Pet-friendly holiday rentals in Hermann

4.81 out of 5 average rating, 213 reviews

The DeFlorin Stone Cottage Inn, So Many Amenities!

Have a Historic Downtown Stay Overlooking Hermann at the 1880 DeFlorin Stone Cottage Inn. This is a Rental ONLY to your Group (1 night weekday stays allowed). Two Additional DeFlorin Homes are also right next door (Allowing Groups of 24 Guests). Each Guest pays $25 Shuttle Service to the Hermann Wineries. The pet fee is $50 per pet nightly. FREE continental breakfast at Hermann Crown Suites, and FREE drink tickets at the Renowned Hermann 1837 Bar. Access to Our EV Charging Stations as well!

Top Guest favourite

Townhouse in Marthasville

5 out of 5 average rating, 46 reviews

Treehouse on the Katy Trail (Dogwood)

The best of what Missouri has to offer surrounds you at Treehouse on the Katy Trail. This 100-year-old home has been fully renovated in a modern farmhouse style, but its what awaits you outdoors that will really make your stay here memorable. The Missouri River Valley is a unique beauty that everyone should have a chance to experience, which is why a portion of all proceeds will be donated to Magnificent Missouri, a nonprofit organization dedicated to celebrating and protecting the Katy Trail.

4.92 out of 5 average rating, 252 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.

4.86 out of 5 average rating, 78 reviews

Farm stay in Hermann

Boar Creek Guest House-sleeps 15

Lovely Farmhouse close to town, ON the Katy trail. We are located just 5 miles from Hermann. Close to the action and them come home to relax around the fire pit or enjoy the expansive patio. House accommodates up to 15 people. Amenities include Game room in the garage, multiple gathering spaces, a large yard and privacy. Perfect for unplugging, disconnecting and getting back to the basics. House is well appointed but not pretentious. Come with your family or for a friends getaway.

Top Guest favourite

Farm stay in Berger

4.99 out of 5 average rating, 185 reviews

Cozy 1882 Farmhouse-10 minutes from Wine Country

Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

4.91 out of 5 average rating, 104 reviews

Labby's Homestead Farmhouse

Our early 1900s Rustic Farmhouse offers 3-Bedrooms and 2 full bathrooms and the ability to accommodate large groups with a total of 9 beds (1 King / 6 Queens / 2 Twins). Featuring a full-service kitchen with cookware and utensils, living room with 55-in smart TV already connected to our free, secure Wi-Fi, make-up area on the upper level, washer and dryer in the entryway area, front porch, and large private back patio covered for all-year-round entertaining.

4.73 out of 5 average rating, 80 reviews

Market Street View

• Large 2 story home with lots of room • Big backyard: patio with seating, gas grille, a fire pit, and a view of the beautiful town of Hermann. • Located in the center of Hermann within walking distance of shops, the Blank Canvas art gallery, restaurants, wineries and the bars! • Hermann Trolley will pick you up right across the street and take you to the wineries or anywhere you’d like to go; all it takes is a phone call and they’ll arrive in minutes!

4.99 out of 5 average rating, 76 reviews

Crimson Cactus Guesthouse

Located in a peaceful neighborhood, this quaint home is perfect for a relaxing weekend getaway in the heart of wine country. It can accommodate up to four people. The sleeping arrangements are one queen-sized bed, and two twin-sized beds. One of the twins is floor level, as it is part of a trundle bed. Please note: You must list how many guests will be staying so house can be arranged to meet your needs and correct pricing can be reflected.

4.82 out of 5 average rating, 367 reviews

Apartment in Hermann

"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

4.98 out of 5 average rating, 101 reviews

Chalet in Innsbrook

Relaxing Lakefront Chalet in Innsbrook Resort

Situated in the woods overlooking Foxfire Lake, this A-frame chalet provides gorgeous views throughout the year. Whether enjoying your morning coffee on the back deck, dropping a line in the lake from the dock, or cozying up with a good book in front of the fireplace, this chalet is sure to help you and your family find joy and relaxation.

4.89 out of 5 average rating, 120 reviews

Trolley Stop- in Historic Hermann

This cozy historic house in downtown Hermann is the perfect spot for groups or couples. The Hermann Trolley picks you up for your door for $25.00 each and if you choose to be out longer then your a short walk back to your house. Back at the house you have a fire pit(including wood) with plenty of chairs to enjoy the rest of your evening.