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Search results; 760 homes in Montgomery City

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Top guest favourite
Cottage in Montgomery City
Small private country home with lake, spa, firepit
1 bedroom, 1 bed, 1 private bathroom
5–10 Oct
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4.99 out of 5 average rating, 415 reviews
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Guest favourite
Flat in Montgomery City
2nd Street Stay
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 45 reviews
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Guest favourite
Home in Montgomery City
2 Bed 1 Bath Montgomery City modern rail town stay
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.89 out of 5 average rating, 9 reviews
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Top guest favourite
Guest house in High Hill
Artsy Farm Stay+Eclectic Vintage+Fresh Eggs
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 59 reviews
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Top guest favourite
Townhouse in High Hill
Scenic Natureside Stay Off 70~Best of Both Worlds
1 bedroom, 3 beds, 1 bathroom
15–20 Oct
4.98 out of 5 average rating, 49 reviews
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Guest favourite
Cabin in Montgomery City
Secluded Getaway - Cozy Cabin Living
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
4.91 out of 5 average rating, 47 reviews
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Guest favourite
Home in Montgomery City
Spacious country getaway
7 bedrooms, 7 beds, 3.5 bathrooms
1–8 Dec
5.0 out of 5 average rating, 18 reviews
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Home in Montgomery City
Guest House at Lazy Day Campground
Business host
1–6 Oct
New place to stay
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Top guest favourite
Cabin in Middletown
Papa's Cabin - 40 acres & 5 acre lake!
2 bedrooms, 5 beds, 2 bathrooms
21–26 Nov
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
Home in New Florence
4K Ranch - 10 acre property & home near Hermann
3 bedrooms, 8 beds, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 59 reviews
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Top guest favourite
Home in Jonesburg
Quiet Country 3 Bedroom Escape
3 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 31 reviews
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Guest favourite
Home in New Florence
Secluded 2 bedroom home close to Hermann
2 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.83 out of 5 average rating, 53 reviews
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Home in New Florence
John and Jan's Guesthouse clean & peaceful
2 bedrooms, 2 double beds, 1 bathroom
1–6 Jun
4.87 out of 5 average rating, 15 reviews
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Earthen home in Bellflower
Murray Acres Retreat | Earth Home on 20 Acres
2 bedrooms, 2 beds, 1 bathroom
5–10 Jan
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Home in Hermann
The Woodland Retreat / Minutes from Hermann (A)
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
New place to stay
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Home in Wright City
Cozy Cottage nestled on 9 acres
3 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Tiny home in Fulton
Charming tiny home - Nova’s House
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 307 reviews
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Cabin in Berger
Rustic Farm stay in 1800s cabin near Hermann
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Mexico
NEW! Historical Schoolhouse experience 2026
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 5 reviews