Winston Holiday Rentals

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Holiday Rentals in Winston

Cozy townhouse close to Hospital & Capital
10.0 out of 10, Exceptional, (55)
"This was our 2nd stay and it did not disappoint! Shannon is an amazing host, the unit is super clean and convenient to everything. Highly recommend!"
The price is AU$314
includes taxes & fees
3 Nov - 4 Nov
Cozy townhouse close to Hospital & Capital
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
10.0 out of 10, Exceptional, (117)
"The location and cleanliness are great."
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
10.0 out of 10, Exceptional, (166)
"The property is just beautiful. Stress of daily life just melts away. Highlights include peaceful creek, squirrels, birds, cats, trees, and flowers. Memorable experience for sure!"
The price is AU$241
includes taxes & fees
30 Nov - 1 Dec
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
The Nest on Main - Walking distance to downtown Helena!
10.0 out of 10, Exceptional, (80)
"We love this property for its comfort, cleanliness, and creative decorating. It is beautiful! We booked it again!"
The Nest on Main - Walking distance to downtown Helena!
Modern Relaxing Escape - The Clancy Cottage
10.0 out of 10, Exceptional, (48)
"Great property! "
Modern Relaxing Escape - The Clancy Cottage
Gateway to Great Northern close to historical downtown Helena.
10.0 out of 10, Exceptional, (97)
"The property manager responded right away both times I contacted them with concerns. Lovely shampoo and conditioner available with very nice towels. Beds and pillows very comfortable. Location excellent for walking to historic downtown. Close to college. Elderly parent concerned about shower with no hand holds but property easy to enter with ramp. Rugs at front door do slip some. "
Gateway to Great Northern close to historical downtown Helena.
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!
Style and comfort in Helena! Easy access to any part of Helena
10.0 out of 10, Exceptional, (28)
"We really enjoyed this house, it’s very updated all throughout and super clean. It has all the essentials, really fast internet, and a very comfortable bed. The host was flexible with our check-out time as well which was appreciated. We did have some trouble with the code unlocking the front door - it would take us 3 or 4 tries to get in whenever we returned to the house, but it’s possible we were doing something wrong. We’d definitely stay again!"
The price is AU$408
includes taxes & fees
3 Nov - 4 Nov
Style and comfort in Helena! Easy access to any part of Helena
The Wheelhouse on Main
10.0 out of 10, Exceptional, (115)
"We always love our stay at the wheelhouse-clean, well appointed and a great location! Angie is super responsive and helpful! "
The Wheelhouse on Main
Rustic cabin with lake views.
9.6 out of 10, Exceptional, (32)
"We loved the rural location very convenient for our stay for nearby a guest ranch event. It is tiny, and a suggestion would be for a wider foldout couch. Also an in the wall A/C unit would be helpful in the summer. It took us a bit to get it cooled down every evening to make sleeping comfortable. Peaceful, quiet, spotless. "
Rustic cabin with lake views.
Suite 32 - King Suite
9.6 out of 10, Exceptional, (4)
"Near groceries. Easy access after getting apartment key from manager. Good AC, WiFi, & shower. Kitchen floor was sticky. TV volume pre-set moderate level to avoid bothering neighbors. Quite bedroom, and comfy beds. Good value and would rent there again."
The price is AU$227
includes taxes & fees
3 Nov - 4 Nov
Suite 32 - King Suite
Loft in the Woods
7.4 out of 10, Good, (3)
"We were only in town for overnight, but would have liked to stay longer. Place was spacious and nice. Would recommend."
The price is AU$387
includes taxes & fees
30 Nov - 1 Dec
Loft in the Woods
Ranch House in the Elkhorn Mountains
10.0 out of 10, Exceptional, (94)
"Fantastic place!"
The price is AU$243
includes taxes & fees
30 Nov - 1 Dec
Ranch House in the Elkhorn Mountains
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
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.
Updated Helena Condo - Walk to Downtown Spots
10.0 out of 10, Exceptional, (30)
"Great experience overall"
Updated Helena Condo - Walk to Downtown Spots
Welcoming Helena Hideaway ~ 2 Mi to Downtown
8.8 out of 10, Excellent, (11)
"Cute and cozy house. Not the prettiest neighborhood, but so close to downtown and Helena is beautiful in the fall."
Welcoming Helena Hideaway ~ 2 Mi to Downtown
PERFECT 2 bedroom, 1 bath Condo
10.0 out of 10, Exceptional, (18)
"Clean neat and good for a family"
The price is AU$510
includes taxes & fees
5 Nov - 6 Nov
PERFECT 2 bedroom, 1 bath Condo
You and Fido welcome here!
9.8 out of 10, Exceptional, (10)
"Great location. The walkway to backyard is a bit hard to navigate with uneven rocks. Just walk carefully. Quiet location. I would book here again."
You and Fido welcome here!
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!
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, (1242)
"we only stayed overnight with a late arrival, early checkout. Breakfast was good, fewer choices than in the past. personel were all pleasant."
The price is AU$133
includes taxes & fees
3 Nov - 4 Nov
Baymont by Wyndham Helena
Days Inn by Wyndham Helena
2.0 star property
7.8 out of 10, Good, (1003)
"Good breakfast, clean rooms "
The price is AU$129
includes taxes & fees
3 Nov - 4 Nov
Days Inn by Wyndham Helena
La Quinta Inn & Suites by Wyndham Helena
2.5 star property
7.6 out of 10, Good, (1010)
"Ok"
The price is AU$148
includes taxes & fees
14 Nov - 15 Nov
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 townhouse close to Hospital & Capital: This holiday home rental outside of Winston offers a patio, a garden and air conditioning to help you feel perfectly comfortable 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 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.