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Montgomery City Holiday Rentals

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Our top choices for Montgomery City holiday rentals

1. 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 AU$294
includes taxes & fees
10 Sept - 11 Sept
Papa's Cabin - 40 acres & 5 acre lake!

2. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (35 reviews)
"It’s an absolute must do! Such a cool little town right on the Katy Trail!"
United States
Weston
The price is AU$297
includes taxes & fees
8 Sept - 9 Sept
The Mercantile on the Katy Trail

3. Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (48 reviews)
"Very nice place "
United States
Yaqui S.
The price is AU$359
includes taxes & fees
13 Aug - 14 Aug
Secluded 2 bedroom home close to Hermann

4. 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, (33 reviews)
"The home was clean and it was a great stay!"
United States
Stephanie P.
The price is AU$245
includes taxes & fees
25 Aug - 26 Aug
Country Container Tiny House. Experience peace by the water & native wildlife!

5. 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 AU$511
includes taxes & fees
13 Aug - 14 Aug
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

6. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (46 reviews)
"Great place to stay! We have stayed here several times and it’s always been great! "
United States
chris w.
The price is AU$299
includes taxes & fees
24 Aug - 25 Aug
Large Unique 2-Bedroom Gamed Themed Loft

7. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (135 reviews)
"Great room, easy check in process, and delicious breakfast. It was an easy walk into town as long as you don’t mind the uphill walk on the way home. We enjoyed our weekend stay to celebrate our wedding anniversary. "
United States
Laci Z.
The price is AU$232
includes taxes & fees
18 Aug - 19 Aug
Gipfel Suite - Himmel Haus Bed & Breakfast

8. Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook

Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
Hermann
10.0 out of 10, Exceptional, (6 reviews)
"This place is AMAZING. It is beautiful and such a peaceful get away. Just a quick 5 minute drive to town, but you feel like you’re miles away. The property was beautiful and the space was peaceful and secluded. Highly recommend. "
United States
Patti
The price is AU$377
includes taxes & fees
18 Aug - 19 Aug
Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook

9. Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (56 reviews)
"Nice location, tan out of hot water, but nice clean!! "
United States
Melissa B.
The price is AU$309
includes taxes & fees
16 Aug - 17 Aug
Wine Alley West Suite

10. Wine Alley East suite

Wine Alley East suite
Hermann
9.4 out of 10, Exceptional, (84 reviews)
"Location was perfect for walking everywhere. Listing was exactly as described. Exactly what we wanted!"
United States
Tiffany L.
The price is AU$309
includes taxes & fees
16 Aug - 17 Aug
Wine Alley East suite

11. Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (12 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is AU$418
includes taxes & fees
14 Aug - 15 Aug
Charming 2-bedroom house in fabulous downtown Hermann

12. King Bed|Non-Smoking

King Bed|Non-Smoking
Kingdom City, MO
10.0 out of 10, Exceptional, (55 reviews)
"Comfortable beds and warm lighting throughout."
United States
Anonymous traveller
The price is AU$104
includes taxes & fees
26 Aug - 27 Aug
King Bed|Non-Smoking

13. Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.2 out of 10, Wonderful, (55 reviews)
"Great place! Great location! And clean!"
United States
Cheryl E.
The price is AU$399
includes taxes & fees
13 Aug - 14 Aug
Ash Creek Suite - In Downtown Historic Hermann

14. Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (55 reviews)
"Charming cottage with lovely surroundings, and every detail thoughtfully handled."
United States
Lori S.
The price is AU$381
includes taxes & fees
17 Aug - 18 Aug
Cozy Riverview Cottage. 5 minute walk to downtown

15. 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 AU$386
includes taxes & fees
25 Aug - 26 Aug
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

16. Germantown Inn & Lounge Room 3

Germantown Inn & Lounge Room 3
Hermann
The price is AU$246
includes taxes & fees
23 Aug - 24 Aug
Germantown Inn & Lounge Room 3

17. In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people

In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
Hermann
9.6 out of 10, Exceptional, (8 reviews)
"Angela has a very clean and spacious basement rental that was perfect for our weekend ! The home was clean, bright and very well cared for. We definitely recommend it for your family."
United States
Sheryl C.
The price is AU$409
includes taxes & fees
13 Aug - 14 Aug
In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people

18. 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 AU$386
includes taxes & fees
1 Sept - 2 Sept
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

19. 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!

20. Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Guesthouse - Downtown Historic Hermann
Hermann
9.8 out of 10, Exceptional, (51 reviews)
"Great place for our crew. Rode the Katy Trail and experienced Hermann. Very clean and well taken care of. Highly recommend. "
United States
Mark
The price is AU$524
includes taxes & fees
23 Aug - 24 Aug
Ash Creek Guesthouse - Downtown Historic Hermann
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

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$232 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?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday home rental outside of Montgomery City is equipped with a patio, air conditioning and WiFi 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. Endless Summer Winery and Deutschheim State Historic Site 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.