Osage Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Holiday Rentals in Osage

Our top choices for Osage holiday rentals

Rustic log cabin in the beautiful Wyoming Black Hills!
Interior

Rustic log cabin in the beautiful Wyoming Black Hills!

9.6 out of 10, Exceptional, (122)
"We loved the location, the scenery, and the host!"
Rustic log cabin in the beautiful Wyoming Black Hills!
Home Base for ALL your Black Hills adventures!
Outdoor spa tub

Home Base for ALL your Black Hills adventures!

9.0 out of 10, Wonderful, (84)
"The house was perfect and Excellent place to stay for Utving with gas station right down the road and access to trails both ways when leaving the property. Brian was awesome responds right away to questions you have and this place is highly recommend. "
Home Base for ALL your Black Hills adventures!
Western gateway to the Black Hills-Snowmobiling, skiing, hunting, and fishing!
Exterior

Western gateway to the Black Hills-Snowmobiling, skiing, hunting, and fishing!

9.8 out of 10, Exceptional, (71)
"Wonderful place to stay! Clean cabin, beautiful property, owners are so helpful. Enjoyed our visit here."
Western gateway to the Black Hills-Snowmobiling, skiing, hunting, and fishing!
Cozy cabin in the beautiful Black Hills
Terrace/patio

Cozy cabin in the beautiful Black Hills

10.0 out of 10, Exceptional, (15)
"It’s the kind of place you want to buy for your family."
The price is AU$716
includes taxes & fees
15 Sept - 16 Sept
Cozy cabin in the beautiful Black Hills
Kara Creek Ranch - Log Cabin
Fridge, microwave, oven, stovetop

Kara Creek Ranch - Log Cabin

9.6 out of 10, Exceptional, (16)
"Want to go back again. It is a beautiful place to stay and vacation in."
The price is AU$422
includes taxes & fees
15 Sept - 16 Sept
Kara Creek Ranch - Log Cabin
Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!
Exterior

Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!

9.8 out of 10, Exceptional, (8)
"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!
Kara Creek Queen Bed Cabin #9
Exterior

Kara Creek Queen Bed Cabin #9

9.6 out of 10, Exceptional, (15)
"Loved the property , staff was very nice , saloon was cool !"
Kara Creek Queen Bed Cabin #9
Kara Creek Ranch - Double Bed Cabin with Kitchen #7
Exterior

Kara Creek Ranch - Double Bed Cabin with Kitchen #7

10.0 out of 10, Exceptional, (5)
"Breakfast is great way to start the day "
Kara Creek Ranch - Double Bed Cabin with Kitchen #7
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, Turkey
Fridge, microwave, oven, stovetop

Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, Turkey

9.8 out of 10, Exceptional, (64)
"We enjoyed some time away while my husband hunted. The cabin had everything we needed and I loved watching all the wildlife from the porch and living room. The host was very responsive. "
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, Turkey
Krell’s Korral Tiny Cabin
Interior

Krell’s Korral Tiny Cabin

9.6 out of 10, Exceptional, (22)
"We rented the Krell Korral for our girls staycation. We stayed a couple of nights to unwind and reset ourselves"
The price is AU$224
includes taxes & fees
10 Sept - 11 Sept
Krell’s Korral Tiny Cabin
Experience the West at Home on the Range
Books

Experience the West at Home on the Range

10.0 out of 10, Exceptional, (15)
"My husband stayed for a couple nights while looking at property and loved the quiet ! "
Experience the West at Home on the Range
Kara Creek Ranch - 3 Bed Cabin #1
Bar (on property)

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...
Kara Creek Ranch - 3 Bed Cabin #1
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3
Exterior

Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3

9.0 out of 10, Wonderful, (19)
"Had a good time with good food and gracious hosts. "
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3
Kara Creek Ranch - King Bed Cabin with Kitchen #6
Exterior

Kara Creek Ranch - King Bed Cabin with Kitchen #6

9.6 out of 10, Exceptional, (15)
"Properly was beautiful. We had a small mixup on our stay abs they were super accommodating. Sat in the saloon with the owner and guests one nigh swapping travel stories 10/10 we will be back"
Kara Creek Ranch - King Bed Cabin with Kitchen #6
Kara Creek Ranch - King Bed Cabin #8
Exterior

Kara Creek Ranch - King Bed Cabin #8

9.2 out of 10, Wonderful, (21)
"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."
Kara Creek Ranch - King Bed Cabin #8
Quiet Newcastle Apartment w/ Step-free Access
Apartment (1 Bedroom) | Interior

Quiet Newcastle Apartment w/ Step-free Access

3.0 star property
Quiet Newcastle Apartment w/ Step-free Access
Kara Creek - Queen Bed Cabin #2
1 bedroom, WiFi, bed sheets

Kara Creek - Queen Bed Cabin #2

9.6 out of 10, Exceptional, (4)
"I booked a visit to Kara Creek Ranch in an effort to escape the Denver area fireworks with my pup (he's super fearful). Cassie promptly responded to all of my questions before arriving and provided all of the info that I needed to check-in. The property is very remote and quite beautiful - vast open space as far as the eye can see! Everyone on site was incredible - from staff to other guests. Ladena prepared a wonderful breakfast each morning. I enjoyed a 2-hour horseback ride with Hannah. She's...
Kara Creek - Queen Bed Cabin #2
Kara Creek Ranch - 2 bed cabin
Interior

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."
Kara Creek Ranch - 2 bed cabin
Trailshead Lodge Cabin 1
Exterior

Trailshead Lodge Cabin 1

10.0 out of 10, Exceptional, (1)
"Hosts Niki and Jeff plus their crew are the sweetest people. The setting is a quiet retreat in the woods and they make sure everything is perfect. There is a resturant on site which was great after a long day of riding. We are looking forward to bringing more family back. We feel like we made new friends. Check in was so easy. I called ahead and Niki texted the key code so we could go dirctly to our cabin. No kitchen in the cabin but we didn't need it. 1 bedroom and a loft with 2 beds. We were...
Trailshead Lodge Cabin 1
Trailshead Lodge - Cabin 3
Exterior

Trailshead Lodge - Cabin 3

Trailshead Lodge - Cabin 3
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
Sign in
Sign up, it's free

Top Osage Hotel Reviews

Find out more about Osage

Find out more about Osage

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$224 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?

Kara Creek Ranch - Log Cabin: This holiday home rental outside of Osage is located in a rural location, and has a patio, a garden and a BBQ 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 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.