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Cottages in Montgomery County

Stumble-In Guest House- Downtown Location

Hermann
10.0 out of 10, Exceptional, (9)
"The house is very clean and the location is awesome! I would definitely stay here again."
United States
Bridgette K.
Stumble-In Guest House- Downtown Location

Private Guest House-Hermann MO

Hermann
10.0 out of 10, Exceptional, (39)
"We were very happy with our stay. Great location for walking to the places we wanted to go shopping eating and coffee. Bed was comfortable. We will visit again. "
United States
Jackie A.
Private Guest House-Hermann MO

2 Mi to Dtwn Fulton: 'meadowlark' Home w/ Deck!

3.0 star property
Fulton
2 Mi to Dtwn Fulton: 'meadowlark' Home w/ Deck!

Close to Vineyards: Updated New Haven Retreat!

3.0 star property
New Haven
10.0 out of 10, Exceptional, (1)
"Very clean and relaxing environment!! "
United States
Kizzy
Close to Vineyards: Updated New Haven Retreat!

Home w/ Trail Access on 19 Acres in Wright City!

3.0 star property
Wright City
10.0 out of 10, Exceptional, (1)
"Great house in a beautiful setting. We enjoyed the quiet solitude and woodsy area. Very clean accommodations with every amenity available. "
United States
Mike
Home w/ Trail Access on 19 Acres in Wright City!

Hanna's Cottage in the Downtown Historic District of Hermann, Missouri

Hermann
9.8 out of 10, Exceptional, (6)
"It was perfect and in a great area."
United States
Marcus J.
Hanna's Cottage in the Downtown Historic District of Hermann, Missouri

Downtown Hermann Vacation Home Near Wineries!

3.0 star property
Hermann
10.0 out of 10, Exceptional, (1)
"This is a very cute little house on the end of a quiet street. It's within easy walking distance of all the shops, restaurants, wineries, distilleries, and bars between 1st Street and 5th Street. If you don't mind a longer, hillier walk you could also go further south to City Park or to Stone Hill winery. But there's also easy transportation on the Trolley or local ride services. We were happy to find there were more beds than pictured (3 queen size downstairs between 2 bedrooms, and 2 queens...
United States
Tara
$602 nightly
The price is $688
Dec 7 - Dec 8
Total with taxes and fees
Downtown Hermann Vacation Home Near Wineries!

Peaceful Guest Home w/ Patio on 152-acre Farm

3.0 star property
Berger
10.0 out of 10, Exceptional, (2)
"Very clean,family friendly, even though it was 7 miles out of town they were very Accommodating,they came to puck us up at the train station and there's a van that will take you into town and you can take the trolley to all the wineries,shopping, we all loved our stay,i would definitely recommend to anyone who enjoys the fram life, they have lots of history, and animals, thank you Susan and Mike for all that you did to make our stay memorable, we would definitely come back. "
United States
Kelly
Peaceful Guest Home w/ Patio on 152-acre Farm

Waterside Cottage w/ Hot Tub by StayLage

2.0 star property
Innsbrook
8.0 out of 10, Very Good, (1)
"Outstanding location if you love peace, quiet, walking trails, wildlife and a relaxing tone set upon entry with chill music playing. Master bed needs replacing but a great room. Pet friendly…our big dog loved it. I would definitely go back but will bring Advil if mattress not changed.Columbia MO couple"
United States
Gregory G.
Waterside Cottage w/ Hot Tub by StayLage

Spacious Owensville Getaway w/ Winery On-site!

2.0 star property
Rosebud
Spacious Owensville Getaway w/ Winery On-site!

Tarnhouse Lakefront Cottage by StayLage

Innsbrook
10.0 out of 10, Exceptional, (1)
"All the comforts of home. Great fishing "
United States
Steven C.
Tarnhouse Lakefront Cottage by StayLage

Lakefront Innsbrook Chalet: Hot Tub + Fire Pit!

3.0 star property
Wright City
Lakefront Innsbrook Chalet: Hot Tub + Fire Pit!

Quiet Lakefront Cottage With Dock & Resort Access!

3.0 star property
Wright City
10.0 out of 10, Exceptional, (1)
"This property was gorgeous and a perfect place for anyone who likes nature and it’s beauty. The owners are very kind and always available. Highly recommended. We will be back! Thank you for sharing your piece of paradise with my family. "
United States
JESSICA
Quiet Lakefront Cottage With Dock & Resort Access!

Whole House Rental - Private Cottage near Historic Hermann, Missouri

Hermann
10.0 out of 10, Exceptional, (3)
"Beautiful house tucked away from neighbors."
United States
Brandon R.
$455 nightly
The price is $485
Dec 31 - Jan 1, 2026
Total with taxes and fees
Whole House Rental - Private Cottage near Historic Hermann, Missouri

Spacious & Historic Cabin in New Haven w/ Pond!

3.0 star property
New Haven
Spacious & Historic Cabin in New Haven w/ Pond!

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

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

Lake loft Cottage

Portland
Lake loft Cottage

Dog-friendly Cabin w/ Yard Near Auxvasse Creek!

3.0 star property
Kingdom City
Dog-friendly Cabin w/ Yard Near Auxvasse Creek!

Updated Lakefront Home W/hot Tub, Fire Pit, Boats!

3.0 star property
Wright City
Updated Lakefront Home W/hot Tub, Fire Pit, Boats!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montgomery County Hotel Reviews

Find out more about Montgomery County

Montgomery County Cottages information

Number of reviews
57
Accommodation
19 Cottages
Lowest Price
$485
Highest Price
$688

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