Southwest Montana Holiday Rentals

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Holiday Rentals in Southwest Montana

SkyWater Cabins
3.0 star property
10.0 out of 10, Exceptional, 2 reviews
"Close to highway and yet was peaceful and quiet, very well stocked for cooking dinner, lovely place to stay in the Bitterroot."
The price is NZ$384
includes taxes & fees
6 Jun - 7 Jun
SkyWater Cabins
Creekside Getaway and Retreat
10.0 out of 10, Exceptional, 50 reviews
"Our stay was very refreshing scenery was breath taking and the cabin is beautiful"
The price is NZ$295
includes taxes & fees
24 Jun - 25 Jun
Creekside Getaway and Retreat
Peaceful Slice of Paradise!Peaceful Slice of Paradise!
9.8 out of 10, Exceptional, 107 reviews
"Good overall. Super muddy if raining or snowing. Very rough roads from highway to property. May have been due more to moisture."
Peaceful Slice of Paradise!Peaceful Slice of Paradise!
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Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
10.0 out of 10, Exceptional, 93 reviews
"Great location to downtown very nice accommodations highly recommend, this is our second time staying here."
Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
Summer in Big Sky! One-of-a-Kind Home with Incredible Views on 60-Acre Property with Hot Tub
9.0 out of 10, Wonderful, 12 reviews
"We loved our stay at Lone Peak View. The 360-degree mountain views are absolutely incredible and we loved sitting up in the living room watching the sunrises & sunsets. The hot tub is nice and big and it was cleaned well. The WiFi and LTE speeds were slow but adequate for a vacation (just keep that in mind if you're working remotely). In winter you definitely need a 4WD or AWD vehicle with snow tires. We wouldn't have been able to get up the driveway without snow tires. Keep in mind that the...
Summer in Big Sky! One-of-a-Kind Home with Incredible Views on 60-Acre Property with Hot Tub
Golf Course Front Condo with Shared Hot Tub, WiFi, and Private Washer/Dryer
8.6 out of 10, Excellent, 17 reviews
"Very comfortable for two couples. Indoor pool and hot tub were a great amenity and were never busy."
Golf Course Front Condo with Shared Hot Tub, WiFi, and Private Washer/Dryer
Sportsman Motel
3.0 star property
9.2 out of 10, Wonderful, 150 reviews
"Great place to start your adventure."
The price is NZ$241
includes taxes & fees
5 Jun - 6 Jun
Sportsman Motel
Cozy townhouse close to Hospital & Capital
10.0 out of 10, Exceptional, 38 reviews
"Was perfect"
The price is NZ$328
includes taxes & fees
30 Jun - 1 Jul
Cozy townhouse close to Hospital & Capital
SPECIAL RATES Pet Friendly Log Cabin, Sleeps 8, Hot Tub, Fishing & Skiing Galore
10.0 out of 10, Exceptional, 188 reviews
"Cute cabin on nice grounds and a very private location."
SPECIAL RATES Pet Friendly Log Cabin, Sleeps 8, Hot Tub, Fishing & Skiing Galore
Cozy, Rustic Cabins near Chico Hot Springs & only 35 mins to YELLOWSTONE PARK!!
10.0 out of 10, Exceptional, 124 reviews
"Sarah is an incredible woman she purchased the properties disassemble relocated and reassembled them where they are now located she lives on a third cabin on site and will answer all questions and gives great insight to the best unknown spots. oh yeah one more thing she does not just tell local folklore on wildlife she personally survived a Grizzley mauling her story is written in several books but to hear it from her mouth it carries a much greater weight."
Cozy, Rustic Cabins near Chico Hot Springs & only 35 mins to YELLOWSTONE PARK!!
Modern condo in the heart of Uptown Butte - Unit B
10.0 out of 10, Exceptional, 4 reviews
"Good location, plenty of space for two."
The price is NZ$318
includes taxes & fees
6 Jun - 7 Jun
Modern condo in the heart of Uptown Butte - Unit B
New, Centrally Located, Awesome 3 Bedroom Townhome in big sky Bozeman Montana!
10.0 out of 10, Exceptional, 10 reviews
"Upon arriving, we were greeted with a beautiful home, snacks to refuel on and a warm fireplace. We unfortunately had to change our dates multiple times and the owner was so accommodating. We felt so comfortable in the home and we can’t wait to come back. One of the people in our party ended up having a ski accident. There’s no place else that I would rather have been than right there in Bozeman from the shopkeepers who offered to mail our suitcases back home, to the doctors who helped my...
New, Centrally Located, Awesome 3 Bedroom Townhome in big sky Bozeman Montana!
Grey Wolf Cabin #6 at Gallatin Canyon Cabins
9.4 out of 10, Exceptional, 12 reviews
"The cabin was cute and clean. Very minimal with amenities, no extra blankets or anything but that was my only mild concern. would still recommend this property!"
The price is NZ$386
includes taxes & fees
9 Jun - 10 Jun
Grey Wolf Cabin #6 at Gallatin Canyon Cabins
Peaceful, Mountain Setting. Yellowstone Country.
10.0 out of 10, Exceptional, 190 reviews
"Paradise Valley says it all, great area, great views. Cabin was outstanding as well! Kindra knows the area very well and gave us some great pointers on where to go/what to see."
Peaceful, Mountain Setting. Yellowstone Country.
★Country Cabin 2★ Relaxing Escape 5 mins to Chico
9.8 out of 10, Exceptional, 33 reviews
"Great time"
The price is NZ$573
includes taxes & fees
9 Jun - 10 Jun
★Country Cabin 2★ Relaxing Escape 5 mins to Chico
Private Creekside Retreat Near Yellowstone & Chico Hot Springs
9.6 out of 10, Exceptional, 124 reviews
"We’ve stayed here many times to the point where I’ve lost track. It rained for most of the time but we soaked at Chico and also had a wonderful meal at their dining room. We watched movies and read a lot. We also prepared our own meals using the fully stocked kitchen. A new addition was the the wifi, which I was grateful for as I was able to monitor my home and greenhouse remotely. Had it been nicer weather, we would have hiked up to Emigrant Creek Falls. We’ve also taken our bikes several times...
Private Creekside Retreat Near Yellowstone & Chico Hot Springs
Style and comfort in Helena! Easy access to any part of Helena
10.0 out of 10, Exceptional, 12 reviews
"Lovely home, with every detail on point! Beautiful, comfortable and clean The home owner has done a wonderful job with everything from the decor to the furniture to the linens and towels. The beds are very comfortable and cozy. They even have a drawer in the bathroom with items “maybe forgotten” which was an unexpected touch. We’d love to stay in this property again! Can’t say enough good things about it! Bravo homeowner, bravo!"
The price is NZ$429
includes taxes & fees
9 Jun - 10 Jun
Style and comfort in Helena! Easy access to any part of Helena
4Bd 2Ba Converted Historic Church in Uptown Butte!
9.8 out of 10, Exceptional, 34 reviews
"This was a fun and comfortable place to stay. We really enjoyed it!!can’t wait to stay again!"
The price is NZ$738
includes taxes & fees
5 Jun - 6 Jun
4Bd 2Ba Converted Historic Church in Uptown Butte!
Full size 2bd 2 bath 1320sf Home in the Gorgeous Paradise Valley In Emigrant, MT
9.8 out of 10, Exceptional, 116 reviews
"Beautiful place. The views are amazing. We will stay there again."
Full size 2bd 2 bath 1320sf Home in the Gorgeous Paradise Valley In Emigrant, MT
Family Friendly Grama House
10.0 out of 10, Exceptional, 7 reviews
"Shirley was very flexible and accommodating with our changing needs. Our stay was lovely. Thank you Shirley!"
Family Friendly Grama House
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See all available properties in Southwest Montana
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.

Other types of properties in Southwest Montana you may be interested in

Bitterroot River Inn & Conference Center
2.0 star property
9.2 out of 10, Wonderful, 1,009 reviews
"Very nice place."
The price is NZ$394
includes taxes & fees
6 Jun - 7 Jun
Bitterroot River Inn & Conference Center
Ramada by Wyndham Butte
2.5 star property
6.0 out of 10, 1,010 reviews
"The furnishings and the great breakfast. "
The price is NZ$163
includes taxes & fees
11 Jun - 12 Jun
Ramada by Wyndham Butte
Whitewater Inn
2.0 star property
8.2 out of 10, Very good, 734 reviews
"It is bit far from Yellowstone West entrance, and the highway is too dark in the night to drive with many road curves. but the property location is scenic and good"
The price is NZ$293
includes taxes & fees
23 Jun - 24 Jun
Whitewater Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southwest Montana holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southwest Montana. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southwest Montana. Seeing all the best attractions is bound to make you fall in love with Southwest Montana. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southwest Montana short-term rentals, that won’t be hard to do.

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