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Hillside Cottage in Beautiful Downtown Hermann

Photo gallery for Hillside Cottage in Beautiful Downtown Hermann

A kitchen with wooden cabinets, a central island with stools, a microwave, and a stove. - Hillside Cottage in Beautiful Downtown Hermann (Hermann)
A blue door with the number 131 and a yellow sign that reads "Hillside Cottage". - Hillside Cottage in Beautiful Downtown Hermann (Hermann)
A kitchen with wooden paneling, white cabinets, a central island with stools, stainless steel appliances, and pendant lighting. - Hillside Cottage in Beautiful Downtown Hermann (Hermann)
A cozy living room with a wooden floor, a staircase, wicker chairs, a sofa, a small table, and a window with curtains. - Hillside Cottage in Beautiful Downtown Hermann (Hermann)
A covered patio with a glass table, striped sofa, and blue Adirondack chairs. - Hillside Cottage in Beautiful Downtown Hermann (Hermann)
Hillside Cottage in Beautiful Downtown Hermann provides laundry facilities and more. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Add dates for prices

About this property

Hillside Cottage in Beautiful Downtown Hermann

  • Hillside Cottage is a whole house rental in Downtown Hermann. You will have this entire 1300 sq ft home with 4 bedrooms and 2 full baths all to yourselves. The full kitchen has all the appliances, dishes, pans, wine glasses etc. The large dining table seats 8 people and is a great place to enjoy a glass of wine while your friends prepare dinner. The bright living room and open concept kitchen are a great space for gathering with friends with plenty of space for all to enjoy. There is a lovely patio with table and chairs for that morning cup of coffee or afternoon glass of wine. Our home is located downtown Hermann and it is walking distance to shopping, wineries, restaurants, and bars. Come make Hillside Cottage your home away from home while visiting Missouri Wine Country.

    Hillside Cottage sits on the side of a hill. Guests must climb one flight of stairs to get to the main floor. There is a second set of stairs to get to the third and fourth bedrooms.

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About the neighborhood

Located in Hermann, this vacation home is in the city center. Tin Mill Brewery and Hermannhof Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Grand Bluffs Conservation Area and Daniel Boone Conservation Area. Kayaking and motor boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby. Visit our Hermann travel guide
View more Vacation Homes in Hermann
Map
Hermann, MO

What's nearby

  • A vineyard with rows of grapevines, a stone wall, and a narrow road.
    Stone Hill Winery
    16 min walk - 0.9 miles
  • Deutschheim State Historic Site
    5 min walk - 0.3 miles
  • Hermannhof Vineyards
    13 min walk - 0.7 miles
  • Hermann Farm Museum
    17 min walk - 0.9 miles
  • Reserve Cellars of Hermann
    2 min drive - 2.0 miles

Getting around

  • Hermann Station
    12 min walk
  • St. Louis Lambert Intl. Airport (STL)
    76 min drive

Restaurants

  • 4th Street Pizza 4.5
    4 min walk
  • Stone Hill Winery
    18 min walk
  • Sharp Corner Tavern
    2 min walk
  • Hermann 1837 Bar
    3 min walk
  • Tin Mill Brewing Company
    10 min walk

Frequently asked questions

Is Hillside Cottage in Beautiful Downtown Hermann pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Hillside Cottage in Beautiful Downtown Hermann?

As of Oct 24, 2026, prices found for a 1-night stay for 2 adults at Hillside Cottage in Beautiful Downtown Hermann on Oct 25, 2026 start from $426, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Hillside Cottage in Beautiful Downtown Hermann?

Check-in begins at 3:00 PM.

What time is check-out at Hillside Cottage in Beautiful Downtown Hermann?

Check-out is at 11:00 AM.

Where is Hillside Cottage in Beautiful Downtown Hermann located?

Located in the heart of Hermann, this vacation home is within a 10-minute walk of Deutschheim State Historic Site, Missouri River, and Tin Mill Brewery. Hermannhof Vineyards and Stone Hill Winery are also within 1 mi (2 km). Hermann Station is 12 minutes by foot.

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Reviews

Hillside Cottage in Beautiful Downtown Hermann Reviews

9.4

Exceptional

9.4

Cleanliness

9.6

Location
Rating 10 - Excellent. 25 out of 33 reviews
Rating 8 - Good. 5 out of 33 reviews
Rating 6 - Okay. 2 out of 33 reviews
Rating 4 - Poor. 1 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

We lived the centralization of our stay.
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in a great location

What a great property in an amazing location. Everything was in walking distance for us. Great host with a cute property.
Stayed 1 night in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Clean and comfortable! Great place to stay!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We found this property to be clean and comfortable for our quick girls trip. It is located within walking distance to bars and restaurants.
Stayed 2 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check-in easy and kitchen was good
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tour of Hermann

Loved the location and the cottage was perfect!
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Location and Space

Excellent location and space. Loved the balcony and there was plenty of space.
Stayed 1 night in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls weekend

Everything was perfect.
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

Perfect place for my daughters bridesmaids to stay for her Hermann wedding. Thx!
Stayed 2 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday getaway

We loved the space and flexibility and the house was cool. Loved the patio area so we could drink and socialize and relax at night. Worth it.
Stayed 1 night in Jun 2023
Verified review

4/10 Poor

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy

Disappointed

Description of rental didn’t warn you about the amount of stairs you would have to climb just to enter the rental and even more stairs to get to the third and fourth bedrooms. The bedding upstairs smelled musty to the point I bought a different blanket to use. Shower door had to be slammed to close. For the price I was very disappointed.
Stayed 2 nights in Mar 2023
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good and not so good

The hillside cottage was very convenient to everything we wanted to do. We all have been coming to Hermann for 15 years and needed a bigger place this time around. The Hillside Cottage was ok to stay. Big kitchen as we all cook while we are there. Living room was ok but not comfortable for 8 of us to play games but we made it work. We had to go out and buy toilet paper as there was only 4 rolls when we arrive and that was gone by Saturday night. Bring your own bed pillow as the ones there were not very good. The towel situation could have been better too. I would recommend if your expectations are not high. Its just an OK place to stay. I will end with we stayed at this cottage some years ago and had a much better stay than this time. Something obviously changed.
Stayed 2 nights in Nov 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent!

The property was great, just what we needed for our short weekend stay. Rose gave great instructions and check in info. The home was clean and fit all of us comfortably. Thank you!
Stayed 2 nights in Mar 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wine Trail Weekend

I am with others, when you first arrive it does not look like it was what we expected, however the property was as described. Communication was great! Everything was in great condition, this is a cute place in a great location. As far as bed comfort, it depends on the person. Our bed was too hard for me and I will take my own pillow next time, but others in our group loved them, just a personal preference and it was a short trip so not a big deal. They had everything we needed and then some. The patio was a nice area, we did not use due to the colder temps but would be great when warmer. You can hop on the trolley at the end of the street (probably in front of the house too). We are planning on booking again for another friends get away for this fall.
Stayed 1 night in Feb 2022
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Good location

This property did the job for our crew on our annual winery trip. First timers to Hermann as a group and the location was really nice with walking distance to bars/food. We also got curbside trolley pick up which was nice. Rose was great and quick to respond. I think the space could use a fold out sofa or a large sectional for groups.
Stayed 2 nights in Aug 2021
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy

Don’t judge by curb appeal

When we arrived and looked at the curb appeal my heart sank since I am the one who booked this place for the 5 beds. After making our way past the musty smelling basement we arrived upstairs to a cute clean space. We purchased air fresheners and candles and it ended up smelling lovely. Lots can be done with a little paint outside and pulling of some weeds and adding an umbrella to the table. Us 5 sisters had a fun time!
Stayed 2 nights in Jul 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good time!

This house was a great find! Big enough for 7 mommas on a weekend wine trail of fun. The only thing we noticed with the house, there are no tv's. I thought was kind of strange, but we didn't mind it. The outside patio is awesome. The street is quiet and safe.
Stayed 2 nights in Jul 2021
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

wine weekend

Always a good time in Hermann. We have stayed at a variety of places in Hermann and this was perfect for a family group. The front of the property is not the most appealing but the inside makes up for it. It was clean and updated, very cozy feel with plenty of room for six people. The beds weren't the most comfortable, little hard, but overall the stay was just right for a weekend. Really liked having the outdoor patio as well. Price is a little high, but it is hard to find lodging in Hermann that isn't, unless you book way in advance.
Stayed 2 nights in Jul 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Perfect spot for a fun weekend getaway
Stayed 2 nights in Feb 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved the house!

Wonderful and clean house. We will definitely stay again!
Stayed 2 nights in Feb 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very comfortable

Would stay here again enjoyed the stay very much. Comfortable , clean and very relaxing
Stayed 3 nights in Dec 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hermann weekend getaway

The location of the property was amazing and accommodated all of our needs wonderfully! The check in and out procedures were very easy and quick. The property was clean and welcoming!
Stayed 2 nights in Nov 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

Good location, would stay here again.
Stayed 3 nights in Oct 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Blessings

Very nice place, clean and neat. Well suited for 3 couples, steps from sidewalk make it unsuitable for handicapped or wheelchairs. This should have been stated in description of property.
Stayed 2 nights in Oct 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Everything was nice and clean. Close to downtown.
Stayed 2 nights in Oct 2020