Montgomery City Vacation Rentals

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Vacation Rentals in Montgomery City

The Mercantile on the Katy Trail
Front of property

The Mercantile on the Katy Trail

4.5 star property
9.8 out of 10, Exceptional, (22)
"Nice quiet area with open concept space inside."
The price is ￥30,345
￥32,461 total
includes taxes & fees
Sep 30 - Oct 1
The Mercantile on the Katy Trail
Country Container Tiny House. Experience peace by the water & native wildlife!
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Was the perfect place to stay while visiting our daughter at WestMo. If you’re looking for a tiny house experience, this is the one for you.. "
The price is ￥13,478
￥18,719 total
includes taxes & fees
Sep 30 - Oct 1
Country Container Tiny House. Experience peace by the water & native wildlife!
The Van Gogh Suites is one of our four rooms.
Outdoor dining

The Van Gogh Suites is one of our four rooms.

9.6 out of 10, Exceptional, (35)
"This was our second time to say at the Artist Suites. We enjoy staying here because each suite is unique and we like the downtown location. Next time we visit Hermann we will once again stay here "
The price is ￥16,279
￥28,471 total
includes taxes & fees
Sep 30 - Oct 1
The Van Gogh Suites is one of our four rooms.
Ash Creek Suite - In Downtown Historic Hermann
Dining

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (49)
"Great location in a lovely town."
The price is ￥18,686
￥37,259 total
includes taxes & fees
Sep 29 - Sep 30
Ash Creek Suite - In Downtown Historic Hermann
Suite on Schiller
Fridge, microwave, oven, coffee/tea maker

Suite on Schiller

9.8 out of 10, Exceptional, (110)
"Great place to stay and location was perfect."
Suite on Schiller
Glamping with gorgeous sunset views, trolley to all wineries
Fridge, microwave, oven, stovetop

Glamping with gorgeous sunset views, trolley to all wineries

9.4 out of 10, Exceptional, (6)
"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 ￥22,424
￥34,084 total
includes taxes & fees
Sep 28 - Sep 29
Glamping with gorgeous sunset views, trolley to all wineries
Cottage Properties - Country Log Cabin
TV, fireplace, DVD player, stereo

Cottage Properties - Country Log Cabin

10.0 out of 10, Exceptional, (167)
"Had a great time! "
Cottage Properties - Country Log Cabin
The Pollock Suite is one of our four rooms.
Property grounds

The Pollock Suite is one of our four rooms.

9.8 out of 10, Exceptional, (62)
"We had a really nice stay and would definitely book again."
The price is ￥16,279
￥28,471 total
includes taxes & fees
Sep 30 - Oct 1
The Pollock Suite is one of our four rooms.
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO
Interior

Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

10.0 out of 10, Exceptional, (146)
"We stay here each year for a bike race weekend. We really enjoy the space and the location!!"
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Interior

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (99)
"Great stay . Perfect for 3 couples. House was exactly as described with a great location. Would 100% stay here again! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Cozy Riverview Cottage. 5 minute walk to downtown
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (33)
"We had a great stay at Autzie’s and was the perfect setting for our 20th wedding anniversary getaway. Thanks"
The price is ￥26,908
￥39,773 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Riverview Cottage. 5 minute walk to downtown
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
Dining

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

9.8 out of 10, Exceptional, (63)
"It is verry pretty inside, loved the decorations, it had 2 king beds, a great out door area. We loved it because of the location. Its two houses down from the Tin Mill."
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
Large Unique 2-Bedroom Gamed Themed Loft
Fridge, microwave, oven, stovetop

Large Unique 2-Bedroom Gamed Themed Loft

9.8 out of 10, Exceptional, (35)
"This is a great place to stay. Stayed here multiple times! "
The price is ￥16,818
￥30,834 total
includes taxes & fees
Sep 28 - Sep 29
Large Unique 2-Bedroom Gamed Themed Loft
New - custom-built Treehouse - Twilight
Interior

New - custom-built Treehouse - Twilight

10.0 out of 10, Exceptional, (3)
"The twilight cabin was so clean and cozy. We enjoyed our stay. "
New - custom-built Treehouse - Twilight
Newly remodeled home in Historic Hermann Wine Counrtry.
Exterior

Newly remodeled home in Historic Hermann Wine Counrtry.

10.0 out of 10, Exceptional, (72)
"Very clean and everything suppled that we needed. The neighborhood was very quiet and nice and the owners were very nice! "
The price is ￥57,314
￥112,244 total
includes taxes & fees
Sep 29 - Sep 30
Newly remodeled home in Historic Hermann Wine Counrtry.
The Da Vinci Suite is one of our four rooms.
Interior

The Da Vinci Suite is one of our four rooms.

9.8 out of 10, Exceptional, (50)
"Great place and location, very clean."
The price is ￥16,279
￥28,471 total
includes taxes & fees
Sep 30 - Oct 1
The Da Vinci Suite is one of our four rooms.
The Monet Suite is one of our four rooms.
Outdoor dining

The Monet Suite is one of our four rooms.

10.0 out of 10, Exceptional, (48)
"This spot was perfect for two people and in a great location close to the main shops and restaurants. We had a great time!!!"
The price is ￥16,279
￥28,471 total
includes taxes & fees
Sep 30 - Oct 1
The Monet Suite is one of our four rooms.
Wine Alley East suite
Fridge, microwave, oven, stovetop

Wine Alley East suite

9.4 out of 10, Exceptional, (72)
"Great place"
The price is ￥21,676
￥31,355 total
includes taxes & fees
Sep 28 - Sep 29
Wine Alley East suite
Treehouse - Sunrise
Interior

Treehouse - Sunrise

2.0 star property
10.0 out of 10, Exceptional, (13)
"5 star stay!"
Treehouse - Sunrise
Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.
Outdoor pool

Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.

8.8 out of 10, Excellent, (20)
"We had a great time at this location. It was cute, clean, and well maintained."
Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montgomery City Hotel Reviews

Hermann Crown Suites

Hermann Crown Suites

10/10 Excellent
" No suggestions"
Douglas 1-night trip
Posted 4 days ago
Hermann Crown Suites

Find out more about Montgomery City

Find out more about Montgomery City

Search for holiday rentals in Montgomery City on Expedia! You can easily find your home rentals, villas, holiday apartments in Montgomery City using one of the methods below:

  • View our selection of featured holiday rentals in Montgomery City
  • Use the map to find apartments and other holiday homes in the Montgomery City neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montgomery City while they last

Look no further and take a look at our great range of rental properties in Montgomery City!

Frequently asked questions

Can I find a vacation rental in Montgomery City?

Yes, we have vacation rentals close to top sights in Montgomery City, or you can go with a secluded option if you'd like a relaxing place to stay. Montgomery City is known for its parks.

What are some of the best vacation home rentals that Montgomery City has to offer?

Ash Creek Suite - In Downtown Historic Hermann: This vacation home rental outside of Montgomery City is located in the city center and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

What’s there to see and do in Montgomery City?

While you're exploring the area, Graham Cave State Park and Katy Trail - McKittrick Trailhead are a couple of picturesque spots to get outside and enjoy nature. Stone Hill Winery and Endless Summer Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Montgomery City like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Montgomery City. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for families.