or bike to downtown
Suite 32 - King Suite
Experience the serene mountain surroundings at Lamplighter Cabins & Suites, set amidst a charming residential area with easy access to the great outdoors.

Suite 32 - King Suite

9.8 out of 10, Exceptional, (10)
"Great location, love the space, nice and quiet. Very clean. Will absolutely stay there again"
The price is ￥21,569
￥27,443 total
includes taxes & fees
Aug 10 - Aug 11
Suite 32 - King Suite
Cozy cabin nestled beside a spring-fed pond&hobby farm in the Elkhorn Mountains
Enjoy cooking in this well-equipped kitchen with a stainless steel sink, coffee maker, and kettle.

Cozy cabin nestled beside a spring-fed pond&hobby farm in the Elkhorn Mountains

10.0 out of 10, Exceptional, (19)
"Great stay nice place. Tv kind of a bummer but everything else was great "
The price is ￥40,629
￥72,919 total
includes taxes & fees
Aug 11 - Aug 12
Cozy cabin nestled beside a spring-fed pond&hobby farm in the Elkhorn Mountains
Cozy single level
Enjoy cooking in this well-equipped kitchen with a double sink, stove, oven, and microwave.

Cozy single level

9.8 out of 10, Exceptional, (37)
"Im a traveling doctor and this place was perfect for my needs."
Cozy single level
Spacious artist's studio loft apartment with view
Stroll through lush gardens surrounded by vibrant greenery and a serene red building with a charming staircase.

Spacious artist's studio loft apartment with view

9.8 out of 10, Exceptional, (6)
"Quiet, quaint and relaxing! We were able to cook one night, thanks to a great kitchen setup. Was close to the hot springs and directions were easy to follow."
The price is ￥12,056
￥29,454 total
includes taxes & fees
Sep 7 - Sep 8
Spacious artist's studio loft apartment with view
A cozy getaway with lakefront access.
Relax in this serene space with a sofa, framed photographs, and a stunning view of the water.

A cozy getaway with lakefront access.

10.0 out of 10, Exceptional, (41)
"The host were great and very helpful, you won't be disappointed in this rental it has everything you could need here."
A cozy getaway with lakefront access.
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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Top Winston Hotel Reviews

Home2 Suites by Hilton Helena

Home2 Suites by Hilton Helena

10/10 Excellent
"Na"
Amy 1-night trip
Posted 21 hours ago
Home2 Suites by Hilton Helena

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?

Helena Townhouse next to Skelton Park (Dog and kid friendly): This vacation 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Hauser Dam.

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.