Roundup Vacation Rentals

Vacation 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)
"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 price is $134
$166 total
includes taxes & fees
Jun 28 - Jun 29
"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, (2)
"Great place"
The price is $234
$288 total
includes taxes & fees
Jun 3 - Jun 4
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)
"Cute, comfortable, serene"
The price is $104
$134 total
includes taxes & fees
Jun 9 - Jun 10
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)
"Loved my stay, quiet, remote, enjoyed seeing the deer and wild turkey❤️"
The price is $99
$184 total
includes taxes & fees
Jun 1 - Jun 2
MOUNTAIN CABIN 1
MOUNTAIN CABIN 2
Exterior
MOUNTAIN CABIN 2
10.0 out of 10, Exceptional, (1)
"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)
"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
9.0 out of 10, Wonderful, (2)
"Had a great time. Thank you so much."
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)
"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)
"Came as advertised. Rustic. Basic. Very pretty location."
The price is $80
$173 total
includes taxes & fees
Jun 1 - Jun 2
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)
"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)
"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.

Roundup Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Roundup cabins
Known landmarks
Musselshell Valley Historical Museum, Pine Ridge Golf Club and Roundup City Park
International airport
Billings, MT (BIL-Logan Intl.)

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, (81)
"Nice"
The price is $90
$97 total
includes taxes & fees
Jun 5 - Jun 6
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)
"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 price is $134
$166 total
includes taxes & fees
Jun 28 - Jun 29
"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, (2)
"Great place"
The price is $234
$288 total
includes taxes & fees
Jun 3 - Jun 4
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.

Everything you need to know about Roundup vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roundup vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roundup vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roundup vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roundup. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Roundup in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Roundup rentals

At Expedia, we put the best Roundup vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Roundup rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roundup vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roundup. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

The Glamping Spot: This Roundup vacation home rental offers a selection of games, a spa tub, and a barbecue grill 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 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.

Recent reviews of Roundup properties
Expedia verified reviews

The Glamping Spot

The Glamping Spot

5/5 Excellent
Great place
"Great place"
A verified traveler stayed at The Glamping Spot
Posted 1 month ago
The Glamping Spot