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Montgomery County Vacation Rentals

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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, (38 reviews)
"It’s an absolute must do! Such a cool little town right on the Katy Trail!"
United States
Weston
The price is CA $278
CA $299 total
includes taxes & fees
Oct 27 - Oct 28
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 $322
CA $392 total
includes taxes & fees
Nov 3 - Nov 4
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.

3. 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 $322
CA $393 total
includes taxes & fees
Oct 13 - Oct 14
Vaudeville Suite, Romantic King Stay Just 4 Min from 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, (50 reviews)
"Very nice place "
United States
Yaqui S.
The price is CA $256
CA $362 total
includes taxes & fees
Oct 8 - Oct 9
Secluded 2 bedroom home close to Hermann
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 CA $322
CA $393 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $322
CA $393 total
includes taxes & fees
Oct 13 - Oct 14
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
Private kitchen

7. The Cottage

The Cottage
2.0 star property
Hermann
The price is CA $238
CA $345 total
includes taxes & fees
Oct 8 - Oct 9
The Cottage
Holiday Home Facilities and Services

8. 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 CA $87
CA $107 total
includes taxes & fees
Oct 19 - Oct 20
King Bed Non-Smoking
A wooden deck with a view of a lake, a grill, and a covered seating area.

9. 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, (37 reviews)
"Great little place to stay and unwind. Very peaceful and quiet."
United States
craig p.
The price is CA $163
CA $231 total
includes taxes & fees
Oct 27 - Oct 28
Country Container Tiny House. Experience peace by the water & native wildlife!
A spacious living area with a fireplace, a dining table, chairs, a TV, and a staircase.

10. King Bed|Non-Smoking

King Bed|Non-Smoking
Kingdom City, MO
10.0 out of 10, Exceptional, (56 reviews)
"Solo travel was easy here with friendly staff around if I needed anything or directions."
United States
Anonymous traveller
The price is CA $88
CA $113 total
includes taxes & fees
Nov 2 - Nov 3
King Bed|Non-Smoking
Holiday Home Facilities and Services

11. 2 Double Beds Non-Smoking

2 Double Beds Non-Smoking
Fulton, MO
10.0 out of 10, Exceptional, (81 reviews)
"Charming spot that's got what you need without fuss, basic amenities checked out well throughout my stay here!"
United States
Anonymous traveller
The price is CA $101
CA $124 total
includes taxes & fees
Oct 18 - Oct 19
2 Double Beds Non-Smoking
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
9.4 out of 10, Exceptional, (6 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 CA $138
CA $237 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Cabin in the woods near charming Hermann
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

13. Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
9.8 out of 10, Exceptional, (70 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is CA $114
CA $287 total
includes taxes & fees
Oct 15 - Oct 16
Studio Condo on the Water @ Innsbrook
A laundry area with washing machines, a wooden cabinet, and a bar stool area.

14. 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 $165
CA $293 total
includes taxes & fees
Oct 27 - Oct 28
Papa's Cabin - 40 acres & 5 acre lake!
A living room with a brick wall, wooden flooring, a sofa, a coffee table, and a television.

15. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (50 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 $160
CA $302 total
includes taxes & fees
Oct 14 - Oct 15
Large Unique 2-Bedroom Gamed Themed Loft
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

16. Lakefront Studio Condo

Lakefront Studio Condo
Wright City
9.8 out of 10, Exceptional, (35 reviews)
"The room was clean and beautiful, we really enjoyed the stay "
United States
Vanessa O.
The price is CA $160
CA $358 total
includes taxes & fees
Oct 13 - Oct 14
Lakefront Studio Condo
A spacious living room with a large sectional sofa, a coffee table, and a ceiling fan.

17. Pet-friendly Downtown Fulton Apt w/ Smart TV!

Pet-friendly Downtown Fulton Apt w/ Smart TV!
4.0 star property
Fulton
10.0 out of 10, Exceptional, (3 reviews)
"We stayed at this beautifully updated property for a weekend wedding and it was perfect! Located in downtown Fulton, we had access to restaurants just across the street and within a block or two for options. The pictures and description are true to reality, spacious, clean, comfortable and great for just relaxing a visiting. Our contact Chance was extremely helpful before and during our stay. Such a good experience."
United States
Marjorie
Pet-friendly Downtown Fulton Apt w/ Smart TV!
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

18. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (138 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 CA $141
CA $231 total
includes taxes & fees
Nov 2 - Nov 3
Gipfel Suite - Himmel Haus Bed & Breakfast
A hotel room with a wooden desk, a chair, a lamp, a small refrigerator, a mirror, and a window.

19. Queen Bed|Smk|Kingdom City, MO

Queen Bed|Smk|Kingdom City, MO
Kingdom City, MO
10.0 out of 10, Exceptional, (41 reviews)
"Free WiFi worked well throughout my stay, a definite plus."
United States
Anonymous traveller
The price is CA $84
CA $108 total
includes taxes & fees
Nov 2 - Nov 3
Queen Bed|Smk|Kingdom City, MO
A cozy loft-style room with a stone fireplace, wooden beams, and a large sliding glass door leading to an outdoor deck.

20. Camp Kitzbuhl by Innsbrook Vacations!

Camp Kitzbuhl by Innsbrook Vacations!
Innsbrook
9.0 out of 10, Wonderful, (10 reviews)
"Property was pet friendly and perfect for the quiet girls weekend trip!"
United States
Casey Marie C.
The price is CA $191
CA $662 total
includes taxes & fees
Oct 11 - Oct 12
Camp Kitzbuhl 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.
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Top Montgomery County Hotel Reviews

Hermann Crown Suites

Hermann Crown Suites

10/10 Excellent
"Great location to everything, with in walking distance."
james 1-night trip
Posted 1 hour ago
Hermann Crown Suites

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 $107 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.