A herd of horses grazing in a lush green field with dense forest in the background.

Roundup Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Roundup vacation rentals

A wooden cabin interior with a central staircase, a fireplace, and a window.

1. Near Hunting: Cozy Cabin w/ Deck in Grass Range!

Near Hunting: Cozy Cabin w/ Deck in Grass Range!
Grass Range
10.0 out of 10, Exceptional, (2 reviews)
"This was the perfect little cabin for our girls weekend turkey hunting trip. Clean, so cute and even greeted with homemade brownies, thanks Angie!"
United States
Cayla
The price is ￥19,497
￥40,915 total
includes taxes & fees
Nov 15 - Nov 16
Near Hunting: Cozy Cabin w/ Deck in Grass Range!
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 Roundup Hotel Reviews

Tiny House in the country, close to Billings

Tiny House in the country, close to Billings

8/10 Good
"The location was great for us as we have kids/grandkids that live in the area. Property was clean and had everything we needed."
Shirley L. 5-night trip
Posted 3 weeks ago
Tiny House in the country, close to Billings

Find out more about Roundup

Search for holiday rentals in Roundup on Expedia! You can easily find your home rentals, villas, holiday apartments in Roundup using one of the methods below:

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Look no further and take a look at our great range of rental properties in Roundup!

Frequently asked questions

Can I find a vacation rental in Roundup?

Yes, there are vacation rentals close to top sights in Roundup, or you can select a more remote option if you're looking for a relaxing stay. Roundup is known for its parks and museums.

What are some of the best vacation home rentals that Roundup has to offer?

Montana Country Retreat w/ Hot Tub-Near Lewistown: This vacation home rental outside of Roundup offers a garden, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Roundup?

Cultural attractions include Musselshell Valley Historical Museum, whereas Roundup City Park is a spot to enjoy nature. Other places in town to visit include Pine Ridge Golf Club.

What’s a vacation rental in Roundup like?

Vacation rentals are private properties you can stay in for a long or short time in Roundup. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.