
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 $25 Per Person Shuttle Service/1837 Bar / Restaurant. Put All Your Eggs in the Hen House’s Basket. Easy Walk to Wineries, Restaurants, Shopping, and Bars. 2 Bedrooms, 2 Newly Remodeled Private Bathrooms, and 2 Queen Pullout Sleepers in Living Room. Room for up to 8 Guests. Full Kitchen & Large Farm Table for Dining or Games with Your Friends. Property Managed by the Historic Hermann Crown Suites next door.

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.

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.

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

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.

The Hide Away on Market Street
Our quaint guest room located in a building that was home of one of the original saloons of Hermann, known as The Farmers Home. A few blocks walk or trolley ride will have you sipping wine and shopping amidst the historic district of Hermann, MO. Its a great space for your trip to Hermann. Fully private apartment. The space has potential to adjoin for larger parties. For larger groups check out our other listings... "B" Our Guest On Market 5th & Market Get Away

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.

Plane Suite at Brickhouse Inn
Enjoy a stylish experience at this centrally-located suite perfect for 2 guests with a king bedroom, one bathroom with shower and full kitchen. Easy walk to train station, trolley, coffee shops, restaurants, and shopping. Free parking in street, in public lot on east side of building, or dedicated guests spots in back of building. Large back yard with patio furniture for enjoying beautiful evenings outside.

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 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.

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.
Popular amenities for Hermann family-friendly rentals
Family-friendly home rentals with a hot tub

Anchors Away

Elevated Woodland Escape

Billy the kid

CatNap Inn

Refined Woodland Hideaway

Mansion on Market Carriage House

Nature's Nook ~ Zia, Hermann

Valley View on 5th
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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £197 | £189 | £215 | £212 | £221 | £210 | £202 | £200 | £209 | £250 | £212 | £186 |
| 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 £67 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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