Montgomery City Holiday Rentals

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Check prices for these dates

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
26 Sept - 28 Sept
Next weekend
3 Oct - 5 Oct

Holiday Rentals in Montgomery City

Our top choices for Montgomery City holiday rentals

The Mercantile on the Katy Trail
Front of property

The Mercantile on the Katy Trail

4.5 star property
10.0 out of 10, Exceptional, (21)
"Nice quiet area with open concept space inside."
The price is AU$329
includes taxes & fees
1 Oct - 2 Oct
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)
"Very organized/clean and cozy tiny house. We really enjoyed our stay. Kim was very responsive and easy to deal with. Would definitely recommend and stay here again. "
The price is AU$192
includes taxes & fees
29 Sept - 30 Sept
Country Container Tiny House. Experience peace by the water & native wildlife!
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 AU$349
includes taxes & fees
24 Sept - 25 Sept
Glamping with gorgeous sunset views, trolley to all wineries
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 AU$384
includes taxes & fees
25 Sept - 26 Sept
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
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, (34)
"Right in the middle of all the action. Loved the neighborhood!"
The price is AU$292
includes taxes & fees
24 Sept - 25 Sept
The Van Gogh Suites is one of our four rooms.
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
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, (145)
"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
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 AU$292
includes taxes & fees
24 Sept - 25 Sept
The Pollock Suite is one of our four rooms.
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 AU$406
includes taxes & fees
25 Sept - 26 Sept
Cozy Riverview Cottage. 5 minute walk to downtown
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
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!
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 AU$1,131
includes taxes & fees
24 Sept - 25 Sept
Newly remodeled home in Historic Hermann Wine Counrtry.
Wine Alley East suite
Fridge, microwave, oven, stovetop

Wine Alley East suite

9.4 out of 10, Exceptional, (72)
"Great place"
The price is AU$322
includes taxes & fees
24 Sept - 25 Sept
Wine Alley East suite
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, (49)
"Great place and location, very clean."
The price is AU$292
includes taxes & fees
24 Sept - 25 Sept
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 AU$292
includes taxes & fees
24 Sept - 25 Sept
The Monet Suite is one of our four rooms.
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 AU$316
includes taxes & fees
24 Sept - 25 Sept
Large Unique 2-Bedroom Gamed Themed Loft
The Laughing Boar, perfectly located downtown
Exterior

The Laughing Boar, perfectly located downtown

10.0 out of 10, Exceptional, (49)
"Great place - very roomy."
The price is AU$1,288
includes taxes & fees
30 Sept - 1 Oct
The Laughing Boar, perfectly located downtown
Epic A-Frame Retreat | Rooftop, Theater, Hot Tub + Sauna
Terrace/patio

Epic A-Frame Retreat | Rooftop, Theater, Hot Tub + Sauna

10.0 out of 10, Exceptional, (1)
"We stayed at this house over labor day weekend. Wow wow wow! Such a beauty! This is the cleanest, most modern house we have all been to. The beds were super comfortable, I ended up contacting the host asking where she got the sheets and comforter. Hilda is the sweetest and provided me links to all the things I asked about. Hilda responded to all my messages right away, no matter what time I messaged. We did not want to leave the house, we had SO much to do. Our kids’ ages are 4, 7, 11, 14 & 16...
Epic A-Frame Retreat | Rooftop, Theater, Hot Tub + Sauna
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 City Hotel Reviews

Hermann Crown Suites

Hermann Crown Suites

10/10 Excellent
"It was fine for our travel purposes."
Dale 1-night trip
Posted 15 hours ago
Hermann Crown Suites

Find out more about Montgomery City

Find out more about Montgomery City

Everything you need to know about Montgomery City holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery City holiday rental for you. At Expedia, you can take your pick from private holiday 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 City holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montgomery City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery City. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery City holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery City holiday rentals we have selected for you start as low as AU$192 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montgomery City rentals

At Expedia, we put the best Montgomery City holiday 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 City 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 City holiday.

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 City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Montgomery City?

Yes, there are holiday rentals close to the most popular sights in Montgomery City, or you can select a more secluded option if you're looking for a relaxing stay. Montgomery City is known for its parks.

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

Brick Bungalow: This holiday home rental outside of Montgomery City is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area.

What’s a holiday rental in Montgomery City like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montgomery City. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.