
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.

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

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.

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.

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

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.

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.

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.

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.

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

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!"

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.

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
Family-friendly home rentals with a hot tub

Anchors Away

Camp Kitzbuhl by Innsbrook Vacations!

Out On A Limb Treehouse

Market St Mansion- Downtown Hermann w/ Hot Tub!

CatNap Inn

Cozy Cabin - Lakeside

Nature's Nook ~ Zia, Hermann

Valley View on 5th
Family- and pet-friendly home rentals

Private 77 Acre Farm Hermann MO - Sleeps 8+

Trolley Parkview-great place for a group.

The Mercantile on the Katy Trail -Vaudeville Suite

Treehouse on the Katy Trail (Dogwood)

Cheerful Tiny Home Free Parking & Country Setting

Crown’s DeFlorin Stone Cottage Downtown/Breakfast

Adorable house! Walking distance from downtown.

The Bloch Guest House in the heart of Hermann
Family-friendly home rentals with a pool

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

Dogwood Treehouse (Innsbrook)

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

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

Close to Vineyards: Updated New Haven Retreat!

Charming Berger Apt on 42-Acre Farm w/ Pool Access

The Hiding Place - Private Pool and Spa, sleeps 16

Spacious Five Bedroom Country Home near Hermann MO
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!
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