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!

The Gleeson House

𝒟𝒶𝓈 𝒢𝓁ℯℯ𝓈ℴ𝓃 ℋ𝒶𝓊𝓈 has been renovated to provide a 𝕔𝕠𝕟𝕥𝕖𝕞𝕡𝕠𝕣𝕒𝕣𝕪 experience while preserving elements of its 𝔥𝔦𝔰𝔱𝔬𝔯𝔶. There are three levels total; I live on the bottom (with my own separate entrance), and you get the top two floors:) The 𝘧𝘳𝘦𝘦 all-you-can-drink coffee bar, 𝘴𝘶𝘱𝘦𝘳𝘪𝘰𝘳 Wi-Fi, fully-equipped kitchen, and even sound-resistant flooring (for both our privacy), are just a few ways I go above and beyond. Also enjoy my friendly, peaceful neighborhood!

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.

Modern Country Farm House with beautiful views

Relax with the whole family or friends at this peaceful place to stay. Located just 6 miles south of Owensville, Mo this newly renovated farm house will provide you the countryside escape you have been looking for with no shortage of amenities. This 2 story farm house was originally constructed in 1888 as a multi family boarding house before the Kreter family purchased it in the 1930’s. In 2021 we made the decision to completely restore the house and bring it to its modern day glory.

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.

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.

Oktober Haus 3BDRM in Downtown Hermann

Oktober Haus is a block or two from all the amazing spots that Hermann has to offer like Hermannhof Winery, Tin Mill Brewing, Fernweh Distilling and so much more. With 3 spacious bedrooms with King beds, 2.5 bathrooms, and a full air mattress, it's perfect for a weekend getaway with friends or family. Ideally the space is for 6 people. Built in 2019, our place feels brand-new, clean, and comfortable. The location is unbeatable!

"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