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Family-friendly vacation rentals in Hermann

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hermann

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.95 out of 5 average rating, 127 reviews

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

Guest favorite
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
4.91 out of 5 average rating, 276 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 268 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 198 reviews

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

Guest favorite
A cozy bedroom features a large bed with a quilted white coverlet and two red accent pillows. Floral wallpaper adorns the upper wall, while a bedside lamp provides soft illumination. A comfortable chair is positioned nearby on plush carpeting.
Apartment in Hermann
4.88 out of 5 average rating, 143 reviews

Piano Bar Suite 4 - 1 Bed, 1 Bath, Full Kitchen

The Piano Bar Suites are located in the heart of downtown Hermann, MO at the corner of Market Street (Hwy 19) and 4th Street. The suites are located above The Piano Bar and all guests to the Suites will receive Hermann Bucks to use in the historic district. This location is ideal for walking and exploring Hermann with restaurants, bars and shopping nearby. Please note, given the prime location in the city center and being located above a bar, there is a higher noise level.

Top guest favorite
The living area features a spacious gray sofa paired with a brown recliner. A coffee table sits in the center, surrounded by a colorful area rug. Two blue lamps provide lighting, and a television is positioned on a turquoise console. Natural light enters through the window beside the door.
Guest suite in Rhineland
4.97 out of 5 average rating, 234 reviews

White Wolf Inn Apartment

Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.

Top guest favorite
A cozy sleeping area features a spacious bed with a light-colored quilt, accented by a soft turquoise headboard. Two bedside lamps provide ambient lighting, while a decorative tray sits on the bed. Warm wooden accents complement the neutral color palette.
Guesthouse in Hermann
5 out of 5 average rating, 137 reviews

Das Hundehaus-Downtown Location-Off Street Parking

Das Hundehaus is centrally located in Hermann's downtown historic district on East 2nd Street. The cottage is conveniently located just steps away from restaurants, shops, museums, and more. The cozy cottage offers an open concept floor plan featuring a full kitchen, king bed, sitting area, private bathroom with large shower and off street parking. Start your mornings with a cup of coffee on the private deck and end your evening relaxing with a glass of wine.

Guest favorite
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.
Home in Hermann
4.91 out of 5 average rating, 111 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.

Superhost
The entrance to the apartment features a white door adorned with a welcoming chalkboard sign. A patterned area rug lies on the wooden floor, complementing a neutral-toned sofa nearby. Soft lighting from a ceiling fixture adds to the overall ambiance of the space.
Apartment in Hermann
4.79 out of 5 average rating, 295 reviews

5th and Market Get Away

Our building was once home to one of the original saloons of early Hermann, known as the Farmers Home. The 5th & Market Apartment is located in the center of our second floor. Its a great space for your trip to Hermann. Fully private apartment, queen size bed. The space has potential to adjoin on either side for larger parties. For larger groups check out our other listings... "B" Our Guest On Market The Hide Away on Market

Guest favorite
The living room features exposed wooden beams and a large stone fireplace. Two dark leather sofas face each other over a plush rug, with a wooden coffee table positioned centrally. Natural light filters in through large windows, enhancing the warm wood tones of the room.
Home in Hermann
4.98 out of 5 average rating, 103 reviews

First Creek Hideaway | Fire Pit | Wine Country

"Experience the tranquility of the countryside while being just a short drive from downtown Hermann and its numerous local wineries, restaurants, and shops. First Creek Hideaway invites you to spend the weekend, whether you're in town for a girls' trip, a friend's trip, a wedding, or a weekend getaway. The house was designed with your comfort and convenience in mind, allowing you to enjoy all that Hermann has to offer!"

Guest favorite
Guest suite in Hermann
4.9 out of 5 average rating, 115 reviews

Suite #2 - 1 Bed 1 Bath in Downtown Hermann

Location, location, location! The Suites on 3rd are right in the middle of the action of charming downtown Hermann. Walk everywhere you need to go. Taking the Amtrak into town? We are only a few blocks away. This listing is for Suite 2 and features 1 bedroom and 1 bath. Message me for info on how to book more than one suite. Check out my reviews! Easy contactless check-in & only one flight of steps to access.

Top guest favorite
The exterior of a historic stone barn features rugged stone walls and a large wooden door framed by greenery. Windows with dark trim allow natural light, and seasonal flowers in pots add a touch of color to the entrance area.
Barn in Hermann
5 out of 5 average rating, 121 reviews

The Barn at Schon Stein Farm & Vineyard

Nestled in the hills & bluffs above Hermann, the Stone Barn at Schon Stein Farm & Vineyards takes you back in time in this historic wine press barn that has been carefully restored and decorated with primitive period antiques...situated on 20 acres in the bluffs with beautiful views! The town of Hermann is minutes away down the hill, and trolley pick up is available.

Popular amenities for Hermann family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Hermann

  • Total vacation rentals

    Explore 100 vacation rentals in Hermann

  • Nightly prices starting at

    Hermann vacation rentals start at $90 per night before taxes and fees

  • Verified guest reviews

    Over 7,730 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Hermann vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hermann rentals

  • 4.9 Average rating

    Hermann stays are highly rated by guests—averaging 4.9 out of 5!