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Holiday Rentals in Osage County

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Featured Holiday Rentals in Osage County

Country Townhouse near Osage River: Go boating, UTV gravel roading, fishing!

10.0 out of 10, Exceptional, (22)
"Excellent communication with the property manager and space was exactly as described. Would stay again."
The price is €310
includes taxes & fees
27 Jun - 28 Jun
Country Townhouse near Osage River: Go boating, UTV gravel roading, fishing!

Archie’s House

10.0 out of 10, Exceptional, (30)
"Cute, clean little house. Highly recommend!"
Archie’s House

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

8.0 out of 10, Very good, (2)
"No wi-fi. Mediocre property undergoing some renovations. Way over-priced for a 2 bedroom. (The 3rd bedroom had a bunk bed with 2 top bunks). The living room couches were very hard and uncomfortable. The patio area was broken up and weedy. The Owners would benefit from adding a pool table in the basement, a patio area with a gas grill, patio furniture, hot tub &/or pool. The deck was nice but it wasn’t on the sunny side of the house. "
The price is €337
includes taxes & fees
27 Jul - 28 Jul
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Case Cottage

The price is €301
includes taxes & fees
6 Jul - 7 Jul
Case Cottage

NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride

10.0 out of 10, Exceptional, (3)
"Myself and 4 girlfriends wanted to get away for the weekend, but didn’t want to go far. Hermann was the perfect spot and this was the perfect house! Keren was wonderful to work with and the house was so cute!"
NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride

Quiet, country experience - 5 miles from Hermann.

Quiet, country experience - 5 miles from Hermann.

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (26)
"This property is great! Cool little mid 1800’s cottage on a hilltop overlooking the Missouri River. Well appointed with everything we needed for two adults and a kiddo. 2 minute drive to shops and restaurants in downtown Hermann. Host was great! We’d definitely stay again!"
The price is €234
includes taxes & fees
29 Jun - 30 Jun
Cozy Riverview Cottage. 5 minute walk to downtown

Your home away from home! The Branson Country B&B in Hermann,Mo

9.8 out of 10, Exceptional, (54)
"We had a nice weekend at this nice place. "
Your home away from home! The Branson Country B&B in Hermann,Mo

The Laughing Boar, perfectly located downtown

10.0 out of 10, Exceptional, (46)
"Great place - very roomy."
The Laughing Boar, perfectly located downtown

The Mueller Haus - Hermann, MO

The Mueller Haus - Hermann, MO

The Artists Suites, Leonardo da Vinci Suite

9.8 out of 10, Exceptional, (40)
"The room was nice, close to everything. "
The price is €143
includes taxes & fees
29 Jun - 30 Jun
The Artists Suites, Leonardo da Vinci Suite

The Artists Suites, Claude Monet Suite

10.0 out of 10, Exceptional, (40)
"Beautiful room right next to great night life atmosphere!"
The price is €143
includes taxes & fees
29 Jun - 30 Jun
The Artists Suites, Claude Monet Suite

The Artists Suites, Vincent Van Gogh Suites

9.8 out of 10, Exceptional, (27)
"Highly recommend! Easy check in and great location."
The price is €143
includes taxes & fees
29 Jun - 30 Jun
The Artists Suites, Vincent Van Gogh Suites

The Artists Suites, Jackson Pollock Suite

9.8 out of 10, Exceptional, (49)
"Great place to stay , center of town , everything is within walking distance , everything was simple , and made easy for the guests"
The price is €130
includes taxes & fees
29 Jun - 30 Jun
The Artists Suites, Jackson Pollock Suite

Newly Renovated "Wine Cork Escape"!

10.0 out of 10, Exceptional, (39)
"Our repeat stay was as just as great as the first. Beds are comfy and the location is quiet. We will definitely book when we are in the area again."
Newly Renovated "Wine Cork Escape"!

Ash Creek Guesthouse - Downtown Historic Hermann

10.0 out of 10, Exceptional, (44)
"This house was very nice, everything was as described, online pictures are accurate. The location was perfect for enjoying the festivities."
Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (47)
"We went down for a wedding. The little cottage was perfect for us. I really enjoyed being able to sit on the little patio. "
The price is €303
includes taxes & fees
8 Jul - 9 Jul
Ash Creek Suite - In Downtown Historic Hermann

The House on Wine Alley

9.0 out of 10, Wonderful, (43)
"Great place to stay in the heart of Hermann! Definitely recommend!"
The price is €278
includes taxes & fees
30 Jun - 1 Jul
The House on Wine Alley

Private 2BR Hermann Home w/ Deck + Trolley Pickup – Great Event-Ready Stay!

10.0 out of 10, Exceptional, (10)
"We were in town for a family wedding and this was the perfect house and location. A hidden gem with so many ammenities, exactly what we needed."
Private 2BR Hermann Home w/ Deck + Trolley Pickup – Great Event-Ready Stay!

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

10.0 out of 10, Exceptional, (43)
"Great place to stay"
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
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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