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Osage Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Osage vacation homes are the perfect way for you to wing it.

Holiday houses in Osage let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Osage in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Osage adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Osage with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Osage vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Osage Holiday Homes essential information

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Popular accommodation
Quiet Shell River Cabin with Sauna, Jack Pines Resort, Updated 2BR, 5.5 acre gem with vista view of Straight Lake!, Osage Schoolhouse: Renovated, Sleeps 23, Spacious and Comfortable

Top trending hotels in Osage

Quiet Shell River Cabin with Sauna

Quiet Shell River Cabin with Sauna

Osage
Stay at this cabin in Osage. Enjoy a sauna, an in-room coffeemaker, and air conditioning.
Quiet Shell River Cabin with Sauna
Jack Pines Resort

Jack Pines Resort

3.5 out of 5
53014 MN-34, Osage, MN
Stay at this 3.5-star cabin in Osage. Enjoy free parking, a picnic area, and hiking/biking on site.
Jack Pines Resort
Updated 2BR, 5.5 acre gem with vista view of Straight Lake!

Updated 2BR, 5.5 acre gem with vista view of Straight Lake!

Osage
Stay at this vacation home in Osage. Enjoy a garden, patios, and an in-room coffeemaker. Popular attraction Two Inlets State Forest is located nearby.
Updated 2BR, 5.5 acre gem with vista view of Straight Lake!
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Osage Schoolhouse: Renovated, Sleeps 23, Spacious and Comfortable

Osage Schoolhouse: Renovated, Sleeps 23, Spacious and Comfortable

Osage
Stay at this vacation home in Osage. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker.
Osage Schoolhouse: Renovated, Sleeps 23, Spacious and Comfortable
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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.

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^Subject to availability and chosen travel dates.