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Osage Vacation Rentals

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Our top choices for Osage vacation rentals

1. Kara Creek Queen Bed Cabin #9

Kara Creek Queen Bed Cabin #9
Sundance
9.8 out of 10, Exceptional, (21 reviews)
"Another piece of heaven right in Wyoming. Abundant wildlife with breathtaking views. The staff were all so amazing, kind and helpful. I would definitely return for another trip."
United States
gordon g.
The price is CA $191
CA $233 total
includes taxes & fees
Nov 9 - Nov 10
Kara Creek Queen Bed Cabin #9

2. Kara Creek Ranch - King Bed Cabin #8

Kara Creek Ranch - King Bed Cabin #8
Sundance
9.2 out of 10, Wonderful, (27 reviews)
"Fun cabin on an amazing property! We had no problem with the directions on Google Maps. Our cabin was very clean and the a/c was on when we got there. We hope to stay there again on our return trip."
United States
Tom N.
The price is CA $191
CA $233 total
includes taxes & fees
Nov 9 - Nov 10
Kara Creek Ranch - King Bed Cabin #8

3. Kara Creek Ranch - Double Bed Cabin with Kitchen #7

Kara Creek Ranch - Double Bed Cabin with Kitchen #7
Sundance
9.8 out of 10, Exceptional, (7 reviews)
"I would absolutely stay here again and take advantage of the trail ride in the morning...its beautiful and peaceful."
United States
Nichole C.
The price is CA $212
CA $256 total
includes taxes & fees
Nov 9 - Nov 10
Kara Creek Ranch - Double Bed Cabin with Kitchen #7

4. Kara Creek Ranch - King Bed Cabin with Kitchen #6

Kara Creek Ranch - King Bed Cabin with Kitchen #6
Sundance
9.6 out of 10, Exceptional, (18 reviews)
"We really enjoyed our stay."
United States
Lane S.
The price is CA $212
CA $256 total
includes taxes & fees
Nov 9 - Nov 10
Kara Creek Ranch - King Bed Cabin with Kitchen #6

5. Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3

Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3
Sundance
9.0 out of 10, Wonderful, (20 reviews)
"We really liked the feel and location of this dude ranch cabin and the saloon next door. Great for pets!"
United States
William
The price is CA $261
CA $315 total
includes taxes & fees
Nov 9 - Nov 10
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3

6. Kara Creek Ranch - Log Cabin

Kara Creek Ranch - Log Cabin
Sundance
9.8 out of 10, Exceptional, (24 reviews)
"Stunning views. A true western ranch feeling. The hosts were responsive and available and the house had everything needed for a comfortable stay."
United States
Sofija J.
The price is CA $325
CA $396 total
includes taxes & fees
Nov 9 - Nov 10
Kara Creek Ranch - Log Cabin

7. Arrowhead Motel Double Room at Sundance

Arrowhead Motel Double Room at Sundance
Sundance
9.0 out of 10, Wonderful, (2 reviews)
"Excellent room, older property well maintained and very tidy. Lots of welcoming touches."
United States
Matthew
The price is CA $90
CA $144 total
includes taxes & fees
Nov 9 - Nov 10
Arrowhead Motel Double Room at Sundance

8. Kara Creek Ranch - 2 Bed/2 Bath - Cabin 11

Kara Creek Ranch - 2 Bed/2 Bath - Cabin 11
Sundance
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Amazing view of the sunset and wildlife. Comfortable place to stay. The shower water in one bathroom would not get warm however the other would. That was the only downside. Overall great stay!"
United States
Riley D.
The price is CA $325
CA $396 total
includes taxes & fees
Nov 16 - Nov 17
Kara Creek Ranch - 2 Bed/2 Bath - Cabin 11

9. Cozy cabin in the beautiful Black Hills

Cozy cabin in the beautiful Black Hills
Newcastle
10.0 out of 10, Exceptional, (24 reviews)
"Great place!"
United States
Robin R.
The price is CA $445
CA $628 total
includes taxes & fees
Nov 9 - Nov 10
Cozy cabin in the beautiful Black Hills

10. Arrowhead Motel Sundance WY - 2 Bedroom Residence • Vibe 9105

Arrowhead Motel Sundance WY - 2 Bedroom Residence • Vibe 9105
Sundance
The price is CA $208
CA $268 total
includes taxes & fees
Dec 7 - Dec 8
Arrowhead Motel Sundance WY - 2 Bedroom Residence • Vibe 9105
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 Osage Hotel Reviews

Find out more about Osage

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Osage. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Osage?

Yes, we give you a choice of vacation rentals near popular points of interest in Osage, or you can go with a secluded option if you're looking for relaxation.

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

Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, Turkey : Visitors like this Osage vacation home rental. It is located in the mountains and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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, Cedar Pines Golf Course, and Red Onion Museum.

What’s a vacation rental in Osage like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Osage. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.