Getaways in Hermann

4.92 out of 5 average rating, 252 reviews

A private hot tub with a fitted cover is situated on a concrete patio, surrounded by a wooden fence for added privacy. A floral-patterned chair is nearby, complementing the outdoor setting.

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.

5 out of 5 average rating, 7 reviews

Home in Wright City

Serenity and Nature at the Bungalow!

If you seek making memories, nature, a good book and stars you will definitely want to explore the fun days and peaceful nights here. Experience scenic beauty while traveling down an iconic country road but not far from restaurants, wineries, shopping, golf, wedding venues, etc. We use Non-Toxic Cleaning products and have Fragrance Free rules to provide a healthier stay for our guest and NO Additional Cleaning Fees! Fall in love with this unique and tranquil getaway..WELCOME to the BUNGALOW!

4.92 out of 5 average rating, 167 reviews

French Hill- Amazing location with the best views!

The historic yet completely updated French Hill is located within a short walk to Downtown Hermann (including the Amtrak station), the newly opened Hermann Farm and less than 300 feet from Hermannhof Winery. With Missouri River views and 2,100 sf of living space, it is the ideal place for up to 8 guests to enjoy their stay. No other property in Hermann has this perfect combination of location, amenities and views. We take great pride in our property and it is impeccably clean and maintained.

4.83 out of 5 average rating, 59 reviews

A cabin with wooden siding and a green metal roof is situated in a natural setting. The exterior features a patio area with a table and chairs, alongside a charcoal grill. A fire pit is positioned nearby, surrounded by logs. Trees frame the cabin.

Cabin in New Haven

Close to Vineyards: Updated New Haven Retreat!

Private Yard w/ Forest Views | Fire Pit + BBQ Grill | Community Amenities There's no better place to relax than this family-friendly cabin in New Haven, MO! Whether you're getting out of the city or planning a staycation near home, you'll have all you need at this 2-bed, 1-bath vacation rental. Kids and adults alike will enjoy the many on-site outdoor activities, while New Haven and the Missouri River are just 5 miles away. Lock in your dates, and look forward to some well-deserved R&R!

5 out of 5 average rating, 13 reviews

A luxury bathroom offers a freestanding soaking tub and a modern vanity with a wide sink, ample storage, and stylish fixtures. Natural light illuminates the space, highlighting the combination of wood and neutral tones on the walls, creating an inviting atmosphere.

Treehouse in Jonesburg

NEW Treehouse - Sunrise

We strive to provide you with a unique getaway experience with an escape into nature on Whispering Pine's hundred acre farm...leaving the stress of everyday life behind while you can invest and reconnect with yourself and your loved one! We provide a full kitchen, hot tub, floor-to-ceiling fireplace, luxury bathroom, laundry room and firepit for your use. Books and indoor/outdoor games are a must for staying in. We are also close to wine country for an afternoon of shopping or dining.

4.97 out of 5 average rating, 248 reviews

The historic Concert Hall building features a striking brick facade with large windows. The name 'CONCERT HALL' is prominently displayed above the entrance. Neon lights illuminate the lower part of the structure, while two parked trucks are visible in the foreground.

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, 26 reviews

An outdoor hot tub is positioned on a wooden deck, surrounded by a privacy fence. The view showcases the expansive landscape and cloudy sky, with hues suggesting the approach of sunset. Two chairs sit nearby, providing a space to relax and enjoy the scenic surroundings.

Treehouse in Hermann

NEW! 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.

5 out of 5 average rating, 158 reviews

Studio 1892 Guesthouse-New! Downtown Location!

A totally renovated photography studio, circa 1892! Enjoy the cozy warmth and simplicity characterized by a modern farmhouse style and décor, original pine floors and exposed brick walls. Step out your door into the downtown Historic District and within minutes of walking distance to Amtrak, restaurants, wineries, distilleries, shopping and the trolley service. Our guesthouse was designed with your comfort and convenience in mind while experiencing all Hermann has to offer!

4.92 out of 5 average rating, 26 reviews

An inviting outdoor area features a circular arrangement of colorful chairs surrounding a fire pit, positioned on a stone patio. A serene lake reflects the greenery all around, with a wooden dock extending into the water.

Home in Innsbrook

StayIBK

Hidden away on 3 acres but still on the water. Being tucked up in the woods gives you the privacy you want and when you are ready to be social you can walk down the hill to play at the beach. It is the best of both worlds. Best part we are 30-40 min from St. Louis! The whole group will enjoy easy access to everything Innsbrook has to offer from this centrally located place in the resort. This is a brand new listing to see reviews from our past, look at my profile.

4.82 out of 5 average rating, 367 reviews

A spacious outdoor deck is showcased, featuring a wooden ceiling and string lights for ambient illumination. Ferns hang from the railing, and two chairs are positioned near a small table, offering a relaxing space to enjoy the fresh air.

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

A private outdoor deck features a small table and four black metal chairs. Sunlight filters through nearby trees, creating a serene atmosphere. The deck is surrounded by a wooden railing, with a window visible on the adjacent wall.

4.95 out of 5 average rating, 128 reviews

A Romantic Getaway for two in Historic Hermann, MO

Park View Guest Haus is a private "Whole House Rental ". This rental is a relaxing retreat overlooking the Hermann City Park and is within walking distance to Stone Hill Winery, Vintage Restaurant, and a short walk to the Downtown Area. A perfect " Romantic Getaway" for two. No need to interact with other guest, for you will have the whole house to yourself.

4.99 out of 5 average rating, 248 reviews

A courtyard area features four black Adirondack chairs arranged around a rectangular black fire pit. A private gazebo is visible in the background, complemented by a white cottage with green accents. The surrounding space is covered with decorative gravel and a yellow flower pot adds a touch of color.

Guest suite in Hermann

The Vine Suites- Downtown Location

Located at 106 Schiller Street, The Vine Suites is just steps away from restaurants, the train depot, trolley, wineries, shops, museums, and more. The two-room property is a modern-day cottage with a king bed, full kitchen, private gazebo, and off street parking. You’ll find everything you need to make your visit complete.

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Popular amenities for Hermann getaways

Stay near Hermann's top sights

Stone Hill Winery21 locals recommend

Hermannhof Winery19 locals recommend

Fernweh Distilling Co.18 locals recommend

4th Street Pizza12 locals recommend

Tin Mill Brewing Co11 locals recommend

Espresso Laine10 locals recommend

Dog friendly getaways in Hermann

4.96 out of 5 average rating, 49 reviews

A country property features a red barn and a silos beside a gravel path. Outdoor seating with chairs and a table is positioned near the main residence, surrounded by lush greenery and cornfields. The sunset casts a warm glow over the landscape.

Farm stay in Hermann

Private 77 Acre Farm Hermann MO - Sleeps 8+

5 out of 5 average rating, 40 reviews

The exterior of a charming cabin is captured in a wooded setting. The A-frame structure features a peaked roof, large windows, and a warmly lit entryway. A stone path leads up to the building, bordered by natural landscaping and soft outdoor lighting.

Cabin in Innsbrook

Our Little Cabin in the Woods

4.95 out of 5 average rating, 96 reviews

A private patio area is illuminated by string lights, creating a warm ambiance. The patio features a small table and chairs, surrounded by a green lawn. A fenced area is visible in the background, adding to the outdoor space.

Guest suite in Union

TJ’s Country Getaway *Dog Friendly*

A historic house with a distinctive red roof is depicted, featuring a façade painted in a warm beige tone. The front has several rectangular windows with blue trim and a welcoming entrance staircase leading to a blue door, surrounded by a well-maintained lawn.

4.89 out of 5 average rating, 120 reviews

Trolley Stop- in Historic Hermann

Townhouse in Marthasville

A gathering of people is seen seated at tables under a large tree, with a vintage building in the background. The setting features cars parked nearby and an expansive sky with clouds, creating a casual and friendly atmosphere.

5 out of 5 average rating, 47 reviews

Treehouse on the Katy Trail (Dogwood)

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, 213 reviews

The DeFlorin Stone Cottage Inn, So Many Amenities!

A charming two-story home is showcased with a gray exterior and maroon trim. The front porch is accessible by a set of stone steps, surrounded by a well-maintained lawn and garden. Partly cloudy skies and trees are visible in the background.

4.92 out of 5 average rating, 119 reviews

Adorable house! Walking distance from downtown.

4.81 out of 5 average rating, 36 reviews

A spacious living area features large windows that bring in natural light, surrounded by wooden walls. Comfortable seating arrangements include leather sofas and armchairs. A stone fireplace is positioned against one wall, complemented by a side table and a dining table visible in the background.

Chalet in Innsbrook

Gorgeous Chalet with Cabin Feel (sleeps 10)

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Getaways with hot tubs in Hermann

5 out of 5 average rating, 17 reviews

A wooden hot tub is positioned in a natural setting, with flames rising from a fire pit nearby. Surrounding greenery adds to the rustic atmosphere, while a pathway leads to a fenced area in the background, providing a serene environment for relaxation.

Camper/RV in Union

New Camper with a Hot Tub and Pool on a Hobby Farm

4.95 out of 5 average rating, 19 reviews

A modern chalet is surrounded by lush green trees, featuring an A-frame design with large glass windows that invite natural light. A spacious deck with a dining table and several chairs offers an ideal spot for outdoor meals in a serene setting.

Chalet in Innsbrook

Breathtaking Views + Private Beach

4.96 out of 5 average rating, 79 reviews

A wooden deck is surrounded by trees, featuring a Western Red Cedar hot tub and a barrel sauna. The hot tub is positioned next to a wooden bench, with a wooden privacy wall enhancing the cabin's natural setting. A round table and chairs are visible on the deck.

Chalet in Innsbrook

Cedar Hot Tub & Cedar Sauna, Chalet at Innsbrook

5 out of 5 average rating, 6 reviews

A modern, green lodge structure is presented against a twilight sky with hints of purple. The entryway is accented by large windows that reflect the surrounding trees, while a gravel pathway leads to the entrance. A two-car garage is visible on the right side.

Treehouse in Innsbrook

R&R Treehouse Lodge

4.9 out of 5 average rating, 10 reviews

A serene outdoor space features wooden decking with two Adirondack chairs positioned for relaxation. Lush trees surround the area, providing a natural canopy. A chalet is visible above, showcasing a sloped roof and large windows that blend harmoniously with the woodland setting.

Home in Wright City

The Chic Chalet

4.82 out of 5 average rating, 39 reviews

The exterior of a two-story home is shown, featuring light-colored siding and a dark roof. Symmetrical windows and a central entrance provide a classic appearance. Neatly trimmed hedges flank the front walkway, leading to a covered entryway, with a sign visible on the right side.

Home in Warrenton

The Hiding Place - Private Pool and Spa, sleeps 16

4.99 out of 5 average rating, 113 reviews

A spacious living area is highlighted by comfortable seating arranged around a central coffee table. Large windows allow natural light to fill the room, while views of the outdoors are visible. A dining area is positioned nearby, featuring a large table and elegant lighting.

Home in Innsbrook

Innsbrook Luxe Escape (5 bedrooms)

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Other great vacation rentals in Hermann

5 out of 5 average rating, 10 reviews

A spacious living area features large windows offering views of the lake. A stone fireplace is positioned beneath a flat-screen television. Comfortable seating is arranged around a coffee table, complemented by a light-colored rug underfoot.

Condo in Innsbrook

Gorgeous Remodeled Waterfront Condo on Aspen Lake!

A rustic lounge area is created with a mix of natural stone and wooden accents. Four comfortable wicker chairs are arranged around a central coffee table. Sunlight enters through a large window, illuminating the space with warm light, while wooden beams enhance the ceiling.

4.97 out of 5 average rating, 99 reviews

Mozart House

4.93 out of 5 average rating, 71 reviews

A cozy living area features a large, comfortable couch and two armchairs with plaid cushions. Natural light floods through large windows, offering a view of the lake. A spiral staircase leads to the loft, surrounded by rustic wood paneling and decorative mounted accents.

Cabin in Washington

Lakehouse and Loft, Elegant rustic escape

A cozy space features a spacious bed with layered bedding, complemented by soft throw pillows. A comfortable seating area includes a sofa and armchair, with decorative lighting creating a warm ambiance. Light wooden walls enhance the inviting atmosphere.

5 out of 5 average rating, 8 reviews

2 Private Guest Homes-Shanty & The Shed, Hermann

A cozy outdoor sitting area features two deep blue chairs placed beside a stone fire pit with decorative blue glass. A small round table with a candle sits within the space, surrounded by a lush green area rug.

5 out of 5 average rating, 10 reviews

Cozy Hermann Home that is IN TOWN!(sleeps 10)

A spacious backyard features a paved fire pit area surrounded by neatly stacked logs. A pathway leads to the fire pit, and the lawn is adorned with green grass and mature trees, providing a natural setting. Outdoor seating is available nearby.

4.73 out of 5 average rating, 80 reviews

Market Street View

An expansive deck features comfortable seating options with views of the surrounding greenery. A dining set is positioned under the shade for outdoor meals. Ceiling fans provide airflow, and the landscaped yard extends into the distance, framed by tree-lined hills.

4.99 out of 5 average rating, 121 reviews

Countryside Guest Haus!