Southwest Montana Vacation Rentals

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Browse Select Southwest Montana Vacation Homes

Hannon House

3.0 star property
9.8 out of 10, Exceptional, (67)
"What a great place to stay!! Jason made everything so easy and the communication was amazing as well. Everything you need for a mountain getaway is here!! "
The price is CA $140
CA $200 total
includes taxes & fees
Nov 24 - Nov 25
Hannon House

Centrally located in Hamilton, the heart of the Bitterroot Valley

10.0 out of 10, Exceptional, (42)
"Excellent place and excellent hosts. Would absolutely stay again. "
The price is CA $294
CA $533 total
includes taxes & fees
Nov 23 - Nov 24
Centrally located in Hamilton, the heart of the Bitterroot Valley

Beautiful Livingston Home w/ Mountain Views

9.0 out of 10, Wonderful, (19)
"Beautiful and spacious property that was able to accommodate everyone in my family, ranging from ages 5 months to 53 years. We all loved everything about this place. "
Beautiful Livingston Home w/ Mountain Views

Stunning Gallatin Gateway Mountain Retreat!

9.4 out of 10, Exceptional, (9)
"Overall, very wonderful place to stay but did need some cleaning as it was very dusty. Beautiful house and scenery and comfortable beds. The host was wonderful to work with and very accommodating. We would stay there again for sure! Shortcomings: The stairs up to the entrance do not have a rail and got very slick while we were there and we had some older people so that was a bit of a challenge as well as the main bath upstairs did not have any grab bars or hand holds and the tub was very...
Stunning Gallatin Gateway Mountain Retreat!

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 CA $161
CA $282 total
includes taxes & fees
Nov 23 - Nov 24
Cozy townhouse close to Hospital & Capital

Warm and inviting home with a hot tub! Close to downtown, riding/walking trails!

9.6 out of 10, Exceptional, (12)
" "We absolutely loved our stay! The location was perfect—close to everything we wanted to explore. The views from the property were stunning, and we appreciated how clean and well-stocked the space was with all the essentials and some nice extras. The directions for check-in and check-out were clear, making the process a breeze. After a long day of hiking, we especially enjoyed the hot tub; it was clean, easy to use, and incredibly relaxing. Highly recommend this place!""
Warm and inviting home with a hot tub! Close to downtown, riding/walking trails!

Luxury Home with Stunning Mountain and Golf Course View’s!

10.0 out of 10, Exceptional, (59)
"This place was amazing!! Beautiful home beautiful setting had everything you could think of & more!! The hosts were amazing & very attentive when we had questions! We would for sure stay here again!"
Luxury Home with Stunning Mountain and Golf Course View’s!

Yellowstone Country Home - Launchpad for a trip of a lifetime!

10.0 out of 10, Exceptional, (26)
"This location had everything we could have hoped for!! Spacious for everyone and we were all able to come together when needed! The hosts were amazing with communication and check in/out was flawless. The property is stocked with everything you need for meals, entertainment and leisure. Highly recommend this property for groups!"
The price is CA $466
CA $964 total
includes taxes & fees
Nov 26 - Nov 27
Yellowstone Country Home - Launchpad for a trip of a lifetime!

Gateway to Great Northern close to historical downtown Helena.

10.0 out of 10, Exceptional, (98)
"The check-in process was easy and the property was very clean and nice!"
Gateway to Great Northern close to historical downtown Helena.

Big Sky Gem: Ski-in / Walk-out Luxury Chalet

9.8 out of 10, Exceptional, (76)
"Evonne’s house was absolutely fantastic. 10/10 across the board throughout the entire process. The ski in / ski out access is not NEARLY as hard as some other posters have mentioned. Ski right into the house and ski out is a very easy transfer for any decent skiers. Our group of family and friends had the trip of a lifetime and we will certainly be back! Perfect location, space, amenities, for an all around awesome time."
Big Sky Gem: Ski-in / Walk-out Luxury Chalet

Charming 2-bedroom Cabarett house in Deer Lodge with WiFi, Cable, Heat, AC

2.0 star property
10.0 out of 10, Exceptional, (6)
"Loved the property and the proximity to Main Street. "
The price is CA $119
CA $219 total
includes taxes & fees
Nov 26 - Nov 27
Charming 2-bedroom Cabarett house in Deer Lodge with WiFi, Cable, Heat, AC

Beautiful, private, perfectly located home for sleeping 16 guests comfortably!

10.0 out of 10, Exceptional, (53)
"Let’s just start with, pictures do not do this place justice! So spacious and gorgeous. We loved the western hardware detail throughout the home. Beautiful sunrises and Mountain View’s. I cannot say enough about the communication between the homeowner and myself."
Beautiful, private, perfectly located home for sleeping 16 guests comfortably!

Home w/hot tub & fireplace close to Big Sky Town Center & Resort - Bright and Beautiful Condo

9.4 out of 10, Exceptional, (39)
"We rented for 5 nights! Perfect location. 15 min to ski resort. Plenty of restaurants and pizza shops! Hiked Ousel Falls and saw wildlife. The hot tub was the best part of the stay after a long day skiing!"
The price is CA $199
CA $1,084 total
includes taxes & fees
Nov 23 - Nov 24
Home w/hot tub & fireplace close to Big Sky Town Center & Resort - Bright and Beautiful Condo

Beautiful home near ski resorts with patio, grill, washer/dryer, fast WiFi & AC

9.6 out of 10, Exceptional, (27)
"The property was just as described in the vrbo web site. House has been very well taken care of. We were there for four nights and couldn’t have asked for anything better"
Beautiful home near ski resorts with patio, grill, washer/dryer, fast WiFi & AC

Ski-in/ski-out home w/private hot tub in Moonlight Basin - Saddle Ridge - Montana Mountain Chalet

10.0 out of 10, Exceptional, (40)
"Place is nice, but not exactly ski in ski out."
Ski-in/ski-out home w/private hot tub in Moonlight Basin - Saddle Ridge - Montana Mountain Chalet

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!

West Clark Getaway · In town - blocks from parks & downtown, pet friendly

9.4 out of 10, Exceptional, (33)
"We had a great time at this home. Great neighborhood and close to everything. The grill was awesome! We like to cook, and we found the kitchen could use a few more items but we still did great! Highly recommend! "
West Clark Getaway · In town - blocks from parks & downtown, pet friendly

The Happy Moose | Big Sky Meadows

9.8 out of 10, Exceptional, (19)
"We had a wonderful time staying at Staying Happy Moose! Everything was exactly as advertised, communication was great, and we had a great time! Couldn't recommend this place enough!"
The Happy Moose | Big Sky Meadows

Private Hot Tub, Shuffleboard, Minutes to Big Sky Resort | Craigsky at Alpenglow

10.0 out of 10, Exceptional, (13)
"great place "
Private Hot Tub, Shuffleboard, Minutes to Big Sky Resort | Craigsky at Alpenglow

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!
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 property types in Southwest Montana

Condo walking distance to lifts/Mountain Village

8.4 out of 10, Very good, (25)
"Nice unit in Big Sky. We traveled to Yellowstone."
The price is CA $349
CA $659 total
includes taxes & fees
Nov 24 - Nov 25
Condo walking distance to lifts/Mountain Village

Holiday Availability! One-of-a-Kind Home with Incredible Views on 60-Acre Property with Hot Tub

9.0 out of 10, Wonderful, (12)
"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...
Holiday Availability! One-of-a-Kind Home with Incredible Views on 60-Acre Property with Hot Tub

Sugar Loaf Lodge & Cabins

2.0 star property
9.0 out of 10, Wonderful, (116)
"This place is wonderful! We will be back!"
The price is CA $175
CA $189 total
includes taxes & fees
Nov 24 - Nov 25
Sugar Loaf Lodge & Cabins
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.
Beautiful view of the beach with palm trees

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