Winston Vacation Rentals

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Check prices for these dates

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 24 - Oct 26
Next weekend
Oct 31 - Nov 2

Vacation Rentals in Winston

Fridge, microwave, oven, stovetop
Cozy townhouse close to Hospital & Capital
Cozy townhouse close to Hospital & Capital
10.0 out of 10, Exceptional, (92)
"We really enjoyed our time the home was very cozy and in the perfect location "
United States
Ashley B.
The price is ￥15,723
￥28,793 total
includes taxes & fees
Oct 29 - Oct 30
Cozy townhouse close to Hospital & Capital
Fridge, microwave, oven, stovetop
Helena Townhouse next to Skelton Park (Dog and kid friendly)
Helena Townhouse next to Skelton Park (Dog and kid friendly)
10.0 out of 10, Exceptional, (51)
"Clean, comfortable, convenient. Thanks!"
United States
caleb
The price is ￥21,115
￥31,664 total
includes taxes & fees
Nov 21 - Nov 22
Helena Townhouse next to Skelton Park (Dog and kid friendly)
Property grounds
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
10.0 out of 10, Exceptional, (192)
"We had a great time. "
United States
Laura
The price is ￥19,748
￥24,609 total
includes taxes & fees
Oct 31 - Nov 1
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
Property grounds
Townhouse in beautiful North Helena Valley, below the majestic Sleeping Giant
Townhouse in beautiful North Helena Valley, below the majestic Sleeping Giant
2.0 star property
10.0 out of 10, Exceptional, (27)
"Very clean! Very well stocked with basic needs and extras. Just an awesome place for the price we paid. "
United States
Tate
Townhouse in beautiful North Helena Valley, below the majestic Sleeping Giant
Fridge, microwave, oven, stovetop
The Nest on Main - Walking distance to downtown Helena!
The Nest on Main - Walking distance to downtown Helena!
10.0 out of 10, Exceptional, (104)
"The place was very nice and cozy just as listed. Lots to see in town. "
United States
Natalie K.
The Nest on Main - Walking distance to downtown Helena!
Property grounds
Trail Lovers Getaway - walk or bike to downtown
Trail Lovers Getaway - walk or bike to downtown
10.0 out of 10, Exceptional, (66)
"Cute little place, very clean and quiet area. We enjoyed our stay."
United States
sonya G.
Trail Lovers Getaway - walk or bike to downtown
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
10.0 out of 10, Exceptional, (152)
"Great place to stay. Would stay there again."
United States
Deborah M.
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
Fridge, microwave, oven, stovetop
Stay Cozy in Downtown Helena – Your Home Base Awaits
Stay Cozy in Downtown Helena – Your Home Base Awaits
9.4 out of 10, Exceptional, (3)
"Wonderful location! Very nicely decorated loft with all the necessities and located within walking distance of so many great restaurants and hiking trails. We loved our stay here. Host had clear and easy instructions for check in and check out - no questions were unanswered. Highly recommend this spot! "
United States
Jennifer S.
Stay Cozy in Downtown Helena – Your Home Base Awaits
Fridge, microwave, oven, stovetop
Family-Friendly Home w/Access to Trails, Play Room & Home Gym
Family-Friendly Home w/Access to Trails, Play Room & Home Gym
10.0 out of 10, Exceptional, (24)
"We very much enjoyed our stay. The home was clean, welcoming, and the perfect place for our group. Our children loved their room and all of us adults slept well in the comfortable beds. Thank you for for hosting us!"
United States
Ally S.
Family-Friendly Home w/Access to Trails, Play Room & Home Gym
Smart TV
Find Your Sanctuary at The Church
Find Your Sanctuary at The Church
2.0 star property
10.0 out of 10, Exceptional, (10)
"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. "
United States
Sue
The price is ￥31,749
￥66,937 total
includes taxes & fees
Oct 26 - Oct 27
Find Your Sanctuary at The Church
Interior
Ranch House in the Elkhorn Mountains
Ranch House in the Elkhorn Mountains
10.0 out of 10, Exceptional, (116)
"Beautiful views, great hosts, serene and peaceful. "
United States
darlene h.
The price is ￥18,989
￥23,953 total
includes taxes & fees
Oct 24 - Oct 25
Ranch House in the Elkhorn Mountains
Terrace/patio
The west shore getaway on Canyon Ferry.
The west shore getaway on Canyon Ferry.
9.8 out of 10, Exceptional, (46)
"We had an amazing weekend with family! The hosts were great with all our questions and needs!!"
United States
Chrissi W.
The west shore getaway on Canyon Ferry.
Exterior detail
Rustic cabin with lake views.
Rustic cabin with lake views.
9.6 out of 10, Exceptional, (39)
"The host Beth was very helpful!"
United States
Jerilynn
The price is ￥15,191
￥19,688 total
includes taxes & fees
Oct 30 - Oct 31
Rustic cabin with lake views.
2 bedrooms, WiFi
Suite 31 - Private Porch Suite
Suite 31 - Private Porch Suite
9.4 out of 10, Exceptional, (6)
"Great place near downtown Helena."
United States
Bridgett C.
The price is ￥18,989
￥24,446 total
includes taxes & fees
Nov 2 - Nov 3
Suite 31 - Private Porch Suite
House (3 Bedrooms) | Front of property
Historic Helena Retreat - Near Dtwn & Mt Helena!
Historic Helena Retreat - Near Dtwn & Mt Helena!
3.0 star property
Historic Helena Retreat - Near Dtwn & Mt Helena!
Fridge, microwave, oven, stovetop
Birders delight! Beautiful hiking! Mountain biking! Fishing!
Birders delight! Beautiful hiking! Mountain biking! Fishing!
9.8 out of 10, Exceptional, (27)
"We enjoyed our stay!"
United States
Ryan D.
Birders delight! Beautiful hiking! Mountain biking! Fishing!
Terrace/patio
Lake Front Lodge: Your ideal Montana getaway! Watercraft rental available!
Lake Front Lodge: Your ideal Montana getaway! Watercraft rental available!
10.0 out of 10, Exceptional, (9)
"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."
United States
David W. C.
Lake Front Lodge: Your ideal Montana getaway! Watercraft rental available!
Smart TV, fireplace
Lakefront vacation rental on Hauser Lake
Lakefront vacation rental on Hauser Lake
4.0 out of 10, (1)
"The place was clean(ish). Had a horrible smoke/musty smell. Tried asking the owner about it and it was just kind of shrugged off. I messaged the host in advance about what was available for cooking, she said everything. Got to the home and they had basically nothing for cooking. 1 pan that was bent and cut so bad you couldn’t cook with it. No measuring cups, no knives for steaks, no basic utensils, very bare minimum. "
United States
Kayla A.
Lakefront vacation rental on Hauser Lake
Eco-friendly cleaning products, paper towels, dining tables
Giant View Home
Giant View Home
10.0 out of 10, Exceptional, (13)
"Loved my stay and would absolutely book again when I visit Helena next. Everything about the house and property were great, and the location is nice and quiet. "
United States
Ethan K.
The price is ￥17,318
￥39,211 total
includes taxes & fees
Oct 29 - Oct 30
Giant View Home
Outdoor spa tub
Nestled in the National Forest, just minutes from downtown
Nestled in the National Forest, just minutes from downtown
9.4 out of 10, Exceptional, (14)
"The property was very nice, everything very clean and modern feeling. Would stay again."
United States
Thomas A.
Nestled in the National Forest, just minutes from downtown
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

Delta Hotels by Marriott Helena Colonial

Delta Hotels by Marriott Helena Colonial

10/10 Excellent
"Beautiful stairway in the lobby. Few steps up from the last place we stayed at in Helena. This is our new favorite. We’ll be back! "
Joy 1-night trip
Posted 3 days ago
Delta Hotels by Marriott Helena Colonial

Find out more about Winston

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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.