Roundup Holiday Rentals

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Check prices for these dates

Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

Holiday Rentals in Roundup

Interior
Quiet Country Burnt Cross Cabin close to Billings

Quiet Country Burnt Cross Cabin close to Billings

Worden
9.4 out of 10, Exceptional, (6)
"Absolutely darling place that had everything I needed for my stay. The house was clean and the bed was very comfortable. The host was very nice and helpful and easy to get ahold of. Would highly recommend staying here!"
United States
Katie g.
Quiet Country Burnt Cross Cabin close to Billings
1 bedroom, desk, WiFi, bed sheets
Countryside 1-bedroom apartment in fabulous Billings with WiFi, AC

Countryside 1-bedroom apartment in fabulous Billings with WiFi, AC

Billings
10.0 out of 10, Exceptional, (1)
"Great place had everything I needed! Easy to communicate with and would definitely recommend to anyone coming to Billings! Will stay here again if I have a chance."
United States
AJs D.
Countryside 1-bedroom apartment in fabulous Billings with WiFi, AC
Interior
Near Hunting: Cozy Cabin w/ Deck in Grass Range!

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

3.0 star property
Grass Range
Near Hunting: Cozy Cabin w/ Deck in Grass Range!
Fridge, microwave, oven, stovetop
Tiny House in the country, close to Billings

Tiny House in the country, close to Billings

Worden
9.6 out of 10, Exceptional, (5)
"Property as described Stacy was quick to answer any questions we had"
United States
Dianne W.
Tiny House in the country, close to Billings
Fridge, microwave, oven, stovetop
See the stars from this cozy guest cabin 30 minutes from Billings.

See the stars from this cozy guest cabin 30 minutes from Billings.

Shepherd
10.0 out of 10, Exceptional, (3)
"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."
United States
Grady B.
See the stars from this cozy guest cabin 30 minutes from Billings.
Exterior
Restored Vintage Mobile Home on our small Private Ranch

Restored Vintage Mobile Home on our small Private Ranch

Lavina
9.0 out of 10, Wonderful, (8)
"We loved the property. The only one thing I can say that made us nervous was the loose dogs. They do seem a little scary. Thank you though for the lovely place in the woods."
United States
Jen C.
The price is HK$622
HK$1,344 total
includes taxes & fees
6 Dec - 7 Dec
Restored Vintage Mobile Home on our small Private Ranch
Fridge, microwave, oven, stovetop
Small Town Big Sky

Small Town Big Sky

Winnett
9.6 out of 10, Exceptional, (7)
"Great open kitchen and living room for a large group to hang out we all enjoyed the stay"
United States
Shawna K.
Small Town Big Sky
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.

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

3 Bedroom 2 bath with space for classes and retreats

Shepherd
3 Bedroom 2 bath with space for classes and retreats
Interior
Secluded Montana Getaway w/ Fire Pit & Views!

Secluded Montana Getaway w/ Fire Pit & Views!

3.0 star property
Ryegate
Secluded Montana Getaway w/ Fire Pit & Views!
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

Small Town Big Sky

Small Town Big Sky

10/10 Excellent
"Have stayed here twice highly recommend if you can find it available always booked and for good reason. Great place "
Eric R. 3-night trip
Posted 2 days ago
Small Town Big Sky

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 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?

Small Town Big Sky: This holiday home rental outside of Roundup offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 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.