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Hillside Cottage in Beautiful Downtown Hermann

Vacation home in Hermann with kitchen and patio

Photo gallery for Hillside Cottage in Beautiful Downtown Hermann

Fridge, microwave, oven, stovetop
Living area
Outdoor dining
Exterior detail
4 bedrooms, iron/ironing board, free WiFi, bed sheets
In Downtown Hermann, Hillside Cottage offers a home away from home with 4 spacious bedrooms and 2 full baths. Unwind in the bright living room, gather around the dining table for wine and dinner, or enjoy morning coffee on the lovely patio - all within walking distance to shopping and wineries.

Reviews

9.2 out of 10
Wonderful

Entire home

4 bedrooms2 bathroomsSleeps 81300 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor Space

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa

Things to do

  • Bicycle parking
  • Bicycle storage
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Double-glazed windows
  • Energy-saving switches in guestrooms
  • Unit size: 1,300 square feet
  • Water-efficient toilets

Similar properties

Terrace/patio
Kork Haus - Whole house rental in Downtown Hermann
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
9.6 out of 10, Exceptional, 23 reviews
$322 nightly
The price is $365
Dec 1 - Dec 2
Total with taxes and fees
Kork Haus - Whole house rental in Downtown Hermann

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

No smoking inside the house. A $250 cleaning charge will be added to your credit card if there is smoking inside the home.
No glitter/confetti on the property. A $200 cleaning charge will be added to your credit card if there is glitter/confetti found on the property.
No pets allowed

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is not required for transportation to and from this property

Property is also known as

Hillside In Beautiful Hermann
Hillside Cottage in Beautiful Downtown Hermann Hermann

About the neighborhood

Map
Hermann, MO

What's nearby

  • Deutschheim State Historic Site - 5 min walk - 0.3 miles
  • Hermannhof Vineyards - 13 min walk - 0.7 miles
  • Stone Hill Winery - 14 min walk - 0.8 miles
  • Katy Trail - McKittrick Trailhead - 5 min drive - 3.5 miles
  • Adam Puchta & Son Winery - 5 min drive - 3.5 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
  • ‪Sharp Corner Tavern - ‬2 min walk
  • ‪Stone Hill Winery - ‬18 min walk
  • ‪Concert Hall and Barrel Tavern - ‬9 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 Nov 15, 2025, prices found for a 1-night stay for 2 adults at Hillside Cottage in Beautiful Downtown Hermann on Dec 14, 2025 start from $200.0, excluding 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 and Missouri River. 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

9.2

Wonderful

9.2

Cleanliness

9.6

Location
Rating 10 - Excellent. 18 out of 25 reviews
Rating 8 - Good. 4 out of 25 reviews
Rating 6 - Okay. 2 out of 25 reviews
Rating 4 - Poor. 1 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

Reviews

8/10 Good

Stewart H.

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

10/10 Excellent

Joseph P.

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

10/10 Excellent

Bridget B.

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

8/10 Good

Twyla C., USA....Missouri

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

4/10 Poor

Michele L.

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

10/10 Excellent

Jarrid S.

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

10/10 Excellent

Caryl F., Missouri

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

Great location

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

10/10 Excellent

christopher b.

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

Girls weekend

Everything was perfect.
Stayed 2 nights in Jun 2023

10/10 Excellent

Suzanne H., Saint Louis

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

10/10 Excellent

Melissa W.

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

6/10 Okay

Verified traveler

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

10/10 Excellent

Alex A.

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

10/10 Excellent

Missy R.

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

6/10 Okay

Alaina H.

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

10/10 Excellent

Carolyn G.

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

8/10 Good

Dawn K.

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

10/10 Excellent

John F.

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

Excellent

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

10/10 Excellent

Alicia K.

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

10/10 Excellent

Steve M.

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

10/10 Excellent

Jessica M.

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

10/10 Excellent

Ryan N.

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

Nice place

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

10/10 Excellent

Linda C.

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

10/10 Excellent

Tina W.

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

Great stay!

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

10/10 Excellent

Alyce B.

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

Charming and perfect for couples!

Very charming place. Nice outdoor patio area. There was only 6 of us, but would have held 8 comfortably, as there was 4 bedrooms. We got there a little early and met the local maintenance / care taker.... he was super friendly and shared with us about Hermann. We needed to reach out to the property owner before and during the stay and she was very responsive and great communication. Enjoyed it very much!
Stayed 2 nights in Oct 2020

8/10 Good

Haley E.

Stayed 2 nights in Nov 2024