Pet-friendly vacation rentals in Hermann

4.95 out of 5 average rating, 124 reviews

An inviting entrance to the Garden Cottage features wooden posts supporting a covered porch. Two black doors offer access to the suite, with a small bistro table and two chairs positioned nearby among landscaped plants and mulch.

Cottage in Hermann

The Schiller House Bed & Beverage | Garden Cottage

Welcome to The Schiller House, a Bed & Beverage! Originally a stable for the Main House (our other listing), the Garden Cottage was built new in 2007 and has since been stylishly designed as a relaxing, private retreat in the BEST location in Hermann's historic district. • 500 sq ft private suite with King bed, seating area and kitchenette • happy hour drinks upon arrival • outdoor spaces: a covered patio with bistro table & chairs, as well as a spacious yard and patio with chiminea for fires • amazing location a short walk to shops, restaurants, bars, coffee shops, museums, a winery, brewery, distilleries and the Amtrak Station • Hermann Trolley picks up in front of the house for winery touring

Place to stay in Warrenton

The exterior of the renovated schoolhouse features a bright white facade with green trim and a welcoming red door. Two rocking chairs are positioned on the front porch, surrounded by lush greenery and flowering plants. An American flag is displayed, adding a touch of character.

4.96 out of 5 average rating, 83 reviews

1888 Schoolhouse in Wine Country

Right in the middle of Missouri's wine country, this fully renovated 1888 Schoolhouse lets you explore wineries in the area or just sit on the front porch and wave at the locals. Perfect for two or use the fold out couch for additional guests. Pinckney, Missouri was the county seat of Warren County. Danial Boone once sat on the porch of the County Judge right across the street. This quiet street was once the hub of activity due to the Missouri River, now it is a quiet retreat from the noise.

Superhost

The historic stone cottage with red roofing is framed by a white picket fence. A covered porch with seating is visible, with greenery climbing the structure. The clear blue sky provides a vibrant backdrop, highlighting the charming architectural features of the home.

4.81 out of 5 average rating, 217 reviews

Crown’s DeFlorin Stone Cottage Downtown/Breakfast

Downtown/St. George Catholic Church Location. Free Buffet Breakfast, Complimentary Drink Tickets, $25 All Day Shuttle Service. A Historic Downtown Stay Overlooking Hermann at the 1880 DeFlorin Stone Cottage Inn. Part of the 1899 Historic Hermann Crown Suites Boutique Hotel Group. This is a Rental ONLY to your Group (1 night weekday stays allowed). WiFi, Cable, TVs.Two Additional DeFlorin Homes are also right next door (Allowing Groups of 24 Guests). Access to Our EV Charging Stations as well!

4.91 out of 5 average rating, 267 reviews

A private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.

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.

4.96 out of 5 average rating, 57 reviews

A charming front porch features a swing made of wood, suspended from a covered awning. A cozy seating area with modern furniture is visible nearby, and the exterior wall is painted in a warm red with subtle decorative elements. Natural surroundings provide a scenic backdrop.

Farm stay in Hermann

Private 77 Acre Farm Hermann MO - Sleeps 8+

Secluded country escape with an elegant touch! Located just minutes from downtown Hermann, MO. This 3 Bedroom - 2 Full Bath sleeps 7 comfortably, but feel free to bring air mattresses. We will accommodate up to 10 without additional charges. From the moment you step foot on the property you can feel the relaxation. Fully stocked kitchen & gas grill to cook up whatever your heart desires. Relax by the fire pit. It’s just the perfect weekend get-a-way from the city.

4.99 out of 5 average rating, 191 reviews

The farmhouse exterior features a two-story structure with a rusted metal roof, flanked by large trees. A welcoming front porch is highlighted by a red railing and equipped with several chairs, offering a relaxing space to enjoy the surrounding green lawn and peaceful countryside.

Farm stay in Berger

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

A spacious kitchen features a large farmhouse sink situated below a window framed by natural stone walls. Wooden countertops complement the dark cabinetry. A view of the outdoors is visible through the window, enhancing the kitchen's inviting space.

4.91 out of 5 average rating, 110 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.

5 out of 5 average rating, 43 reviews

An expansive wooden dining table is centrally positioned in the stone-walled cellar, accented by rustic black chairs. The arched ceiling features exposed bricks and subtle lighting, creating a warm environment. A simple runner is laid across the table, enhancing the inviting setting.

Guesthouse in Hermann

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!!

The front of the home is framed by two large planters filled with yellow flowers. A welcoming porch with white railings extends across the facade, providing access to the entrance door, which is flanked by two large windows. Mature trees provide dappled sunlight.

4.99 out of 5 average rating, 81 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.

Superhost

The sleeping area features two plush queen-size beds dressed in soft linens adorned with floral patterns. A nightstand with a lamp provides soft lighting, complementing the warm wood flooring and the textured, striped walls that create a cozy ambiance.

Apartment in Hermann

5 out of 5 average rating, 4 reviews

The Mercantile on the Katy Trail - The Katy Suite

Nestled in the heart of the scenic Katy Trail, The Katy Suite offers a blend of historical charm and modern comfort. Set in the iconic 1897 Farmers Mercantile building, our newly opened suite combines rich history with contemporary luxury. Stay at The Katy. With its prime location, decor, and attention to detail, The Katy Suite is more than just a place to stay—it’s a gateway to unforgettable experiences along one of America’s trails.

A two-story red house features a welcoming front porch with white rocking chairs and a wooden railing. The entry steps lead up to a covered porch area. Surrounding greenery complements the home's exterior, which is set against a clear blue sky.

4.98 out of 5 average rating, 90 reviews

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!