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.
A blue door with the number 131 and a yellow sign that reads "Hillside Cottage".
A kitchen with wooden paneling, white cabinets, a central island with stools, stainless steel appliances, and pendant lighting.
A cozy living room with a wooden floor, a staircase, wicker chairs, a sofa, a small table, and a window with curtains.
A covered patio with a glass table, striped sofa, and blue Adirondack chairs.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Close to Missouri River

Popular amenities

  • Patio
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet
  • Onsite parking available

Explore the area

View in a map
Hermann, MO
  • Place, Deutschheim State Historic Site
    ‪5 min walk‬
  • Place, Hermannhof Vineyards
    ‪13 min walk‬
  • Place, Stone Hill Winery
    ‪16 min walk‬

Rooms & beds

4 bedrooms (sleeps 8)

1st Floor Bedroom

1 Queen Bed

2nd Floor Bedroom

1 Queen Bed

2nd Floor Twin bedroom

2 Single Beds

Master Bedroom

1 Queen Bed

2 bathrooms

1st Floor Bath

Bathtub or shower · Toilet

2nd Floor Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

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About the area

Hermann

Located in Hermann, this holiday home is in the city centre. 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 power 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.
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Map
Hermann, MO

What's nearby

  • Deutschheim State Historic Site - 5 min walk - 0.5 km
  • Hermannhof Vineyards - 13 min walk - 1.1 km
  • Stone Hill Winery - 16 min walk - 1.4 km
  • Hermann Farm Museum - 17 min walk - 1.5 km
  • Reserve Cellars of Hermann - 2 min drive - 3.2 km

Getting around

  • Hermann Station - 12 min walk
  • Lambert-St. Louis International 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 28 Oct 2026, prices found for a 1-night stay for 2 adults at Hillside Cottage in Beautiful Downtown Hermann on 8 Dec 2026 start from £294, 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 at Hillside Cottage in Beautiful Downtown Hermann?

On-site 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?

Checkout is at 11:00 AM.

Where is Hillside Cottage in Beautiful Downtown Hermann located?

Located in the heart of Hermann, this holiday 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 mile (2 km). Hermann Station is 12 minutes by foot.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 34 reviews
Rating 8 - Good. 5 out of 34 reviews
Rating 6 - Okay. 2 out of 34 reviews
Rating 4 - Poor. 1 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

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 had a lovely time and the property was better than expected other than the dishes were still in the dishwasher and sparse on paper towels. Plenty of room, comfortable, clean bedrooms and bathrooms, large deck and nice location. Thank you.
Stayed 1 night in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a very nice property. It has plenty of room for eight. The location is very convenient and within walking distance of just about everything.
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property. Plenty of room. Good sized bedrooms. Nice workable kitchen. Had a great time sitting out on the patio. It was great being off the main streets, but still within walking distance of downtown. Only thing missing was a TV, but we really didn't miss it.
Stayed 3 nights in Sep 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
This was our second year staying here for a girls' trip, and we were just as happy as last time. It's been clean, as pictured, and close enough to walk to everything in town. Communication with the host has been great. We appreciated not having to do much more than start the dishwasher. This is such a sweet, friendly town. Pro tip: Check out the Crown Inn & Suites shuttle service. The trolley is cute, but this was top notch. No waiting in long lines, direct service to your destination of choice, air conditioned and comfy. Our driver, Rich, was the BEST.
Stayed 2 nights in Aug 2026
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

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

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

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

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
Response from VrboOwner on 13 Apr 2023
I have added the details of the stairs at the house to my listing. Thank you for that helpful tip. Our bedding is washed on a regular basis so I will investigate the musty smell and I will check on that shower door. Thank you for letting me know about these issues.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean, and close to everything we needed.
Stayed 2 nights in Aug 2026
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
Response from VrboOwner on 14 Aug 2021
Hi Twyla, We have since painted the front of the house and we have put in fresh flower beds. We have also done major weeding and pruning to spruce up the hill behind the house. I am working on some art and gardens for the front of the house to give it more charm and hope to have those installed this fall. Good idea about the umbrella, normally it is pretty shady on that patio. Rose
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
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