Family-friendly vacation rentals in Hermann

4.94 out of 5 average rating, 136 reviews

An open-concept living space features a well-equipped kitchen with stainless steel appliances and wooden cabinetry. A large dining table is positioned nearby, complemented by a comfortable seating area with a sofa and armchair. Rustic beams enhance the airy atmosphere of the room.

Guesthouse in Hermann

The Downtown Hermann Hen House Food/Bar/Music/Fun

Free Buffet Breakfast/Free Drink Tickets/Live Music Nightly through Oct./Personalized $20 Per Person Shuttle (Trolley is $30)1837 Bar/Restaurant. Put All Your Eggs in the Hen House’s Basket. Right by Restaurants/Shopping/Bars. 2 Bedrooms, 2 Private Bathrooms, & 2 Queen Pullout Sleepers in Living Room. Room for 8 Guests. Full Kitchen & Large Farm Table for Dining or Games with Your Friends. Property Managed by the Hermann Crown Suites next door. Call Hermann Crown to Reserve Spot on Shuttle Now.

FamilyKitchenBreakfast

4.91 out of 5 average rating, 308 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.

KitchenIndoor spacesGrill

A charming brick exterior is presented with a covered front porch, surrounded by lush greenery and vibrant landscaping. An American flag hangs prominently by the entrance, while the scenic surroundings feature a clear blue sky and ample sunlight.

4.92 out of 5 average rating, 185 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.

KitchenIndoor spacesAccess

4.94 out of 5 average rating, 108 reviews

A bright kitchen area features white cabinetry and stainless-steel appliances. Natural light is provided through large windows. A round dining table with white chairs is situated in the center. The open layout connects to a cozy living space visible in the background.

Apartment in Hermann

1 Bed 1 Bath suite in Downtown Hermann

1 bed 1 bath suite centrally located in charming downtown Hermann. It is fully furnished with everything you should need. No matter what you're in the mood for: Shopping, dining, coffee, cocktails, it's all right around the corner. The Hermann Trolley is a great way to get around town and we just happen to be on the trolley route! Roku TV for you to login to your favorite streaming service (no cable). Additional 3 bedroom suite available downstairs should you have extra guests.

FamilyKitchenHospitality

4.96 out of 5 average rating, 303 reviews

A dining area features a wooden table surrounded by dark chairs, with a vibrant red floral centerpiece. Above, a chandelier made from red glass adds a warm glow. A painting of a woman with an umbrella enhances the wall, complemented by a glimpse of a bathroom in the background.

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.

KitchenIndoor spacesLayout

4.99 out of 5 average rating, 167 reviews

The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.

Treehouse in Hermann

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.

FamilyKitchenRiver

A modern kitchen and dining area is displayed, featuring a long wooden table paired with a bench. The kitchen showcases sleek cabinetry, a stove, and stainless steel appliances. Natural light fills the space through multiple windows, enhancing the open and inviting layout.

4.95 out of 5 average rating, 150 reviews

Entire 3BR/2BA house w/spacious backyard fire pit

Enjoy this entire **Newly Remodeled**-3 bed/2 bath house. Just minutes away from everything that Hermann has to offer. The outdoor patio is spacious enough for BBQs or outdoor activities. Conveniently located across the street from a grocery store, in case you want to cook in the beautiful kitchen or walk across the street to the delicious Mexican restaurant. Can be picked up by The Hermann Trolley in the Village Market parking lot. This home features a keyless entry.

Indoor spacesKitchenRiver

A bright bedroom features a spacious bed with a light-colored duvet, complemented by decorative pillows. Natural light filters through large windows with wooden trim. A bedside chest adds storage, while a comfortable chair provides a cozy seating area in the corner.

4.88 out of 5 average rating, 102 reviews

Johann's on Schiller - 4 Bed / 2 Bath

Charming 4 bedroom/2 bathroom property in the heart of downtown Hermann. There is ample space to rest, relax, and unwind. Johann's features a full kitchenette with a refrigerator, stove/oven, microwave, coffee bar, and a kitchen table which seats 8 people. There is a 42" flat screen smart TV, a BluRay / DVD player (with movies), games and plenty of extras to enjoy during your stay. The suite is professionally cleaned prior to every booking.

Indoor spacesFamilyLaundry

4.98 out of 5 average rating, 120 reviews

First Creek Hideaway | Fire Pit | Wine Country

Enjoy the peace and quiet of the country while being just a short drive from downtown Hermann and its many local wineries, restaurants, and shops. First Creek Hideaway is calling your name to spend the weekend if you're in town for a girl's trip, friend's trip, wedding, or just a weekend getaway. The house was designed with your comfort and convenience in mind while experiencing all Hermann has to offer!

FamilyIndoor spacesBathroom

The kitchen showcases a sleek design with white cabinetry and modern appliances. A farmhouse sink is positioned beneath two large windows, enhancing natural light. Decorative elements include a banner reading 'COFFEE' and woven wall baskets, creating a functional and inviting cooking space.

4.91 out of 5 average rating, 284 reviews

The Schneider House #1 Downtown

Freshly renovated, urban farmhouse vibe conveniently located bungalow style home. Enjoy all of the modern farmhouse finishes of this 3 bedroom 2 bathroom home. Right next to the outdoor amphitheater. Located in the heart of Hermann with dinning, shopping and entertainment all less than 2 blocks away! Only four blocks from the Amtrak station, wineries, breweries and so many more attractions.

FamilyIndoor spacesCheck-in

4.82 out of 5 average rating, 408 reviews

The entrance to Apartment B features a white door with a circular sign denoting the apartment number. Two black chairs with a small welcome mat are positioned on the wooden deck, beneath textured red brick walls. Soft light is provided by a wall-mounted fixture.

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

KitchenIndoor spacesHeating

A charming one-story house is seen with a stone and siding exterior. A well-maintained pathway leads to the front door, flanked by manicured bushes. Two windows provide natural light to the living space, while a small porch area offers a seating option.

4.96 out of 5 average rating, 161 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.

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Popular amenities for Hermann family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 19 reviews

Treehouse in Jonesburg

Elevated Woodland Escape

GrillWalkabilityLocation

4.9 out of 5 average rating, 71 reviews

Home in Loutre Township

Jett Manor - Hermann, MO 13 Acre Private Estate

Indoor spacesKitchenBiking

The historic Victorian brick home features a distinctive red metal roof and detailed wooden trim. Neatly planted shrubs and trees enhance the exterior, while a welcoming front porch is framed by decorative elements. Large windows allow for natural light to illuminate the interior.

4.84 out of 5 average rating, 109 reviews

CatNap Inn

FamilyIndoor spacesLayout

4.94 out of 5 average rating, 99 reviews

A spacious bedroom features a wooden bed with a checkered blanket and complementary pillows. Large windows allow natural light to fill the room, revealing a wooded view. A sitting area is present with a small table and stools, while a stone fireplace adds warmth.

Treehouse in Jonesburg

Refined Woodland Hideaway

FamilyIndoor spacesHospitality

A spacious sleeping area features a large bed with crisp white linens, flanked by two wooden nightstands with lamps. A mini fridge is positioned nearby, and the warm wooden floor is complemented by a soft area rug.

Guesthouse in Hermann

4.61 out of 5 average rating, 38 reviews

Mansion on Market Carriage House

KitchenIndoor spacesCheckout

5 out of 5 average rating, 12 reviews

A cozy bedroom features a spacious bed with a light blanket draped over it. Two teal chairs are positioned near a round rug, while a dark wooden dresser complements the floral wallpaper. Natural light filters through sheer curtains, illuminating the inviting space.

Apartment in Hermann

Nature's Nook ~ Zia, Hermann

Outdoor spacesHot tubQuiet

A brick two-story house is presented, featuring a well-maintained garden with various shrubs. A sign reading 'Valley View on 5th St.' is prominently displayed. A wooden staircase leads to the upper deck, where a red umbrella is visible. The front porch is graced by a swing.

4.83 out of 5 average rating, 133 reviews

Valley View on 5th

FamilyKitchenNearby

The exterior of a historic stone cottage features a red metal roof and neatly arranged landscaping. A flowerbed with yellow and blue blooms surrounds a stone well and a decorative red pump. Stone seating areas are present amidst a green lawn and bordered by a white picket fence.

5 out of 5 average rating, 7 reviews

Clementine's Cottage

FamilyComfortAccuracy

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 68 reviews

Two rustic buildings are visible against a twilight sky, surrounded by open fields. One structure features a large, red barn with weathered siding, while the other is a gray silo. A patio lighting adds subtle illumination, enhancing the serene country setting.

Farm stay in Hermann

Secluded Farm Retreat Minutes to Hermann 77 Acres

KitchenIndoor spacesRiver

Cottage in Hermann

New place to stay

The Rory - A modern wine country retreat

AmenitiesLocationView

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.

4.9 out of 5 average rating, 158 reviews

Trolley Stop- in Historic Hermann

FamilyIndoor spacesNearby

4.93 out of 5 average rating, 103 reviews

Tiny home in Hermann

Cheerful Tiny Home Free Parking & Country Setting

KitchenFamilyNearby

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.

4.93 out of 5 average rating, 163 reviews

Adorable house! Walking distance from downtown.

Indoor spacesFamilyHeating

4.84 out of 5 average rating, 104 reviews

The farmhouse is set against a backdrop of lush greenery, featuring a gently sloping yard. The brick exterior is complemented by a raised stone patio adorned with small shrubs. Large windows offer a glimpse into the inviting interior, enhancing the home's warm and welcoming vibe.

Farm stay in Hermann

Boar Creek Guest House-sleeps 15

FamilyKitchenCheckout

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.

4.89 out of 5 average rating, 127 reviews

Labby's Homestead Farmhouse

KitchenIndoor spacesCheck-in

5 out of 5 average rating, 11 reviews

The spacious loft features two plush queen-size beds adorned with floral-patterned bedding. Soft lighting from two bedside lamps illuminates the room, while elegant green curtains frame a window. A vintage-inspired table and a clothing rack are visible, adding to the room's functionality.

Place to stay in Hermann

The Mercantile on the Katy Trail: McKittrick Suite

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Family-friendly home rentals with a pool

4.93 out of 5 average rating, 44 reviews

A welcoming exterior of a spacious home is seen, featuring a classic porch with white railings. Lush green bushes and grass surround the entrance, while a clear blue sky with a few scattered clouds enhances the outdoor setting.

Home in New Florence

Spacious Five Bedroom Country Home near Hermann MO

Indoor spacesKitchenQuiet

4.94 out of 5 average rating, 69 reviews

A shared pool area features a spacious blue pool surrounded by a stone deck. Colorful lounge chairs are positioned for relaxation, under a large tree providing shade. The background includes a two-story white house and the expansive green landscape of the farm.

Apartment in Berger

Cozy Missouri Retreat w/ Pool, Pond & Fire Pit!

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 100 reviews

A private balcony features two black chairs, overlooking a vast green landscape. A white railing provides a clear boundary, while the horizon showcases fields and trees under a bright blue sky with scattered clouds.

Cottage in Berger

Updated Berger Cottage w/ Pool, on a Private Farm!

KitchenFamilyShared spaces

4.76 out of 5 average rating, 72 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!

Indoor spacesFamilyNearby