Osage Holiday Rentals

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Holiday Rentals in Osage

Rustic log cabin in the beautiful Wyoming Black Hills!
9.6 out of 10, Exceptional, (107)
"Serenity and the area is so very beautiful. I would love to live there as the town of Sundance very friendly and clean. Jay checked on us twice to make sure everything was going okay. Thank you Jay for your hospitality! "
Rustic log cabin in the beautiful Wyoming Black Hills!
Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!
9.6 out of 10, Exceptional, (5)
"It was a perfect location, wonder scenery...would love to visit there again."
Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.
9.8 out of 10, Exceptional, (56)
"Greg was great to work with and his communication amazing (especially as we got close to trip date and snow was questionable)! Our Christmas wish for snow came true and we had a great time! Thank you, Greg!"
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.
Kara Creek Ranch - 2 bed cabin
10.0 out of 10, Exceptional, (1)
"Devin, Jordan, and the rest of the crew were amazing as always!!! Love this place."
The price is AU$276
includes taxes & fees
13 July - 14 July
Kara Creek Ranch - 2 bed cabin
Cozy cabin in the beautiful Black Hills
9.6 out of 10, Exceptional, (5)
"Great place to stay"
The price is AU$777
includes taxes & fees
23 June - 24 June
Cozy cabin in the beautiful Black Hills
Historic Stay Inn.
10.0 out of 10, Exceptional, (14)
"Recommended to anybody"
Historic Stay Inn.
Home on the Range
10.0 out of 10, Exceptional, (3)
"My wife and I have a very busy life and she is very social. We have eight children. Five of our children are off living their lives outside of our home and we are left with 9-year-old triplets and our 3 and 1/2-year-old German Shepherd to which my wife and I, the triplets and our German Shepherd Diesel was allowed to stay here. There was no TV. There was plenty of games, there was the most amazing scenery, we did not have the best cell phone service which made it even better, our big kids have...
Home on the Range
Kara Creek Ranch - King Bed Cabin with Kitchen (#6)
10.0 out of 10, Exceptional, (12)
"We really enjoyed our stay."
The price is AU$259
includes taxes & fees
18 July - 19 July
Kara Creek Ranch - King Bed Cabin with Kitchen (#6)
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette (#3)
9.4 out of 10, Exceptional, (13)
"If you are looking for a relaxing and quiet place to get away this is pretty good. There is quite a drive to get in, but it is stunning. Free range cattle, horses, deer are visible. I stayed in unit 3. It was clean but felt a little old - no big deal. When I arrived, I was not sent a code but the neighbor told me it was unlocked. The saloon was a hoot. Live music and great conversation with Montie (former World Champion Rodeo personality). They had breakfast at 8:00 am, I did not...
The price is AU$276
includes taxes & fees
11 July - 12 July
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette (#3)
Kara Creek Ranch - Log Cabin
10.0 out of 10, Exceptional, (12)
"Quiet cabin in rural Wyoming. We loved sitting in swing and enjoying time relaxing as a family."
The price is AU$419
includes taxes & fees
14 July - 15 July
Kara Creek Ranch - Log Cabin
Krell’s Korral Tiny Cabin
9.6 out of 10, Exceptional, (16)
"Bev made us feel at home during our stay. Everything was as advertised and we plan to stay there again in the future."
The price is AU$240
includes taxes & fees
22 June - 23 June
Krell’s Korral Tiny Cabin
Kara Creek Queen Bed Cabin (#9)
9.4 out of 10, Exceptional, (8)
"Not the biggest, just the Best working Cattle Ranch with cabins.Picked it for our 25th. Wife is a Big horse Lover. They did not need our help in July or August. Special thanks to some of the staff, Chris the trail boss Ladina the Superb cook, and the Bull-Horned hood ornament of the place. Cowboy Hawkeye Henson. For his stories and entertainment. Thanks to all ..."
The price is AU$199
includes taxes & fees
18 July - 19 July
Kara Creek Queen Bed Cabin (#9)
4bdr with a Beautiful Mountain View while relaxing in a Jacuzzi
9.2 out of 10, Wonderful, (5)
"Paul was a great host. Everything was clean."
4bdr with a Beautiful Mountain View while relaxing in a Jacuzzi
Kara Creek Ranch - Rustic 2 Bedroom Cabin (#5)
10.0 out of 10, Exceptional, (8)
"First time we’ve ever stayed at a working ranch and it was awesome! The cabins are rustic and simple and exactly what you need for a good nights sleep. Our 2 year old had a great time dancing around the saloon and listening to live music played by Monty, a former rodeo champion! Everyone was so wonderful and welcoming. When we arrived we met the owner and he was such a pleasure to talk to. The next morning all of the renters went to the ranch house for a delicious breakfast together. Highly...
The price is AU$276
includes taxes & fees
18 July - 19 July
Kara Creek Ranch - Rustic 2 Bedroom Cabin (#5)
Quiet Newcastle Apartment w/ Step-Free Access
10.0 out of 10, Exceptional, (1)
"Very clean, quiet, private. Contact person accommodating and kind. Will definitely stay here again if in the area and would highly recommend to others!"
Quiet Newcastle Apartment w/ Step-Free Access
Kara Creek Ranch - King Bed Cabin (#8)
9.4 out of 10, Exceptional, (17)
"The property is absolutely stunning! We picked up dinner before heading into the ranch as it is about 20 mins off the highway and closest town. Highly recommend getting up early to watch the sunrise come over the mountains! Beautiful!"
The price is AU$234
includes taxes & fees
13 July - 14 July
Kara Creek Ranch - King Bed Cabin (#8)
Kara Creek Ranch - Double Bed Cabin with Kitchen (#7)
10.0 out of 10, Exceptional, (3)
"thank you"
The price is AU$259
includes taxes & fees
13 July - 14 July
Kara Creek Ranch - Double Bed Cabin with Kitchen (#7)
Quiet Newcastle Apartment w/ Step-free Access
3.5 star property
Quiet Newcastle Apartment w/ Step-free Access
Kara Creek Ranch - 3 Bed Cabin (#1)
8.0 out of 10, Very good, (3)
"If you like rustic and simple, the peacefulness of the country and being "off the grid" you are gonna Love this place! Enjoy the thrill as you drive down the miles of winding gravel roads wondering if the next bend is your destination. And finally you are there... feel the peace as you slowly roll down the drive... no traffic, no noise, no hassle. Just good country folks respecting your space, but there for you if you need something. Coming here was the best part of our trip. Thank you Cassie...
The price is AU$217
includes taxes & fees
18 July - 19 July
Kara Creek Ranch - 3 Bed Cabin (#1)
Kara Creek - Queen Bed Cabin (#2)
9.0 out of 10, Wonderful, (2)
"People were great and friendly, the provided breakfast was yummy, hiking in the valley was peaceful and plenty of places to explore. My only issue was that the AC didn’t work the fan couldn’t keep up w 90 degree heat - too hit."
Kara Creek - Queen Bed Cabin (#2)
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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 Osage you may be interested in

Serena Inn & Suites - Sundance
2.5 star property
8.6 out of 10, Excellent, (745)
"The lady at check in was very pleasant. The lovby looked clean. The dining area was clean. We wrnt to our room, which was also very clean. We made use of the refrigerator since we were just passing thru the area. Both the fridge and freezer worked great. Microwave also worked. Bathroom was clean. Had the breakfast the next morning. There was juice, coffee, yogurt, bagels, muffins, bread, biscuits & gravy, cereal and hard boiled eggs. Only thing missing was fresh fruit. Wed...
The price is AU$237
includes taxes & fees
20 June - 21 June
Serena Inn & Suites - Sundance
Arrowhead Motel
2.0 star property
9.0 out of 10, Wonderful, (688)
"Our room was amazingly clean and the employees were exceedingly helpful and kind to us. There is an adorable diner right across the street for breakfast, it is the perfect road-trip stop. "
The price is AU$145
includes taxes & fees
26 June - 27 June
Arrowhead Motel
Bear Lodge Motel
2.0 star property
8.0 out of 10, Very good, (470)
"Larger single room. "
The price is AU$152
includes taxes & fees
25 June - 26 June
Bear Lodge Motel
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 Osage holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osage holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Osage holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Osage holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osage holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osage holiday rentals we have selected for you start as low as AU$199 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Osage rentals

At Expedia, we put the best Osage holiday 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 Osage 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 Osage holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osage. 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

Are there holiday rentals in Osage?

Yes, there are holiday rentals close to the most popular sights in Osage, or you can select a more secluded option if you're looking for a relaxing stay.

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

Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.: This holiday home rental outside of Osage is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Osage?

While exploring the area, visit the sights like Upton Old Town, Red Onion Museum and Cedar Pines Golf Course.

What’s a holiday rental in Osage like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osage. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.

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