Winston Vacation Rentals

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Vacation Rentals in Winston

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

10.0 out of 10, Exceptional, (176)
"We had an amazing stay. The 150 year old cabin had just the right amount of modern conveniences to make it comfortable without sacrificing authenticity. Bed was awesome - slept like a log. The gardens are so enticing and each time we go we see something different and interesting."
The price is ¥19,119
¥23,825 total
includes taxes & fees
Jul 27 - Jul 28
Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks

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

9.8 out of 10, Exceptional, (36)
"Fantastic place, wish we could have stayed longer. Just what we needed and just as advertised "
The price is ¥16,545
¥25,969 total
includes taxes & fees
Aug 3 - Aug 4
Helena Townhouse next to Skelton Park (Dog and kid friendly)

Cozy townhouse close to Hospital & Capital

10.0 out of 10, Exceptional, (77)
"Great place! Would stay again. "
The price is ¥15,222
¥27,876 total
includes taxes & fees
Jul 31 - Aug 1
Cozy townhouse close to Hospital & Capital

Ranch House in the Elkhorn Mountains

10.0 out of 10, Exceptional, (111)
"It is a very charming and unique house."
The price is ¥18,306
¥23,092 total
includes taxes & fees
Jul 31 - Aug 1
Ranch House in the Elkhorn Mountains

Suites 35 +Up - Victorian Queen

9.4 out of 10, Exceptional, (6)
"Very clean and tidy! I would stay here again. Staff was friendly and the location was quiet. The house was the perfect size and we loved the enclosed sun room as well. Would love to stay here in warmer weather. :)"
The price is ¥27,826
¥35,113 total
includes taxes & fees
Jul 28 - Jul 29
Suites 35 +Up - Victorian Queen

Cozy Cabin

9.0 out of 10, Wonderful, (28)
"We relaxed here for a couple nights, taking time out from a trek along the Lewis & Clark trail. The cabin provided everything we needed and made it very easy to relax. "
The price is ¥19,771
¥30,843 total
includes taxes & fees
Jul 31 - Aug 1
Cozy Cabin

Trail Lovers Getaway - walk or bike to downtown

10.0 out of 10, Exceptional, (58)
"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

The west shore getaway on Canyon Ferry.

10.0 out of 10, Exceptional, (40)
"We really enjoyed our stay at the lake."
The price is ¥43,827
¥87,677 total
includes taxes & fees
Aug 13 - Aug 14
The west shore getaway on Canyon Ferry.

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.

Cozy single level

9.8 out of 10, Exceptional, (34)
"Im a traveling doctor and this place was perfect for my needs."
Cozy single level

PERFECT 2 bedroom, 1 bath Condo

10.0 out of 10, Exceptional, (25)
"It was just right for our stay as a family."
The price is ¥26,914
¥51,463 total
includes taxes & fees
Aug 25 - Aug 26
PERFECT 2 bedroom, 1 bath Condo

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

10.0 out of 10, Exceptional, (17)
"Great stay nice place. Tv kind of a bummer but everything else was great "
The price is ¥40,444
¥72,111 total
includes taxes & fees
Jul 27 - Jul 28
Cozy cabin nestled beside a spring-fed pond&hobby farm in the Elkhorn Mountains

Mountain Hideaway Retreat- Room for Everyone

2.0 star property
10.0 out of 10, Exceptional, (13)
"Place wa amazing loved the property. thanks for allowing us to stay."
Mountain Hideaway Retreat- Room for Everyone

Welcoming Helena Hideaway ~ 2 Mi to Downtown

8.6 out of 10, Excellent, (14)
"6 minutes from the airport"
Welcoming Helena Hideaway ~ 2 Mi to Downtown

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

9.8 out of 10, Exceptional, (143)
"Great place! Close to campus. Walk to great restaurants."
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!

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 ¥27,208
¥34,309 total
includes taxes & fees
Aug 11 - Aug 12
Cabin 24 - Helena Hideaway

BRAND NEW 2 Bedroom, 1 Bathroom Condo

9.8 out of 10, Exceptional, (6)
"The property was cleaned, had what we needed, newer construction right on the edge of Helena. Fit our needs perfectly! Would stay again."
The price is ¥27,532
¥51,972 total
includes taxes & fees
Aug 6 - Aug 7
BRAND NEW 2 Bedroom, 1 Bathroom Condo

Comfy, Charming 4-Bedroom Victorian Home in Central Helena - Vacation or Work

10.0 out of 10, Exceptional, (1)
"Location was perfect.House was perfect."
Comfy, Charming 4-Bedroom Victorian Home in Central Helena - Vacation or Work

Governor Leslie's Historic Home

9.8 out of 10, Exceptional, (9)
"Great place to stay. I love historic homes because they have so much character. This home accommodated my family consisting of 9 adults comfortably. There is a large area to gather, smaller rooms for tv watching or working, and plenty of parking. We had a question for our host and their response was quick and helpful. I would definitely come back and stay here again. "
Governor Leslie's Historic Home

Rustic cabin with lake views.

9.6 out of 10, Exceptional, (33)
"Loved our stay,will return"
The price is ¥14,707
¥19,060 total
includes taxes & fees
Aug 2 - Aug 3
Rustic cabin with lake views.
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

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.