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Montgomery County Holiday Rentals

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Our top choices for Montgomery County holiday rentals

A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

1. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (37 reviews)
"It’s an absolute must do! Such a cool little town right on the Katy Trail!"
United States
Weston
The price is HK$1,499
HK$1,612 total
includes taxes & fees
15 Sept - 16 Sept
The Mercantile on the Katy Trail
A covered patio with a table and chairs, a grill, and a view of a grassy yard.

2. Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (49 reviews)
"Very nice place "
United States
Yaqui S.
The price is HK$1,568
HK$2,189 total
includes taxes & fees
27 Sept - 28 Sept
Secluded 2 bedroom home close to Hermann
A building with large windows, a covered porch, and a welcome mat.

3. McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
McKittrick
10.0 out of 10, Exceptional, (2 reviews)
"Loved this placed, would definitely come back!"
United States
Cody W.
The price is HK$1,778
HK$2,068 total
includes taxes & fees
22 Sept - 23 Sept
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
A modern kitchen with a marble backsplash, stainless steel appliances, and a wooden bar area with bar stools.

4. Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Hermann
The price is HK$1,778
HK$2,154 total
includes taxes & fees
15 Sept - 16 Sept
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
A building with large windows, a covered porch, and a welcome mat.

5. Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries

Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"So pretty and perfect for our weekend."
United States
Katherine B.
The price is HK$1,778
HK$2,154 total
includes taxes & fees
15 Sept - 16 Sept
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
A building with large windows, a covered porch, and a welcome mat.

6. Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
Hermann
8.8 out of 10, Excellent, (8 reviews)
"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! "
United States
Shannon O.
The price is HK$1,778
HK$2,068 total
includes taxes & fees
22 Sept - 23 Sept
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
A wooden deck with a view of a lake, a grill, and a covered seating area.

7. Country Container Tiny House. Experience peace by the water & native wildlife!

Country Container Tiny House. Experience peace by the water & native wildlife!
Fulton
10.0 out of 10, Exceptional, (36 reviews)
"The home was clean and it was a great stay!"
United States
Stephanie P.
The price is HK$819
HK$1,185 total
includes taxes & fees
16 Sept - 17 Sept
Country Container Tiny House. Experience peace by the water & native wildlife!
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

8. Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
9.8 out of 10, Exceptional, (64 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is HK$564
HK$1,500 total
includes taxes & fees
9 Sept - 10 Sept
Studio Condo on the Water @ Innsbrook
A laundry area with washing machines, a wooden cabinet, and a bar stool area.

9. Papa's Cabin - 40 acres & 5 acre lake!

Papa's Cabin - 40 acres & 5 acre lake!
Middletown
10.0 out of 10, Exceptional, (3 reviews)
"Overall stay was amazing! The property was just like described and the hostess was easy to communicate with."
United States
Prisilla B.
The price is HK$909
HK$1,587 total
includes taxes & fees
9 Sept - 10 Sept
Papa's Cabin - 40 acres & 5 acre lake!

10. King Bed Non-Smoking

King Bed Non-Smoking
Fulton, MO
10.0 out of 10, Exceptional, (93 reviews)
"Location is close to local attractions but not busy or noisy."
United States
Anonymous traveller
The price is HK$498
HK$608 total
includes taxes & fees
15 Sept - 16 Sept
King Bed Non-Smoking

11. Serene Seebach Sights by Innsbrook Vacations!

Serene Seebach Sights by Innsbrook Vacations!
Innsbrook
9.6 out of 10, Exceptional, (13 reviews)
"Great clubhouse, plenty of wildlife roaming grounds, and friendly atmosphere."
United States
tony
The price is HK$548
HK$1,740 total
includes taxes & fees
9 Sept - 10 Sept
Serene Seebach Sights by Innsbrook Vacations!
A small wooden cabin with a porch and a staircase leading to the entrance.

12. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.2 out of 10, Wonderful, (5 reviews)
"The host was very good with the explaining how to get to the property. They also helped us find a place to celebrate our 25th wedding anniversary! Highly recommended location!!!"
United States
Lana
The price is HK$734
HK$1,279 total
includes taxes & fees
22 Sept - 23 Sept
Cozy Cabin in the woods near charming Hermann

13. Geneva Retreat by Innsbrook Vacations!

Geneva Retreat by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (3 reviews)
"Very clean"
United States
Suzanne H.
The price is HK$548
HK$1,740 total
includes taxes & fees
9 Sept - 10 Sept
Geneva Retreat by Innsbrook Vacations!
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

14. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (135 reviews)
"Everything was wonderful! It was a great room, a beautiful view from the terrace and a great breakfast."
United States
Kristin V.
The price is HK$776
HK$1,269 total
includes taxes & fees
9 Sept - 10 Sept
Gipfel Suite - Himmel Haus Bed & Breakfast

15. The Aspen Hideout Pt.II by Innsbrook Vacations!

The Aspen Hideout Pt.II by Innsbrook Vacations!
Innsbrook
6.8 out of 10, (3 reviews)
"Great location, clean and plenty of space. Lots of amenities to use during our stay, canoes, fishing gear, video games. Could be updated a little. Baking supplies to make breakfast. "
United States
Nancy P.
The price is HK$548
HK$1,740 total
includes taxes & fees
9 Sept - 10 Sept
The Aspen Hideout Pt.II by Innsbrook Vacations!

16. Lake Aspen Landing by Innsbrook Vacations!

Lake Aspen Landing by Innsbrook Vacations!
Innsbrook
9.2 out of 10, Wonderful, (16 reviews)
"Perfect room and amenities for our getaway. The view of the lake was so nice and the environment was incredibly peaceful! Just what we were looking for! "
United States
Erica K.
The price is HK$548
HK$1,740 total
includes taxes & fees
4 Oct - 5 Oct
Lake Aspen Landing by Innsbrook Vacations!
A spacious living area with a fireplace, a dining table, chairs, a TV, and a staircase.

17. King Bed|Non-Smoking

King Bed|Non-Smoking
Kingdom City, MO
10.0 out of 10, Exceptional, (55 reviews)
"Solo travel was easy here with friendly staff around if I needed anything or directions."
United States
Anonymous traveller
The price is HK$474
HK$611 total
includes taxes & fees
9 Sept - 10 Sept
King Bed|Non-Smoking
A living room with a brick wall, wooden flooring, a sofa, a coffee table, and a television.

18. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (48 reviews)
"Great place to stay! We have stayed here several times and it’s always been great! "
United States
chris w.
The price is HK$882
HK$1,650 total
includes taxes & fees
15 Sept - 16 Sept
Large Unique 2-Bedroom Gamed Themed Loft
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

19. Lakefront Studio Condo

Lakefront Studio Condo
Wright City
9.8 out of 10, Exceptional, (35 reviews)
"everything was beautiful and really calm, we had a really good time there"
United States
Vanessa O.
The price is HK$882
HK$1,966 total
includes taxes & fees
21 Sept - 22 Sept
Lakefront Studio Condo
A spacious living area with a large blue sofa, a television, and a wooden entertainment unit.

20. 3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
Hermann
9.6 out of 10, Exceptional, (15 reviews)
"Host was very accommodating, property perfect, I can't say enough good things about our stay."
United States
Susan R.
The price is HK$1,588
HK$2,866 total
includes taxes & fees
10 Sept - 11 Sept
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
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

Captain Wohlt Inn Bed & Breakfast

Captain Wohlt Inn Bed & Breakfast

10/10 Excellent
"The property was very clean. check in was simple. at check in they were very specific on what remotes worked and also set up key codes on the spot. Room was very clean and fit our needs perfectly."
baron 1-night trip
Posted 3 hours ago
Captain Wohlt Inn Bed & Breakfast