Kid-friendly holiday rentals in Gasconade County

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Gasconade County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Hermann

4.97 out of 5 average rating, 121 reviews

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

Top guest favourite

Cabin in Bland

4.99 out of 5 average rating, 123 reviews

Crooked Creek Cabin. Private Setting on a Pond .

Kick back and relax in this rustic yet modern cabin. Just a little over an hour from St Louis. Enjoy a quite relaxing setting in the woods remodeled in 2021. Family friendly. Enjoy fishing in the private pond, exploring or kayaking. Foosball table. Smart TV, WIFI , Assortment of games and DVDs. White Mull Winery ,Large deck overlooking the pond. . Fire Pit, Nearby Winery, Antiquing. Stores and restaurants. Gasconade River. Hunting Ranch Adorable kids room. FISHING ONLY WHAT YOU CAN EAT

Guest favourite

Cottage in Gasconade

4.91 out of 5 average rating, 264 reviews

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.

Guest favourite

Flat in Owensville

4.97 out of 5 average rating, 145 reviews

1 Bedroom Hideaway in Historic Downtown Owensville

Perfect for your getaway! Stay in the historic F.G. Henneke building in Owensville, MO's historic Hub district. Apartment B is a comfortable 1 bedroom ground floor hideaway apartment, accessed from your own private off-street entry. 560sf unit completely renovated with new appliances, windows, and the restoration of original floors, millwork, and ceilings. The unit retains the building's historical 1907 charm and warmth, with the amenities and comforts we expect in the modern world.

Top guest favourite

Loft in Hermann

4.96 out of 5 average rating, 260 reviews

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.

Guest favourite

Flat in Hermann

4.81 out of 5 average rating, 124 reviews

Piano Bar Suite 1 - 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.

Guest favourite

Guest suite in Hermann

4.92 out of 5 average rating, 152 reviews

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!

Guest favourite

Home in Hermann

4.94 out of 5 average rating, 135 reviews

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.

Top guest favourite

Guest house in Hermann

5 out of 5 average rating, 126 reviews

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.

Superhost

Flat in Hermann

4.78 out of 5 average rating, 289 reviews

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

Top guest favourite

Barn in Hermann

5 out of 5 average rating, 114 reviews

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.

Guest favourite

Guest house in Hermann

4.96 out of 5 average rating, 250 reviews

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.