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Search Guest Houses in Southwest Montana

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Southwest Montana guest houses

Dining
Blue Pine Guesthouse MT

Blue Pine Guesthouse MT

Dillon
10.0 out of 10, Exceptional, (1)
"Very nice, clean, well thought out property to be convenient and comfortable. The host is extremely nice and accommodating. My only negative is it is advertised as having "TV". It does have a TV and if you have streaming accounts to watch previous programs, movies or news in Chicago or San Diego, it is fine. In other words there is no "live" TV for news, weather or sports. If you don't watch TV it is a great place. Very enjoyable."
United States
Jonathan H.
$325 nightly
The price is $351
Dec 10 - Dec 11
Total with taxes and fees
Blue Pine Guesthouse MT
Smart TV
Whiskey Creek Retreat

Whiskey Creek Retreat

Boulder
9.8 out of 10, Exceptional, (7)
"Nice place. Comfortable, clean and quiet. "
United States
Jennifer S.
$200 nightly
The price is $216
Jan 6 - Jan 7, 2026
Total with taxes and fees
Whiskey Creek Retreat
Fridge, microwave, oven, stovetop
Beautiful 1 Bedroom Guest House (pet-free)

Beautiful 1 Bedroom Guest House (pet-free)

Helena
10.0 out of 10, Exceptional, (21)
"This is our second time staying here, both times for a month. The neighborhood is quiet and feels very secure. Clint and Mona (and their dog Colby) were very welcoming and responded quickly to any questions that we had. The rental is clean and well stocked with dishes and utensils. We already booked our stay for next summer."
United States
Jeanne V.
$342 nightly
The price is $369
Dec 16 - Dec 17
Total with taxes and fees
Beautiful 1 Bedroom Guest House (pet-free)
TV
Quinn Peaks Guest House in the mountains!

Quinn Peaks Guest House in the mountains!

Bozeman
10.0 out of 10, Exceptional, (5)
"Lovely stay!"
United States
Maureen M.
$366 nightly
The price is $370
Dec 10 - Dec 11
Total with taxes and fees
Quinn Peaks Guest House in the mountains!
Exterior detail
Bunkhouse with Horse Accommodations

Bunkhouse with Horse Accommodations

Big Timber
10.0 out of 10, Exceptional, (81)
"Excellent location, great hosts. Will stay again when were back in town. "
United States
Kathy A.
$212 nightly
The price is $229
Dec 11 - Dec 12
Total with taxes and fees
Bunkhouse with Horse Accommodations
Fridge, microwave, oven, stovetop
Yellowstone Treasure Guest House #2

Yellowstone Treasure Guest House #2

Gardiner
9.8 out of 10, Exceptional, (7)
"Very nice place minutes from North entrance. Deck was lovely overlooking the river. Would definitely recommend this place to stay!"
United States
jean H.
$384 nightly
The price is $428
Dec 30 - Dec 31
Total with taxes and fees
Yellowstone Treasure Guest House #2
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 Southwest Montana Hotel Reviews

The Lodge at Big Sky

The Lodge at Big Sky

10/10 Excellent
"Staff member who was running the shuttles was excellent. Will definitely be staying again! "
Brayden 3-night trip
Posted 22 hours ago
The Lodge at Big Sky

Find out more about Southwest Montana

Southwest Montana Guest Houses information

Number of reviews
119
Accommodation
13 Guest Houses
Lowest Price
$216
Highest Price
$428

Frequently asked questions

What is the nightly rate for a guest house in Southwest Montana?
Rates for Southwest Montana guest houses vary, but travelers can find great-value prices from $216 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Southwest Montana guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Southwest Montana guest house and a B&B?
A guest house in Southwest Montana is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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