
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.

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.

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

Adorable house! Walking distance from downtown.
Formerly known as the Hoff Haus, this is a beautifully renovated 3 bedroom, 2 bathroom home built in 1910. Located on a quiet street right outside of downtown Hermann, this is a two-story home. Walk to shops and restaurants or, for a fee, have the Trolley (Hermann Trolley Company) pick you up out front of the house. Sleeps up to 8 guests. Please note that some guests have described the steps of our staircase as steep.

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.

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.

"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

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

Anchors Away

Elevated Woodland Escape

CatNap Inn

Refined Woodland Hideaway

Mansion on Market Carriage House

Nature's Nook ~ Zia, Hermann

Valley View on 5th

Clementine's Cottage
Family- and pet-friendly home rentals

Private 77 Acre Farm Hermann MO - Sleeps 8+

The WRIGHT PLACE to stay in Hermann, Missouri!

The Mercantile on the Katy Trail -Vaudeville Suite

Cheerful Tiny Home Free Parking & Country Setting

Boar Creek Guest House-sleeps 15

Crown’s DeFlorin Stone Cottage Downtown/Breakfast

The Bloch Guest House in the heart of Hermann

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

Spacious Five Bedroom Country Home near Hermann MO

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

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

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 | $340 SGD | $328 SGD | $371 SGD | $367 SGD | $381 SGD | $362 SGD | $349 SGD | $346 SGD | $361 SGD | $432 SGD | $367 SGD | $321 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 $116 SGD per night before taxes and fees

Verified guest reviews
Over 8,130 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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