
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.

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.

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

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.

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!

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

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.

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.

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.

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

Market St Mansion- Downtown Hermann w/ Hot Tub!

NEW - Treehouse - Twilight

Billy the kid

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+

Wine Alley West Suite

Trolley Stop- in Historic Hermann

The Mercantile on the Katy Trail -Vaudeville Suite

Market Street View

Boar Creek Guest House-sleeps 15

Crown’s DeFlorin Stone Cottage Downtown/Breakfast

The Bloch Guest House in the heart of Hermann
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 | G$55,482 GYD | G$53,389 GYD | G$60,507 GYD | G$59,879 GYD | G$62,182 GYD | G$59,042 GYD | G$56,948 GYD | G$56,320 GYD | G$58,832 GYD | G$72,232 GYD | G$64,066 GYD | G$54,435 GYD |
| 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 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 G$18,843 GYD 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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