Winston Holiday Rentals

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Check prices for these dates

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Winston

Fridge, microwave, oven, stovetop
Helena Townhouse next to Skelton Park (Dog and kid friendly)

Holiday Home in Helena

10.0 out of 10, Exceptional, (53)
"Clean, comfortable, convenient. Thanks!"
United States
caleb
The price is HK$694
HK$1,169 total
includes taxes & fees
7 Dec - 8 Dec
Helena Townhouse next to Skelton Park (Dog and kid friendly)
Fridge, microwave, oven, stovetop
The Nest on Main - Walking distance to downtown Helena!

Holiday Home in Helena

10.0 out of 10, Exceptional, (106)
"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!
Terrace/patio
The west shore getaway on Canyon Ferry.

Cabin in Helena

9.8 out of 10, Exceptional, (46)
"Great place! Beautiful views of the lake and plenty of room for our family! Fun times!"
United States
Cindy M.
The west shore getaway on Canyon Ferry.
Fridge, microwave, oven, stovetop
Cozy townhouse close to Hospital & Capital

Holiday Home in Helena

10.0 out of 10, Exceptional, (94)
"We really enjoyed our time the home was very cozy and in the perfect location "
United States
Ashley B.
The price is HK$806
HK$1,475 total
includes taxes & fees
29 Nov - 30 Nov
Cozy townhouse close to Hospital & Capital
Interior
The Wheelhouse on Main

Holiday Home in Helena

10.0 out of 10, Exceptional, (126)
"we had a great time, great place to stay. we will definitely be back!"
United States
Jones B.
The Wheelhouse on Main
Exterior
Suite 32 - King Suite

Aparthotel in Helena

9.8 out of 10, Exceptional, (16)
"Nice place to stay that avoids the hotel vibe."
United States
Erik
The price is HK$778
HK$1,042 total
includes taxes & fees
25 Nov - 26 Nov
Suite 32 - King Suite
Interior
Lakefront single story house on Hauser Lake

Holiday Home in Helena

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 single story house on Hauser Lake
Eco-friendly cleaning products, paper towels, dining tables
Giant View Home

Holiday Home in Helena

10.0 out of 10, Exceptional, (14)
"This is a beautiful home that had nice amenities for our stay. It was so nice to be able to stay here during our son's multi-day soccer tryouts instead of driving back home each day. Plus, we were able to squeeze in the Winter Bazaar which was a nice treat. We enjoyed being able to bring our dog with us, too. It was our mini-vacation for the weekend. :)"
United States
Heather E
The price is HK$887
HK$2,009 total
includes taxes & fees
30 Nov - 1 Dec
Giant View Home
Interior
Ranch House in the Elkhorn Mountains

Holiday Home in Clancy

10.0 out of 10, Exceptional, (117)
"Lovely place! We enjoyed our stay. "
United States
Alisa T.
The price is HK$973
HK$1,227 total
includes taxes & fees
25 Nov - 26 Nov
Ranch House in the Elkhorn Mountains
Exterior
Cabin 24 - Helena Hideaway

Cabin in Helena

8.6 out of 10, Excellent, (7)
"Very quiet, nice place. "
United States
Rebekah
The price is HK$895
HK$1,168 total
includes taxes & fees
30 Nov - 1 Dec
Cabin 24 - Helena Hideaway
Property grounds
Townhouse in beautiful North Helena Valley, below the majestic Sleeping Giant

Holiday Home in Helena

2.0 star property
10.0 out of 10, Exceptional, (29)
"Beautiful home in a quiet neighborhood. Easy access to Helena and the airport. We had a wonderful stay!"
United States
Thomas F.
Townhouse in beautiful North Helena Valley, below the majestic Sleeping Giant
Exterior
Suites 35 +Up - Victorian Queen

Holiday Home in Helena

9.4 out of 10, Exceptional, (8)
"Thank you for a great stay- the location was perfect as we were in town for the governors cup race. Enjoyed my morning coffee in the sunroom. Comfy beds & plenty of pillows & towels. "
United States
Tiffany K.
The price is HK$973
HK$1,253 total
includes taxes & fees
30 Nov - 1 Dec
Suites 35 +Up - Victorian Queen
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!

Holiday Home in Helena

10.0 out of 10, Exceptional, (154)
"A beautiful, cozy little place! Perfect for a getaway and very close to an array of restaurants and activities!"
United States
Nevaeh H.
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
Fridge, microwave, oven, stovetop
This cozy house has been completely remodeled inside and features three bedrooms.

Holiday Home in Helena

2.0 star property
10.0 out of 10, Exceptional, (2)
"The house was perfect for my family. Dogs had a fenced yard and the facilities were close to the college and golf course. "
United States
Scott O.
The price is HK$973
HK$1,253 total
includes taxes & fees
25 Nov - 26 Nov
This cozy house has been completely remodeled inside and features three bedrooms.
Property grounds
Trail Lovers Getaway - walk or bike to downtown

Holiday Home in Helena

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
2 bedrooms, WiFi
Suite 31 - Private Porch Suite

Aparthotel in Helena

9.4 out of 10, Exceptional, (6)
"Great place near downtown Helena."
United States
Bridgett C.
The price is HK$973
HK$1,253 total
includes taxes & fees
30 Nov - 1 Dec
Suite 31 - Private Porch Suite
Exterior
Romantic Montana A-Frame | Hot Tub & Views

Cabin in Jefferson City

10.0 out of 10, Exceptional, (17)
"Place is adorable with incredible views! Host has thought of all the details for an incredible stay. "
United States
Kemberlee B.
Romantic Montana A-Frame | Hot Tub & Views
Private kitchen
PERFECT 2 bedroom, 1 bath Condo

Condo in Helena

9.8 out of 10, Exceptional, (27)
"The place was very clean and had all the amenities needed. "
United States
Carlos O.
The price is HK$1,177
HK$2,414 total
includes taxes & fees
25 Nov - 26 Nov
PERFECT 2 bedroom, 1 bath Condo
Smart TV, fireplace, DVD player, books
A cozy getaway with lakefront access.

Holiday Home in Helena

10.0 out of 10, Exceptional, (42)
"Wonderful views! Very well stocked!! Clean interior! Accommodating hosts! "
United States
Steph G.
A cozy getaway with lakefront access.
Exterior
Governor Leslie's Historic Home

Holiday Home in Helena

10.0 out of 10, Exceptional, (11)
"Great place for the family to stay, house was very clean, and we really enjoyed the front porch."
United States
jennifer M.
Governor Leslie's Historic 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.
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Top Winston Hotel Reviews

Super 8 by Wyndham Helena

Super 8 by Wyndham Helena

10/10 Excellent
"Very nice."
David 2-night trip
Posted 3 days ago
Super 8 by Wyndham Helena

Find out more about Winston

Search for holiday rentals in Winston on Expedia! You can easily find your home rentals, villas, holiday apartments in Winston using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winston!

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?

Helena Townhouse next to Skelton Park (Dog and kid friendly): This holiday 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 holiday with amenities such as 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 wider area, you’ll find Canyon Ferry Wildlife Management Area and Montana State Capitol.

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.