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Our top choices for Montgomery City cottages

3.0 star property
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 15 - Dec 16
Total with taxes and fees
Downtown Hermann Vacation Home Near Wineries!
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
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 City Hotel Reviews

Find out more about Montgomery City

Montgomery City Cottages information

Number of reviews
1
Accommodation
8 Cottages
Lowest Price
$485
Highest Price
$688

Frequently asked questions

Why book your cottage in Montgomery City with Expedia?
Expedia has some excellent cottages in Montgomery City, so start planning for a memorable stay close to nature. If you're on a budget, select how much you want to spend and the star rating of your property. Or, make use of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the right digs whatever your getaway looks like.
How can I find cheap cottages in Montgomery City?
A great way to spot cheap cottages in Montgomery City is with Expedia's user-friendly filter tool. Fine-tune your search results by star rating, budget and amenities to discover unbeatable bargains in just a few clicks.
What is there to do in Montgomery City near my cottage?
If you're ready to explore the best of Montgomery City, be sure to stop by Graham Cave State Park. It's a hit among tourists and locals alike.

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