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Search results; 548 homes in Roundup

Guest favourite
Room in Roundup
Cozy, quiet guest room with the amenities of home!
2 queen beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 10 reviews
Flat in Roundup
Quiet home away from home for a small town stay!
1 bedroom, 1 queen bed, 1 bathroom
5–10 Sept
New place to stay
Guest favourite
Cabin in Roundup
Bull Mountain Cabin, Roundup, Montana
2 beds, 1 bathroom
6–11 Oct
4.9 out of 5 average rating, 81 reviews
Guest favourite
Cabin in Roundup
Roundup Cozy and Scenic cabin
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.84 out of 5 average rating, 61 reviews
Home in Roundup
Rustic Cowboy Retreat
4 bedrooms, 7 beds, 2.5 bathrooms
7–12 Sept
4.75 out of 5 average rating, 16 reviews
Guest favourite
Cabin in Yellowstone County
Bull Pine Haven
2 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Billings
Garden Hideaway (HOT TUB!)
4 bedrooms, 4 queen beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 131 reviews
Guest favourite
Cabin in Roundup
The Moose Cabin
1 bedroom, 1 bed, 1 bathroom
4–9 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Billings
Waterfront Home Near Downtown Sleeps 8
4 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.92 out of 5 average rating, 145 reviews
Top guest favourite
Tiny home in Billings
Farmhouse Cottage @ Old Pine Retreats
2 bedrooms, 2 beds, 2 bathrooms
29 Sept – 4 Oct
4.99 out of 5 average rating, 123 reviews
Top guest favourite
Cabin in Lewistown
A Piece of Paradise
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Tiny home in Billings
Cozy Creekside Cabin Near Billings
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 311 reviews
Top guest favourite
Home in Billings
Lake Hills Luxury
5 bedrooms, 8 beds, 3 bathrooms
29 Sept – 4 Oct
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Billings
Small, cheerful 2 bedroom home, quiet neighborhood. Close to downtown, hospitals and MSU-B. Fenced in yard. Free parking in driveway and street.
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 373 reviews
Top guest favourite
Cabin in Shepherd
Cheerful one bedroom cabin under Big Sky stars
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 47 reviews
Guest favourite
Cabin in Lewistown
Rustic Log Cabin minutes from Downtown Lewistown
2 bedrooms, 4 beds, 1 bathroom
16–21 Sept
4.96 out of 5 average rating, 68 reviews
Guest favourite
Tiny home in Billings
Cozy Getaway #1
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
4.89 out of 5 average rating, 28 reviews
Guest favourite
Home in Billings
TikTok Trend Haus
5 bedrooms, 5 queen beds, 3 bathrooms
7–12 Sept
4.95 out of 5 average rating, 91 reviews