Hillside Cottage is a whole house rental in downtown Hermann. It is walking distance to the restaurants, bars, wineries, museums and shopping. The Trolley will even pick you up out front. There are 4 bedrooms and 2 full bathrooms. It has a full kitchen with all the appliances and untencils, a cozy...

Autzie's - Beautifully updated, charming guest house rental in historic Hermann, MO. One bedroom, one bath cottage was built in 1850 and is just a very short walk to downtown Hermann where guests can enjoy wineries, museums, shopping and restaurants. Amazing view of the Missouri River, peaceful and...

*We require a 2 night minimum stay on weekends, otherwise 1 nights stays during the week are fine! We are only 15 minutes from Hermann, Mo the Midwest's premier wine region. Our local wineries, meaderies and distilleries are award winning and always welcoming. The German heritage is celebrated...

Spirit Hill Guest House & Gardens offers stunning Missouri River views and fresh, contemporary design in the heart of beautiful Hermann, Missouri, one of America's prettiest towns. Completely remodeled and expanded, it's a quiet, in-town retreat just 5 minutes from wineries, restaurants, shops and...

Our Cottage... ​ Our guest cottage welcomes you to a whole-house rental. The perfect place to escape for a fully private stay with all the comforts of home! At the Wine Country Cottage, the whole cottage is yours! Nestled atop of Market Street, the newly renovated and decorated cottage offers a...

Angels on 3rd Street is an extended stay Guest House housed in an 1879 brick building located in Hermann's Historic District. You'll be staying in one of our spacious apartment/suites.. Each apartment/suite will sleep from 2 to 6 people (choose the one that fits your needs). Each...

Experience the charming small town of Hermann when you stay at this updated 3-bedroom, 1.5-bathroom vacation rental home! With sleeping arrangements for 8, a sprawling grass yard, and a prime location just half a block from Stone Hill Winery, 'Hermann Hilltop House' is perfect for friends and...

** Please note that the homeowner lives on the premises ** Come and see what country living is like at the 'Bunkhouse', a 1-bedroom, 1.5-bath renovated milk house with sleeping for 14 guests! With an incredible location on a 120-acre working farm, this cottage is the perfect place to retreat to...

Escape the hustle and bustle of daily life and stay at this charming 1-bedroom, 1-bathroom apartment in Berger! Nestled on a 42-acre working farm, the ‘Sunrise Suite’ offers 2 guests a peaceful retreat in the heart of wine country. With a pool, pond, and tranquil acres of rolling hills, you’ll be...

Let go of all your worries and stresses with this captivating 1-bedroom, 1-bathroom Berger apartment, which sleeps 2! The 'Sunset Suite' is located on a breathtaking 42-acre farm that has so much to do and see, you'll have a hard time ever leaving the property! THE PROPERTY Bedroom: King Bed...

Book this one-of-a-kind vacation rental apartment that's bringing back the roadside barn! 'Sandy's Lake aka McCurdy's' is a New Haven gem! The property is located right by a fishing lake and even has on-site horses. With 3 bedrooms, 2 bathrooms and accommodations for 8, it's the perfect place to...

What was once used as a fueling station at McCurdy Farm, this now vacation rental has been perfectly re-purposed to be a quaint and comfortable guest house for 3. The 1-bath studio is an ideal romantic getaway or quiet respite. Sandy's Lake is a few steps away or gather around the fire pit and...