Vacation rentals in Osage County
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Top vacation rentals in Osage County

Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

Treehouse - Sunrise

Private Logcabin All To Yourself With Lake View

Glamping with gorgeous sunset views, trolley to all wineries

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

Cozy Riverview Cottage. 5 minute walk to downtown

Carriage House at the Mansion on Market Street

The House on Wine Alley

Cottage Properties - Country Log Cabin

Ash Creek Suite - In Downtown Historic Hermann

The Bloom House

Charming cabin with WiFi and AC in delightful Eldon

The Bittersweet Inn: Brand new 6 bed 5 bath house

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

The Mercantile on the Katy Trail
The Best Way to Find Vacation Rentals in Osage County
How cheap is a vacation rental in Osage County?
You can find Osage County vacation rentals from just $161 per night.
How do you look for the best vacation rental deals in Osage County with Travelocity?
Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Osage County vacation rentals with Travelocity.
Are cancellations free on vacation rentals with Travelocity?
You may be able to cancel your Osage County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.
What types of vacation rentals are available in Osage County?
Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Osage County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.
What are the benefits of booking a short-term rental in Osage County?
Whether you’re a winter wanderer or planning a summer sojourn, Osage County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time.
Where can I find vacation rentals in Osage County?
Take your pick from the excitement of the big Osage County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem.
How do I find a family-friendly vacation rental in Osage County?
Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks.
Why is Travelocity the best site to find your Osage County rentals?
Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.
How do I cancel my vacation rental with Travelocity?
It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.

