Osage Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Osage vacation rentals

Krell’s Korral Tiny Cabin

Krell’s Korral Tiny Cabin
Four Corners
9.6 out of 10, Exceptional, (23 reviews)
"Thanks again for a good stay in wyoming"
United States
Gabe N.
The price is CA $137
CA $215 total
includes taxes & fees
May 4 - May 5
Krell’s Korral Tiny Cabin

Kara Creek Queen Bed Cabin #9

Kara Creek Queen Bed Cabin #9
Sundance
9.6 out of 10, Exceptional, (15 reviews)
"Such a great place to stay for the price. Friendly people beautiful place. "
United States
Efthalia
The price is CA $171
CA $222 total
includes taxes & fees
Apr 19 - Apr 20
Kara Creek Queen Bed Cabin #9

Kara Creek Ranch - 3 Bed Cabin #1

Kara Creek Ranch - 3 Bed Cabin #1
Sundance
8.0 out of 10, Very good, (3 reviews)
"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...
United States
Jo W.
The price is CA $157
CA $207 total
includes taxes & fees
Apr 19 - Apr 20
Kara Creek Ranch - 3 Bed Cabin #1

Kara Creek Ranch - King Bed Cabin #8

Kara Creek Ranch - King Bed Cabin #8
Sundance
9.2 out of 10, Wonderful, (22 reviews)
"Loved that it was off the beaten path, the quiet was amazing. Breakfast was great we enjoyed having it in the main Ranch house made it feel very much like home."
United States
Nadia
The price is CA $171
CA $222 total
includes taxes & fees
Apr 19 - Apr 20
Kara Creek Ranch - King Bed Cabin #8

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, (15 reviews)
"We really enjoyed our stay."
United States
Lane S.
The price is CA $199
CA $253 total
includes taxes & fees
Apr 24 - Apr 25
Kara Creek Ranch - King Bed Cabin with Kitchen #6

Kara Creek Ranch - Double Bed Cabin with Kitchen #7

Kara Creek Ranch - Double Bed Cabin with Kitchen #7
Sundance
10.0 out of 10, Exceptional, (5 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 $199
CA $253 total
includes taxes & fees
Apr 29 - Apr 30
Kara Creek Ranch - Double Bed Cabin with Kitchen #7

Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

Kara Creek Ranch - Rustic 2 Bedroom Cabin #5
Sundance
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay"
United States
Brian C.
Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

Cozy cabin in the beautiful Black Hills

Cozy cabin in the beautiful Black Hills
Newcastle
10.0 out of 10, Exceptional, (17 reviews)
"Very accommodating with check in, beautiful restful setting. Would definitely stay again. Thank you for everything "
United States
Jeremy V.
The price is CA $431
CA $638 total
includes taxes & fees
Apr 19 - Apr 20
Cozy cabin in the beautiful Black Hills

Kara Creek Ranch - Log Cabin

Kara Creek Ranch - Log Cabin
Sundance
9.6 out of 10, Exceptional, (18 reviews)
"Excellent location and cabin."
United States
Korey S.
The price is CA $294
CA $376 total
includes taxes & fees
Apr 19 - Apr 20
Kara Creek Ranch - Log Cabin

Arrowhead Motel Double Room at Sundance

Arrowhead Motel Double Room at Sundance
Sundance
The price is CA $108
CA $175 total
includes taxes & fees
Apr 25 - Apr 26
Arrowhead Motel Double Room at Sundance
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Kara Creek Ranch - Log Cabin: Visitors like this Osage vacation home rental. It is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.