Holiday rentals in Hermann

4.91 out of 5 average rating, 258 reviews

Cottage in Gasconade

1940's River Cottage w/ Hot Tub

Something for everyone! This home is less than 9 mi. from historic Hermann, MO. There you can enjoy several wineries, shops & restaurants. From this property you are just a short walk to the Gasconade River near the MO River. Great boating, fishing & swimming w/ easy boat ramp access & parking. The Union Pacific Railway crosses the river & N. side of town. Gasconade is a small quiet town except for the occasional train or boat going by. At night enjoy stargazing from your private hot tub.

4.99 out of 5 average rating, 86 reviews

Place to stay in Hermann

the Drayton guest suites - "Suite B" - 109 E. 4th

"Suite B" ----------- - Suitable for Up to 4 Guests - 1st Floor - 1 Queen Bed - Door May be Closed in the Bedroom for Privacy or Left Open with a Large Drapery Divider Between the Bed and Walk-Thru Hallway - 1 Living Room w/Queen Sofa Sleeper - 1 Smart TV w/Apps - * Guests may log into their own accounts, ie. Netflix, HBO, etc.* - 1 Mini- Kitchen w/Mini Fridge, Microwave, Keurig Coffee Maker - 1 Full Bathroom w/100 Year Old Clawfoot Tub/Shower Combination - Front Patio Seating

4.96 out of 5 average rating, 255 reviews

Loft in Hermann

Half Corked Inn-Location and Comfort in one!

BEST LOCATION IN HERMANN! RIGHT ON 1ST STREET. Trolley across the street. Walking distance to brewery, Hermannhoff winery & farm, shops, restaurants, bars, etc. Train station 1 block away. Close to the Katy Trail. Silver Moon loft is cozy with beautiful decor and comfortable beds with clean bathrooms, stocked kitchen, inviting living room. Roomy and very clean. Courtyard and firepit. 2 Breakfast coupons at Stomp'n Grounds a thank you from us to you to use during your stay.

5 out of 5 average rating, 40 reviews

Treehouse in Hermann

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

Superhost

4.89 out of 5 average rating, 133 reviews

Piano Bar Suite 4 - 1 Bed, 1 Bath, Full Kitchen

The Piano Bar Suites are located in the heart of downtown Hermann, MO at the corner of Market Street (Hwy 19) and 4th Street. The suites are located above The Piano Bar and all guests to the Suites will receive Hermann Bucks to use in the historic district. This location is ideal for walking and exploring Hermann with restaurants, bars and shopping nearby. Please note, given the prime location in the city center and being located above a bar, there is a higher noise level.

4.96 out of 5 average rating, 217 reviews

Guest suite in Rhineland

White Wolf Inn Apartment

Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.

4.93 out of 5 average rating, 148 reviews

Guest suite in Hermann

Suite #1 - 1 Bed 1 Bath in the middle of Downtown

Location, location, location! The Suites on 3rd are right in the middle of the action of charming downtown Hermann. Walk everywhere you need to go. Taking the Amtrak into town? We are only a few blocks away. This listing is for Suite 1 and features 1 bedroom and 1 bath. Roku TV for you to login to your favorite streaming service (no cable) Message me for info on how to book more than one suite. We have 5 total suites with a total of 8 bedrooms. Easy contactless check-in!

5 out of 5 average rating, 117 reviews

Guest house in Hermann

Das Hundehaus-Downtown Location-Off Street Parking

Das Hundehaus is centrally located in Hermann's downtown historic district on East 2nd Street. The cottage is conveniently located just steps away from restaurants, shops, museums, and more. The cozy cottage offers an open concept floor plan featuring a full kitchen, king bed, sitting area, private bathroom with large shower and off street parking. Start your mornings with a cup of coffee on the private deck and end your evening relaxing with a glass of wine.

4.98 out of 5 average rating, 81 reviews

Plane Suite at Brickhouse Inn

Enjoy a stylish experience at this centrally-located suite perfect for 2 guests with a king bedroom, one bathroom with shower and full kitchen. Easy walk to train station, trolley, coffee shops, restaurants, and shopping. Free parking in street, in public lot on east side of building, or dedicated guests spots in back of building. Large back yard with patio furniture for enjoying beautiful evenings outside.

4.9 out of 5 average rating, 239 reviews

Home in Hermann

The Schneider House #1 Downtown

Freshly renovated, urban farmhouse vibe conveniently located bungalow style home. Enjoy all of the modern farmhouse finishes of this 3 bedroom 2 bathroom home. Right next to the outdoor amphitheater. Located in the heart of Hermann with dinning, shopping and entertainment all less than 2 blocks away! Only four blocks from the Amtrak station, wineries, breweries and so many more attractions.

Superhost

4.82 out of 5 average rating, 371 reviews

"B" Our Guest on Market

Our building was once home to one of the original saloons of early Hermann, known as the Farmers Home. Apartment "B" is located on the second floor. Its a great space for a your trip to Hermann. Fully private apartment, king size bed. The space has potential to adjoin for larger parties. For larger groups check out our other listings... 5th & Market Get Away The Hide Away on Market

5 out of 5 average rating, 112 reviews

Barn in Hermann

The Barn at Schon Stein Farm & Vineyard

Nestled in the hills & bluffs above Hermann, the Stone Barn at Schon Stein Farm & Vineyards takes you back in time in this historic wine press barn that has been carefully restored and decorated with primitive period antiques...situated on 20 acres in the bluffs with beautiful views! The town of Hermann is minutes away down the hill, and trolley pick up is available.

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Popular amenities for Hermann holiday rentals

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Other great holiday rentals in Hermann

4.89 out of 5 average rating, 73 reviews

Private room in Hermann

Labby's Homestead Little Prairie View Suite

JessRating, 5 stars3 weeks ago

We stayed here for our anniversary and absolutely loved it! The place was quiet, adorable, and had everything we needed for a relaxing getaway. The location in Hermann, MO was perfect—close enough to everything in town while still offering a peaceful atmosphere. One of the highlights was the convenience of the Hermann Trolley, which picked us up and dropped us off right at the property for our winery tours—such a great touch! This was the perfect spot for a special occasion, and we would definitely stay here again.

5 out of 5 average rating, 5 reviews

Farm stay in Hermann

NEW! VillaBella Luxury Farmhouse

Karen ERating, 5 stars2 weeks ago

We enjoyed staying at the villa Bella with our family of 7… there were 3 spacious bedrooms, 2 nice bathrooms and all the things we needed to enjoy a fun family time in Hermann Mo. Keren was very helpful and accommodating and we appreciated her letting us stay while we were in town. We would recommend confidently !

5 out of 5 average rating, 8 reviews

Cottage in Hermann

Hanna’s Cottage

PeytonRating, 5 stars1 day ago

Loved Hermann and also the historic vibe of the cottage! Affordable and easy for a couple looking for a last minute place to stay

4.9 out of 5 average rating, 48 reviews

Private room in Hermann

Borrowed Time Inn

KyleRating, 5 stars2 weeks ago

Had a great time in Hermann MO! We very much enjoyed the town and especially liked our time at Stone Hill Winery and did the tour and learned a bunch about the history. Great visit!

4.89 out of 5 average rating, 18 reviews

Hotel room in Hermann

The Cycle Inn-Queen Suite #3

StephanieRating, 5 stars1 month ago

Loved the location as it was in walking distance of everything downtown. Trolley picked up and dropped off at the Airbnb for our day long winery visits! Room was as described and clean and perfect for what we needed!

4.82 out of 5 average rating, 120 reviews

Piano Bar Suite 1 - 1 Bed, 1 Bath, Full Kitchen

CarlsonRating, 5 stars1 month ago

We were pleasantly surprised, the unit was actually bigger than what we expect! In a great location, it was clean, had great ammenities, and the full size fridge let us buy our Wursthouse meats the day we arrived instead of on our way out of town. The piano bar was loud, but they close at midnight, so we were still able to get a good night's sleep!

Superhost

4.78 out of 5 average rating, 286 reviews

5th and Market Get Away

TeresaRating, 5 stars4 weeks ago

Crystal thank you.Was a perfect place for my mom and I to get away for Mother's Day!!! Loved the muffins as a lil extra touch. Will stay here again.🩷