Roundup Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Roundup Vacation Homes

Secluded Montana Getaway w/ Fire Pit & Views!
Dining

Secluded Montana Getaway w/ Fire Pit & Views!

10.0 out of 10, Exceptional, (2)
"We stayed here because our church was having a retreat about 20 miles away at a camp facility. Know we weren't the rough it type we booked this great house. Everything was fantastic. Only wish we would have had more time at the property. We will stay here again for sure."
Secluded Montana Getaway w/ Fire Pit & Views!
Small Town Big Sky
Fridge, microwave, oven, stovetop

Small Town Big Sky

9.4 out of 10, Exceptional, (6)
"Great open kitchen and living room for a large group to hang out we all enjoyed the stay"
Small Town Big Sky
Charming bungalow with AC and WiFi in a private rural part of Billings.
Exterior detail

Charming bungalow with AC and WiFi in a private rural part of Billings.

Charming bungalow with AC and WiFi in a private rural part of Billings.
3 Bedroom 2 bath with space for classes and retreats
Terrace/patio

3 Bedroom 2 bath with space for classes and retreats

3 Bedroom 2 bath with space for classes and retreats
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roundup Hotel Reviews

Autumn's Inn

Autumn's Inn

10/10 Excellent
"Nice motel, nothing fancy, but the room was clean and the bed was comfortable. Would stay here again if we're ever in the area."
Teri 1-night trip
Posted 12 days ago
Autumn's Inn