Pet-friendly holiday rentals in Gasconade County

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!

Post Oak Chaise

Serenity in a beautiful location where your dog can run free! Your own retreat on a 70 acre wooded property. There is over a mile of trails through the woods for your hiking pleasure. The home is back in the woods, with a scenic 3.5-acre pond located right outside your door. Three sliding glass doors open onto a porch with a beckoning view of the stocked pond. A fire ring sits by the pond so that you can make S'mores or gaze at the stars. The perfect family spot to unplug and enjoy nature!

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.

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!

1860 Presshaus

Built in the 1860's, this unique two bedroom, two and a half bath home is equipped with a full kitchen, an upper/ lower patio with firepit, and access to your own private wine cellar. We are located in beautiful Hermann, Missouri just minutes to local distilleries and wineries. Enjoy country living at its best! Travel 1/2 mile down a well-maintained gravel road and enjoy one of the most unique places in Hermann, Missouri. You won't be disappointed!!

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.

"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

Bay Farmhouse

Rustic two story brick farmhouse built in 1880 full of character surrounded by fields and woodlands. Close to the Gasconade River and Helds Island Access. Quiet getaway with amazing views. Ideal for outdoor adventure, fishing trip, or a quiet relaxing retreat. Come and take a step back in time, the entire property is at your disposal. A modest drive takes you to the heart of Hermann.

Hilltop Getaway

Cozy, modern-decor home nestled in the Hermann Hills. Located on the Trolley route and close to downtown and all of its attractions, such as wineries, bars, restaurants, and antique shops. Have the entire home to yourselves so you and your significant other and/or friends can enjoy a relaxing trip with plenty of privacy.