filters

Search results; 253 homes in Middletown

Photo 1 of 29
Top guest favourite
Cabin in Middletown
Papa's Cabin - 40 acres & 5 acre lake!
2 bedrooms, 5 beds, 2 private bathrooms
21–26 Nov
,
4.97 out of 5 average rating, 38 reviews
Photo 1 of 29
Top guest favourite
Guest house in High Hill
Artsy Farm Stay+Eclectic Vintage+Fresh Eggs
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 59 reviews
Photo 1 of 21
Guest favourite
Home in Vandalia
Cozy White Bungalow
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.79 out of 5 average rating, 34 reviews
Photo 1 of 7
Guest favourite
Home in Montgomery City
2 Bed 1 Bath Montgomery City modern rail town stay
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.89 out of 5 average rating, 9 reviews
Photo 1 of 4
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
Photo 1 of 29
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, 16 reviews
Photo 1 of 29
Top guest favourite
Home in Troy
Secluded Lake House on a 13 acre private lake
3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 23 reviews
Photo 1 of 29
Top guest favourite
Cottage in Montgomery City
Small private country home with lake, spa, firepit
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 415 reviews
Photo 1 of 29
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
Photo 1 of 29
Superhost
Home in Louisiana
The Yellow Rose Historic Home
5 bedrooms, 10 beds, 2 bathrooms
18–23 Sept
4.91 out of 5 average rating, 55 reviews
Photo 1 of 29
Top guest favourite
Apartment in Bowling Green
Cozy Townhouse Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 70 reviews
Photo 1 of 22
Superhost
Home in Warrenton
The Hiding Place - Private Pool and Spa, sleeps 16
7 bedrooms, 9 beds, 4 bathrooms
27 Sept – 2 Oct
4.82 out of 5 average rating, 55 reviews
Photo 1 of 14
Guest favourite
Home in Perry
Great location on Highway J in Perry!
3 bedrooms, 5 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Home in Wright City
Eagle Estate-A private gated property
7 bedrooms, 9 beds, 7.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 43 reviews
Photo 1 of 20
Top guest favourite
Home in Frankford
Wood Shop
1 bedroom, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 36 reviews
Photo 1 of 23
Guest favourite
Home in Perry
Great location. Pet friendly.
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.89 out of 5 average rating, 28 reviews
Photo 1 of 13
Home in Hermann
The Woodland Retreat / Minutes from Hermann (A)
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
New place to stay
Photo 1 of 17
Top guest favourite
Home in Bowling Green
Home away from Home
2 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
4.96 out of 5 average rating, 202 reviews
Photo 1 of 19
Guest favourite
Home in Foristell
Sunset Pond Getaway near Wine Garden
2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 8 reviews