Montgomery City Holiday Rentals

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Montgomery City

The Mercantile on the Katy Trail

4.5 star property
10.0 out of 10, Exceptional, (17)
"Nice quiet area with open concept space inside."
The price is AU$317
includes taxes & fees
5 Aug - 6 Aug
The Mercantile on the Katy Trail

The Artists Suites, Jackson Pollock Suite

9.8 out of 10, Exceptional, (57)
"Very nice setup and comfortable room. The owners have been incredibly helpful and accomodating."
The price is AU$229
includes taxes & fees
4 Aug - 5 Aug
The Artists Suites, Jackson Pollock Suite

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (104)
"1st time in Hermann and loved our stay. Very clean and hospitable and peaceful "
The price is AU$262
includes taxes & fees
18 Aug - 19 Aug
Gipfel Suite - Himmel Haus Bed & Breakfast

The Artists Suites, Leonardo da Vinci Suite

9.8 out of 10, Exceptional, (46)
"The room was nice, close to everything. "
The price is AU$253
includes taxes & fees
4 Aug - 5 Aug
The Artists Suites, Leonardo da Vinci Suite

The Artists Suites, Vincent Van Gogh Suites

9.6 out of 10, Exceptional, (31)
"We had a quick overnight stay in Hermann. The room was perfect for our needs! This is our second time staying, been great both times. Thanks!"
The price is AU$253
includes taxes & fees
5 Aug - 6 Aug
The Artists Suites, Vincent Van Gogh Suites

Cottage Properties - Country Log Cabin

10.0 out of 10, Exceptional, (164)
"Had a great time! "
Cottage Properties - Country Log Cabin

Wine Alley East suite

9.4 out of 10, Exceptional, (70)
"Great location "
The price is AU$331
includes taxes & fees
4 Aug - 5 Aug
Wine Alley East suite

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (29)
"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 AU$416
includes taxes & fees
4 Aug - 5 Aug
Cozy Riverview Cottage. 5 minute walk to downtown

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

8.6 out of 10, Excellent, (17)
"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.

Newly remodeled home in Historic Hermann Wine Counrtry.

10.0 out of 10, Exceptional, (70)
"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$1,216
includes taxes & fees
4 Aug - 5 Aug
Newly remodeled home in Historic Hermann Wine Counrtry.

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

9.6 out of 10, Exceptional, (98)
"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 House on Wine Alley

9.0 out of 10, Wonderful, (46)
"Great place to stay in the heart of Hermann! Definitely recommend!"
The price is AU$498
includes taxes & fees
4 Aug - 5 Aug
The House on Wine Alley

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 AU$359
includes taxes & fees
4 Aug - 5 Aug
Glamping with gorgeous sunset views, trolley to all wineries

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (48)
"This little house was so cute and the perfect size for 2 couples. Great location! We will definitely stay here again. "
The price is AU$373
includes taxes & fees
4 Aug - 5 Aug
Ash Creek Suite - In Downtown Historic Hermann

Brick Bungalow

10.0 out of 10, Exceptional, (55)
"Perfect for a weekend getaway"
Brick Bungalow

Your home away from home! The Branson Country B&B in Hermann,Mo

9.8 out of 10, Exceptional, (55)
"We had a nice weekend at this nice place. "
The price is AU$587
includes taxes & fees
4 Aug - 5 Aug
Your home away from home! The Branson Country B&B in Hermann,Mo

The Artists Suites, Claude Monet Suite

10.0 out of 10, Exceptional, (44)
"Beautiful room right next to great night life atmosphere!"
The price is AU$253
includes taxes & fees
10 Aug - 11 Aug
The Artists Suites, Claude Monet Suite

Wine Alley West Suite

9.0 out of 10, Wonderful, (43)
"Great location and host. "
The price is AU$331
includes taxes & fees
4 Aug - 5 Aug
Wine Alley West Suite

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

10.0 out of 10, Exceptional, (139)
"We really enjoyed our stay at the Mozart house! Very nice place! "
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

A Charming Home newly remodeled and furnished

10.0 out of 10, Exceptional, (66)
"This property was perfect for our girls weekend. The house is cute, clean, and great for hanging out. The location was also great. I would highly recommend this and would stay again. "
A Charming Home newly remodeled and furnished
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montgomery City Hotel Reviews

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?

Gipfel Suite - Himmel Haus Bed & Breakfast: This holiday home rental outside of Montgomery City is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a microwave.

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.