Roundup Holiday Rentals

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Holiday Rentals in Roundup

"The Dugout" in the Bull Mountains...a quaint little getaway!
Property grounds
"The Dugout" in the Bull Mountains...a quaint little getaway!
10.0 out of 10, Exceptional, 28 reviews
"We came home for Christmas and this was a great place to stay. It was clean, quiet and easy to keep warm. Beds were comfortable and the living room was a great place to hang out and relax at night."
"The Dugout" in the Bull Mountains...a quaint little getaway!
The Glamping Spot
Fridge, microwave, oven, stovetop
The Glamping Spot
10.0 out of 10, Exceptional, 3 reviews
"This is a great log cabin! We used it as a home base while we were visiting in the area."
The Glamping Spot
The Cabin...a cozy little retreat
Fridge, microwave, oven, stovetop
The Cabin...a cozy little retreat
9.6 out of 10, Exceptional, 13 reviews
"Cute, comfortable, serene"
The price is HK$812
per night
26 Jun - 27 Jun
The Cabin...a cozy little retreat
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MOUNTAIN CABIN 1
Property grounds
MOUNTAIN CABIN 1
10.0 out of 10, Exceptional, 1 review
"Loved my stay, quiet, remote, enjoyed seeing the deer and wild turkey❤️"
The price is HK$773
per night
21 Jun - 22 Jun
MOUNTAIN CABIN 1
MOUNTAIN CABIN 2
Exterior
MOUNTAIN CABIN 2
10.0 out of 10, Exceptional, 1 review
"We were fortunate to have found Jacqueline’s cabin for our 3 day hunting trip. Clean, quiet and well furnished, the cabin sits on 40 acres on the edge of wooded hills overlooking pasture and open valley. We enjoyed watching a variety of wildlife from the cabin porch. They are well equipped for cooking with a 2 burner stovetop (gas) and a very nice grill/flattop on the front porch. Jacqueline is a great host—Attentive when needed and gone when not. She brought and set up portable A/C unit as it...
MOUNTAIN CABIN 2
Roundup Cozy and Scenic Cabin Secluded and Scenic
Property grounds
Roundup Cozy and Scenic Cabin Secluded and Scenic
8.0 out of 10, Very good, 1 review
"Was somewhat surprised by the lack of a toaster and minimal utensils. Listing said it sleeps 5 but found only 4 forks to use. Spoke to the host and asked if they had everything needed for cooking and kind of expected basic spices such as salt and pepper but found none. All else was as advertized except for the visits at night by rodents which ate almost a half roll of bathroom tissue! Owners were very friendly and helpful! Addition of a hanging rack for big game would be helpful if hunters stay...
Roundup Cozy and Scenic Cabin Secluded and Scenic
Quiet Country Burnt Cross Cabin close to Billings
Dining tables
Quiet Country Burnt Cross Cabin close to Billings
8.8 out of 10, Excellent, 3 reviews
"Was clean and had everything we needed"
Quiet Country Burnt Cross Cabin close to Billings
See the stars from this cozy guest cabin 30 minutes from Billings.
Dining tables
See the stars from this cozy guest cabin 30 minutes from Billings.
10.0 out of 10, Exceptional, 2 reviews
"We enjoyed two nights in this unique cabin 20 minutes outside Billings while visiting family in the area. Location was a bit out of the way but we enjoyed the peace and quiet and the road out there is a part of the adventure. Hosts were very accommodating and it has a perfect area for dogs to be let out securely. Would be happy to return."
See the stars from this cozy guest cabin 30 minutes from Billings.
Secluded Montana Getaway w/ Fire Pit & Views!
TV
Secluded Montana Getaway w/ Fire Pit & Views!
Secluded Montana Getaway w/ Fire Pit & Views!
Restored Vintage Mobile Home on our small Private Ranch
Restored Vintage Mobile Home on our small Private Ranch
8.8 out of 10, Excellent, 6 reviews
"Came as advertised. Rustic. Basic. Very pretty location."
The price is HK$625
per night
23 Jun - 24 Jun
Restored Vintage Mobile Home on our small Private Ranch
Tiny House in the country, close to Billings
Microwave, coffee/tea maker, cookware/dishes/utensils
Tiny House in the country, close to Billings
9.6 out of 10, Exceptional, 5 reviews
"Property as described Stacy was quick to answer any questions we had"
Tiny House in the country, close to Billings
Small Town Big Sky
Fridge, microwave, oven, stovetop
Small Town Big Sky
10.0 out of 10, Exceptional, 3 reviews
"Great open kitchen and living room for a large group to hang out we all enjoyed the stay"
Small Town Big Sky
Quiet and safe walk out daylight basement with a view.
Property grounds
Quiet and safe walk out daylight basement with a view.
Quiet and safe walk out daylight basement with a view.
Secluded Montana Getaway w/ Fire Pit & Views!
TV
Secluded Montana Getaway w/ Fire Pit & Views!
3.0 star property
Secluded Montana Getaway w/ Fire Pit & Views!
Don't see what you're looking for?
See all available properties in Roundup
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.

Other types of properties in Roundup you may be interested in

Autumn's Inn
Balcony
Autumn's Inn
2.5 star property
8.0 out of 10, Very good, 82 reviews
"Staff very helpful and friendly. Would stay there again. "
The price is HK$664
per night
20 Jul - 21 Jul
Autumn's Inn
"The Dugout" in the Bull Mountains...a quaint little getaway!
Property grounds
"The Dugout" in the Bull Mountains...a quaint little getaway!
10.0 out of 10, Exceptional, 28 reviews
"We came home for Christmas and this was a great place to stay. It was clean, quiet and easy to keep warm. Beds were comfortable and the living room was a great place to hang out and relax at night."
"The Dugout" in the Bull Mountains...a quaint little getaway!
The Glamping Spot
Fridge, microwave, oven, stovetop
The Glamping Spot
10.0 out of 10, Exceptional, 3 reviews
"This is a great log cabin! We used it as a home base while we were visiting in the area."
The Glamping Spot
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.

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:

  • View our selection of featured holiday rentals in Roundup
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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 holiday rental in Roundup?

Yes, there are holiday rentals close to the most popular sights in Roundup, or you can select a more secluded option if you're looking for a relaxing stay. Roundup is known for its parks and museums.

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

The Glamping Spot: This highly rated holiday home rental in Roundup offers a selection of games, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 holiday rental in Roundup like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roundup. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family getaway.

Recent reviews of Roundup properties
Expedia verified reviews

The Glamping Spot

The Glamping Spot

5/5 Excellent
Clean, Quiet getaway
"This is a great log cabin! We used it as a home base while we were visiting in the area."
A verified traveller stayed at The Glamping Spot
Posted 4 days ago
The Glamping Spot