Montgomery County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Featured Montgomery County Holiday Rentals

The Mercantile on the Katy Trail
4.5 star property
9.8 out of 10, Exceptional, (23)
"Our stay was amazing! We loved being near Katy Trail yet close to Hermann Wine/shopping activities. The property was beautiful & clean!"
The price is HK$1,578
HK$1,696 total
includes taxes & fees
21 Oct - 22 Oct
The Mercantile on the Katy Trail
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
10.0 out of 10, Exceptional, (2)
"Loved this placed, would definitely come back!"
The price is HK$1,670
HK$2,061 total
includes taxes & fees
28 Oct - 29 Oct
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
Secluded 2 bedroom home close to Hermann
9.8 out of 10, Exceptional, (42)
"We thoroughly enjoyed our stay! The house was very clean and spacious for our group of 6. Very happy with our experience!"
The price is HK$1,399
HK$1,940 total
includes taxes & fees
19 Oct - 20 Oct
Secluded 2 bedroom home close to Hermann
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
10.0 out of 10, Exceptional, (3)
"This was a great place to stay for the wine festival. It is very close to everything and a quiet area. The beds are very comfortable and the furnishings are nice. There was a great patio area that would be perfect on a cool night. "
The price is HK$1,670
HK$2,084 total
includes taxes & fees
28 Oct - 29 Oct
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
8.6 out of 10, Excellent, (7)
"We stayed here and were very impressed with the cleanliness and the extra amenities provided and the access to additional if needed in the barn! "
The price is HK$1,670
HK$2,061 total
includes taxes & fees
28 Oct - 29 Oct
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
The price is HK$1,670
HK$2,061 total
includes taxes & fees
28 Oct - 29 Oct
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Glamping with gorgeous sunset views, trolley to all wineries
9.6 out of 10, Exceptional, (8)
"It was a wonderful stay for 5 of us girls going to Herman for a day at the Winery. This location was perfect, just 7 minutes up the road from Downtown Herman. The trolley picked us up with no issue. Very quiet location, perfect for a quick getaway!"
The price is HK$1,166
HK$1,780 total
includes taxes & fees
20 Oct - 21 Oct
Glamping with gorgeous sunset views, trolley to all wineries
Country Container Tiny House. Experience peace by the water & native wildlife!
2.0 star property
9.6 out of 10, Exceptional, (5)
The price is HK$739
HK$1,011 total
includes taxes & fees
22 Oct - 23 Oct
Country Container Tiny House. Experience peace by the water & native wildlife!
Fox Hollow by Innsbrook Vacations!
10.0 out of 10, Exceptional, (5)
"House was just as described. Excellent communication. Very cozy weekend getaway!"
The price is HK$1,671
HK$4,427 total
includes taxes & fees
6 Nov - 7 Nov
Fox Hollow by Innsbrook Vacations!
Lakefront Studio Condo
2.0 star property
9.6 out of 10, Exceptional, (19)
"The place is exactly as described. It was very clean and offered everything you would need for a weekend stay. The back porch looks out to a lake, and we were within walking distance of a great spot for the fireworks. We'd stay here again. "
The price is HK$972
HK$2,007 total
includes taxes & fees
16 Nov - 17 Nov
Lakefront Studio Condo
The Pollock Suite is one of our four rooms.
9.8 out of 10, Exceptional, (64)
"We had a really nice stay and would definitely book again."
The price is HK$924
HK$1,590 total
includes taxes & fees
2 Nov - 3 Nov
The Pollock Suite is one of our four rooms.
Nature`s Nook by Zia, Hermann
10.0 out of 10, Exceptional, (2)
"We had an incredible stay at the Zia VRBO in Hermann, Missouri. The location was absolutely stunning, offering breathtaking views of the valley. The unit was exceptionally clean and well-appointed, making it feel like a luxurious hotel experience while being off the grid. The hosts were incredibly friendly and easily accessible, ready to answer any questions we had about the area. They provided everything we needed for a comfortable stay, ensuring that we felt right at home. The eco-friendly...
The price is HK$1,360
HK$2,088 total
includes taxes & fees
3 Nov - 4 Nov
Nature`s Nook by Zia, Hermann
The Hidden Gem - 2BR Basement Apartment on 7 Acres
10.0 out of 10, Exceptional, (12)
"Great place, nice neighborhood. "
The price is HK$855
HK$1,959 total
includes taxes & fees
20 Oct - 21 Oct
The Hidden Gem - 2BR Basement Apartment on 7 Acres
Large Unique 2-Bedroom Gamed Themed Loft
9.8 out of 10, Exceptional, (35)
"great overnight stay in the middle of town on our way to Osage Beach from Chicago"
The price is HK$875
HK$1,604 total
includes taxes & fees
26 Oct - 27 Oct
Large Unique 2-Bedroom Gamed Themed Loft
Happy Moments Chalet by Innsbrook Vacations!
9.6 out of 10, Exceptional, (7)
"Beautiful Chalet with 2 bedrooms and 2 bathrooms on the main level. Spare bedroom had a lake view from the sliding door to the deck. Very comfortable beds and couch. saw lots of deer on the property and the lake is close by. There was no dishwasher in the kitchen and the main slider to the deck was a bit cumbersome to open and close, but everything else was wonderful. This chalet is at the very front of Innsbrook, so close to the main entrance which is nice. "
The price is HK$1,462
HK$4,155 total
includes taxes & fees
2 Nov - 3 Nov
Happy Moments Chalet by Innsbrook Vacations!
The Cocoon Chalet by Innsbrook Vacations!
10.0 out of 10, Exceptional, (4)
"This chalet was everything that was advertised. Beautiful decor, so many little well designed details, comfortable beds, such a calming view and atmosphere. Internet was amazing for feeling away from it all. Would love to stay again and would recommend. "
The price is HK$1,697
HK$4,417 total
includes taxes & fees
7 Nov - 8 Nov
The Cocoon Chalet by Innsbrook Vacations!
The Geneva Villa by Innsbrook Vacations!
10.0 out of 10, Exceptional, (8)
"Great stay. Good central location. Clean, nice place."
The price is HK$543
HK$1,705 total
includes taxes & fees
9 Nov - 10 Nov
The Geneva Villa by Innsbrook Vacations!
Back Door Guest Suite, Zia My Retreat
10.0 out of 10, Exceptional, (5)
"Beautiful relaxing place in adorable neighborhood! Quite the find!"
The price is HK$1,050
HK$1,790 total
includes taxes & fees
20 Oct - 21 Oct
Back Door Guest Suite, Zia My Retreat
Gipfel Suite - Himmel Haus Bed & Breakfast
10.0 out of 10, Exceptional, (111)
"Great place, quiet and comfortable, hosts very responsive, check in and check out process very easy. Access to other amenities wonderful. Breakfast was excellent. "
The price is HK$770
HK$1,304 total
includes taxes & fees
5 Nov - 6 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
Lake Aspen Hideaway by Innsbrook Vacations!
9.8 out of 10, Exceptional, (19)
"Clean, well furnished and quiet. "
The price is HK$543
HK$1,674 total
includes taxes & fees
19 Oct - 20 Oct
Lake Aspen Hideaway by Innsbrook Vacations!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montgomery County Hotel Reviews