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Montgomery City Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Montgomery City vacation rentals

Interior

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.
$199 nightly
The price is $207
Aug 17 - Aug 18
Total with taxes and fees
Papa's Cabin - 40 acres & 5 acre lake!
Comfort Loft, 2 Queen Beds, Bathtub, Garden View | Living area | 45-inch Smart TV with digital channels, books, streaming services

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
$195 nightly
The price is $210
Aug 25 - Aug 26
Total with taxes and fees
The Mercantile on the Katy Trail
Outdoor dining

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.
$240 nightly
The price is $256
Aug 13 - Aug 14
Total with taxes and fees
Secluded 2 bedroom home close to Hermann
Property grounds

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.
$140 nightly
The price is $151
Aug 13 - Aug 14
Total with taxes and fees
Country Container Tiny House. Experience peace by the water & native wildlife!
Smart TV

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.
$346 nightly
The price is $370
Aug 16 - Aug 17
Total with taxes and fees
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
TV, video games

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.
$198 nightly
The price is $213
Aug 13 - Aug 14
Total with taxes and fees
Large Unique 2-Bedroom Gamed Themed Loft
Outdoor dining

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.
$149 nightly
The price is $162
Aug 17 - Aug 18
Total with taxes and fees
Gipfel Suite - Himmel Haus Bed & Breakfast
Property grounds

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
$257 nightly
The price is $269
Aug 13 - Aug 14
Total with taxes and fees
Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
Interior

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.
$200 nightly
The price is $217
Aug 16 - Aug 17
Total with taxes and fees
Wine Alley West Suite
Dining

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.
$200 nightly
The price is $217
Aug 16 - Aug 17
Total with taxes and fees
Wine Alley East suite
TV

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
$263 nightly
The price is $297
Aug 13 - Aug 14
Total with taxes and fees
Charming 2-bedroom house in fabulous downtown Hermann
Interior

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 traveler
$68 nightly
The price is $75
Aug 27 - Aug 28
Total with taxes and fees
King Bed|Non-Smoking
Outdoor dining

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.
$252 nightly
The price is $285
Aug 13 - Aug 14
Total with taxes and fees
Ash Creek Suite - In Downtown Historic Hermann
Smart TV, DVD player

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.
$240 nightly
The price is $271
Aug 13 - Aug 14
Total with taxes and fees
Cozy Riverview Cottage. 5 minute walk to downtown
Exterior detail

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.
$260 nightly
The price is $277
Aug 25 - Aug 26
Total with taxes and fees
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
Interior

16. Germantown Inn & Lounge Room 3

Germantown Inn & Lounge Room 3
Hermann
$152 nightly
The price is $172
Aug 16 - Aug 17
Total with taxes and fees
Germantown Inn & Lounge Room 3
2 bedrooms, WiFi (free), bed sheets

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.
$269 nightly
The price is $292
Aug 13 - Aug 14
Total with taxes and fees
In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
Coffee/tea maker, fridge, microwave, oven

18. Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Hermann
$260 nightly
The price is $277
Sep 1 - Sep 2
Total with taxes and fees
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Apartment (3 Bedrooms) | Interior

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
$291 nightly
The price is $327
Aug 17 - Aug 18
Total with taxes and fees
Pet-friendly Downtown Fulton Apt w/ Smart TV!
Exterior

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
$337 nightly
The price is $381
Aug 13 - Aug 14
Total with taxes and fees
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

Baymont by Wyndham Fulton

Baymont by Wyndham Fulton

10/10 Excellent
"Lots of mixed reviews on this property and hesitantly booked a room. We had no issues whatsoever. Room was decent. You can tell that owners have made efforts to upgrade and renovate the property. Breakfast was decent and lots of options maybe not so much for dietary restrictions so take that into consideration if you are gluten free, vegan, etc. It was a quick overnight trip so we did not use the pool or much other amenities but the lobby is nice with lots of seating. Would definitely stay here again if need be."
Erica 1-night trip
Posted 18 hours ago
Baymont by Wyndham Fulton

Find out more about Montgomery City

Everything you need to know about Montgomery City 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 City vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montgomery City vacation 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 low season months. For more hustle and bustle, you may prefer to visit Montgomery City in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $151 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montgomery City rentals

At Expedia, we put the best Montgomery City 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 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 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 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.

Explore a world of travel with Expedia

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?

Cozy Riverview Cottage. 5 minute walk to downtown: This vacation 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 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.