Montgomery County Vacation Rentals

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Top cities in Montgomery County

A mountain bike parked on a dirt path surrounded by trees.
Vacation Rentals

New Florence

New Florence

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Montgomery County vacation 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, (44 reviews)
"We loved this place- very unique! Clean and great communication from hosts."
United States
Kristine
The price is CA $270
CA $290 total
includes taxes & fees
Nov 24 - Nov 25
The Mercantile on the Katy Trail
A building with large windows, a covered porch, and a welcome mat.

2. 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 CA $320
CA $372 total
includes taxes & fees
Nov 24 - Nov 25
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
A building with large windows, a covered porch, and a welcome mat.

3. 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 CA $320
CA $372 total
includes taxes & fees
Dec 1 - Dec 2
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
A covered patio with a table and chairs, a grill, and a view of a grassy yard.

4. Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (52 reviews)
"Very nice place "
United States
Yaqui S.
The price is CA $254
CA $344 total
includes taxes & fees
Nov 11 - Nov 12
Secluded 2 bedroom home close to Hermann
A modern kitchen with a marble backsplash, stainless steel appliances, and a wooden bar area with bar stools.

5. 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 CA $320
CA $372 total
includes taxes & fees
Nov 17 - Nov 18
Vaudeville Suite, Romantic King Stay Just 4 Min from 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 CA $320
CA $372 total
includes taxes & fees
Nov 17 - Nov 18
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
A wooden bridge leading to a two-story house with multiple windows and a covered porch.

7. The Cottage

The Cottage
2.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"Our host mentioned he does not receive messages from Expedia postings. So if you are not receiving check-in information, you might want to find another way to contact them. The property is lovely. The Treehouse was perfect for my granddaughter and me."
United States
Linda
The price is CA $233
CA $338 total
includes taxes & fees
Nov 11 - Nov 12
The Cottage
A spacious living area with a fireplace, a dining table, chairs, a TV, and a staircase.

8. King Bed|Non-Smoking

King Bed|Non-Smoking
Kingdom City, MO
9.8 out of 10, Exceptional, (58 reviews)
"Solo travel was easy here with friendly staff around if I needed anything or directions."
United States
Anonymous traveller
The price is CA $81
CA $104 total
includes taxes & fees
Nov 13 - Nov 14
King Bed|Non-Smoking
An indoor swimming pool with a wooden ceiling and brick walls, surrounded by lounge chairs and large windows.

9. 2 Double Beds Non-Smoking

2 Double Beds Non-Smoking
Fulton, MO
9.8 out of 10, Exceptional, (86 reviews)
"This place is great! They have a free breakfast buffet every morning in the lobby with steak and omelet bar, amazing value for the price!"
United States
Michael
The price is CA $93
CA $114 total
includes taxes & fees
Dec 1 - Dec 2
2 Double Beds Non-Smoking
A spacious room with a bed, a fireplace, a television, and a balcony with outdoor seating.

10. Bright Lakefront Studio Condo at Innsbrook

Bright Lakefront Studio Condo at Innsbrook
Wright City
9.8 out of 10, Exceptional, (74 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is CA $102
CA $256 total
includes taxes & fees
Nov 11 - Nov 12
Bright Lakefront Studio Condo at Innsbrook
A wooden deck with a view of a lake, a grill, and a covered seating area.

11. 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, (40 reviews)
"The host was wonderful with communication. Very clean, cute and cozy. We loved our stay and would definately stay again."
United States
Vujo
The price is CA $140
CA $194 total
includes taxes & fees
Nov 24 - Nov 25
Country Container Tiny House. Experience peace by the water & native wildlife!
A compact kitchen with wooden cabinets, a granite countertop, and a black refrigerator.

12. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.0 out of 10, Wonderful, (9 reviews)
"I had a really good stay. Though I would consider this more of a hunting camp. It was really peaceful and the stars were awesome at night!"
United States
Justen
The price is CA $141
CA $228 total
includes taxes & fees
Nov 18 - Nov 19
Cozy Cabin in the woods near charming Hermann
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

13. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (144 reviews)
"The room was nice with a great shower. The breakfast was delicious."
United States
Peggy
The price is CA $147
CA $237 total
includes taxes & fees
Nov 16 - Nov 17
Gipfel Suite - Himmel Haus Bed & Breakfast
A two-story brick house with a porch decorated with Christmas lights and wreaths.

14. Zinfandel Room - Old Vine

Zinfandel Room - Old Vine
Hermann
10.0 out of 10, Exceptional, (33 reviews)
"Breakfast was amazing!"
United States
Amanda Q.
The price is CA $191
CA $258 total
includes taxes & fees
Nov 11 - Nov 12
Zinfandel Room - Old Vine
A modern living room with a sofa, a coffee table, and a dining table. There is a kitchen area with a microwave and a refrigerator.

15. The Harris Overlook by Innsbrook Vacations!

The Harris Overlook by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (24 reviews)
"Beautiful setting. Nice, cozy condo. Peaceful visit. Highly recommend."
United States
Christie K.
The price is CA $130
CA $337 total
includes taxes & fees
Nov 11 - Nov 12
The Harris Overlook by Innsbrook Vacations!
A two-story house with a blue exterior, a front porch, and a small front yard.

16. Hickory Lake House

Hickory Lake House
3.0 star property
Wright City
The price is CA $395
CA $620 total
includes taxes & fees
Nov 16 - Nov 17
Hickory Lake House
A living room with a brick wall, wooden flooring, a sofa, a coffee table, and a television.

17. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (51 reviews)
"Enjoyed our stay. It was convenient for everything. I will be using the property again in the future."
United States
Christopher
The price is CA $159
CA $285 total
includes taxes & fees
Nov 11 - Nov 12
Large Unique 2-Bedroom Gamed Themed Loft
A laundry area with washing machines, a wooden cabinet, and a bar stool area.

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

Papa's Cabin - 40 acres & 5 acre lake!
Middletown
10.0 out of 10, Exceptional, (4 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 CA $192
CA $296 total
includes taxes & fees
Dec 3 - Dec 4
Papa's Cabin - 40 acres & 5 acre lake!
An indoor swimming pool with a wooden ceiling and brick walls, surrounded by lounge chairs and large windows.

19. King Bed Non-Smoking

King Bed Non-Smoking
Fulton, MO
10.0 out of 10, Exceptional, (95 reviews)
"Location is close to local attractions but not busy or noisy."
United States
Anonymous traveller
The price is CA $80
CA $98 total
includes taxes & fees
Dec 1 - Dec 2
King Bed Non-Smoking
A modern kitchen with white cabinets, a black refrigerator, a stainless steel microwave, and a black oven. There are four blue bowls on a wooden table with a woven placemat.

20. Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
Moscow Mills
10.0 out of 10, Exceptional, (14 reviews)
"Great place, nice neighborhood. "
United States
Julie L.
The price is CA $162
CA $353 total
includes taxes & fees
Nov 18 - Nov 19
Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
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

Lobby lounge
Brady Hotel

Brady Hotel

Brady Hotel
New Florence

10/10 Excellent

The staff was extremely friendly and welcoming.... Sets a great start for our stay
Canada
Susan
Reviewed December 19, 2016
Brady Hotel

Find out more about Montgomery County

Everything you need to know about Montgomery County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montgomery County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montgomery County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery County vacation rentals we have selected for you start as low as CA $79 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomery County rentals

At Expedia, we put the best Montgomery County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montgomery County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montgomery County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montgomery County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.