
Family-friendly holiday 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 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.

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.

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.

the Drayton guest suites - "Suite B" - 109 E. 4th
"Suite B" ----------- - Suitable for Up to 4 Guests - 1st Floor - 1 Queen Bed - Door May be Closed in the Bedroom for Privacy or Left Open with a Large Drapery Divider Between the Bed and Walk-Thru Hallway - 1 Living Room w/Queen Sofa Sleeper - 1 Smart TV w/Apps - * Guests may log into their own accounts, ie. Netflix, HBO, etc.* - 1 Mini- Kitchen w/Mini Fridge, Microwave, Keurig Coffee Maker - 1 Full Bathroom w/100 Year Old Clawfoot Tub/Shower Combination - Front Patio Seating

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.

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.

Suite #1 - 1 Bed 1 Bath in the middle of Downtown
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 1 and features 1 bedroom and 1 bath. Roku TV for you to login to your favorite streaming service (no cable) Message me for info on how to book more than one suite. We have 5 total suites with a total of 8 bedrooms. Easy contactless check-in!

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.

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
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!

The Dogwood Inn Hermann
We are a two bedroom,( 1 King, 1 Queen) one bath guesthouse that rents to one or two couples (if they know each other) at a time. A luxury spa like atmosphere with all the comforts you'd expect. We are located in the historic district of Hermann, MO and are within walking distance of the train station, trolleys, many attractions, food, wineries, and shopping.

Schneider House #2 Perfectly Located Downtown
Freshly renovated, urban farmhouse vibe home. Conveniently located in downtown Hermann. Enjoy all the modern farmhouse style finishes of this 3 bedroom 2 bath home. Located on east 2nd street in the heart of Hermann. With dinning, shopping, wineries, and distilleries all less than one block away. An easy walk to the Amtrak station only two blocks away!
Popular amenities for Hermann family-friendly rentals
Family-friendly home rentals with a hot tub

Anchors Away

Epic A-Frame! Rooftop, Theater, Hot Tub and Sauna

Elevated Woodland Escape

CatNap Inn

Jett Manor - Hermann, MO 13 Acre Private Estate

Refined Woodland Hideaway

Mansion on Market Carriage House

Nature's Nook ~ Zia, Hermann
Family- and pet-friendly home rentals

Private 77 Acre Farm Hermann MO - Sleeps 8+

The WRIGHT PLACE to stay in Hermann, Missouri!

Trolley Stop- in Historic Hermann

The Mercantile on the Katy Trail -Vaudeville Suite

Cheerful Tiny Home Free Parking & Country Setting

Boar Creek Guest House-sleeps 15

Adorable house! Walking distance from downtown.

Labby's Homestead Farmhouse
Family-friendly home rentals with a pool

Spacious Five Bedroom Country Home near Hermann MO

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
When is the best time to visit Hermann?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $319 SGD | $315 SGD | $350 SGD | $366 SGD | $380 SGD | $361 SGD | $348 SGD | $344 SGD | $360 SGD | $430 SGD | $366 SGD | $320 SGD |
| Avg. temp | -1°C | 2°C | 8°C | 14°C | 19°C | 24°C | 26°C | 25°C | 21°C | 14°C | 7°C | 2°C |
Quick stats about holiday rentals that are family-friendly in Hermann

Total holiday rentals
Explore 90 holiday rentals in Hermann

Nightly prices starting at
Hermann holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 8,120 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
90 of Hermann holiday rentals include wifi 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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