Holiday Rentals in Montgomery City

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Holiday Rentals in Montgomery City

The Pollock Suite is one of our four rooms.

9.8 out of 10, Exceptional, (60)
"Very nice setup and comfortable room. The owners have been incredibly helpful and accomodating."
The price is €169
includes taxes & fees
31 Aug - 1 Sept
The Pollock Suite is one of our four rooms.

The Mercantile on the Katy Trail

4.5 star property
10.0 out of 10, Exceptional, (19)
"Nice quiet area with open concept space inside."
The price is €182
includes taxes & fees
2 Sept - 3 Sept
The Mercantile on the Katy Trail

Glamping with gorgeous sunset views, trolley to all wineries

10.0 out of 10, Exceptional, (3)
"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 €202
includes taxes & fees
31 Aug - 1 Sept
Glamping with gorgeous sunset views, trolley to all wineries

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!!

The Monet Suite is one of our four rooms.

10.0 out of 10, Exceptional, (46)
"Beautiful room right next to great night life atmosphere!"
The price is €167
includes taxes & fees
24 Sept - 25 Sept
The Monet Suite is one of our four rooms.

Cottage Properties - Country Log Cabin

10.0 out of 10, Exceptional, (166)
"Had a great time! "
Cottage Properties - Country Log Cabin

The Da Vinci Suite is one of our four rooms.

9.8 out of 10, Exceptional, (47)
"Wonderful location nice lean room and close to everything "
The price is €167
includes taxes & fees
24 Sept - 25 Sept
The Da Vinci Suite is one of our four rooms.

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (49)
"This little house was so cute and the perfect size for 2 couples. Great location! We will definitely stay here again. "
The price is €210
includes taxes & fees
31 Aug - 1 Sept
Ash Creek Suite - In Downtown Historic Hermann

Newly remodeled home in Historic Hermann Wine Counrtry.

10.0 out of 10, Exceptional, (71)
"Very clean and everything suppled that we needed. The neighborhood was very quiet and nice and the owners were very nice! "
The price is €683
includes taxes & fees
31 Aug - 1 Sept
Newly remodeled home in Historic Hermann Wine Counrtry.

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (31)
"Was such a cute cottage! We had a wonderful stay and it was just as described! I would definitely stay there again. "
The price is €234
includes taxes & fees
1 Sept - 2 Sept
Cozy Riverview Cottage. 5 minute walk to downtown

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

8.8 out of 10, Excellent, (19)
"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.

Wine Alley East suite

9.4 out of 10, Exceptional, (71)
"Great place"
The price is €185
includes taxes & fees
1 Sept - 2 Sept
Wine Alley East suite

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

10.0 out of 10, Exceptional, (141)
"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 Van Gogh Suites is one of our four rooms.

9.6 out of 10, Exceptional, (33)
"Right in the middle of all the action. Loved the neighborhood!"
The price is €168
includes taxes & fees
7 Sept - 8 Sept
The Van Gogh Suites is one of our four rooms.

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

9.8 out of 10, Exceptional, (61)
"Very clean property, perfect location with easy access to Main Street. Comfortable beds."
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

The Black Magnolia - downtown with a charming patio to enjoy

10.0 out of 10, Exceptional, (2)
"Had a great stay!"
The Black Magnolia - downtown with a charming patio to enjoy

Brick Bungalow

10.0 out of 10, Exceptional, (57)
"Highly recommend!"
Brick Bungalow

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

8.0 out of 10, Very good, (2)
"No wi-fi. Mediocre property undergoing some renovations. Way over-priced for a 2 bedroom. (The 3rd bedroom had a bunk bed with 2 top bunks). The living room couches were very hard and uncomfortable. The patio area was broken up and weedy. The Owners would benefit from adding a pool table in the basement, a patio area with a gas grill, patio furniture, hot tub &/or pool. The deck was nice but it wasn’t on the sunny side of the house. "
The price is €336
includes taxes & fees
13 Sept - 14 Sept
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (105)
"1st time in Hermann and loved our stay. Very clean and hospitable and peaceful "
Gipfel Suite - Himmel Haus Bed & Breakfast

Modern Victorian - 1910 Guesthaus

10.0 out of 10, Exceptional, (32)
"Great place to stay! We would stay again. The house is adorable and was enough room for 3 couples."
Modern Victorian - 1910 Guesthaus
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

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, apart-hotels, 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 favorite 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 depends 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 €167 per night. Entering your travel dates in the search wizard you might find 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?

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!! : This holiday home rental outside of Montgomery City offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.