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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
30 Jun - 1 Jul
Tomorrow
1 Jul - 2 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Holiday Rentals in Montgomery City

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, (11)
"Loved the Vaudeville Suite! It was beautiful, unique, and comfortable. We can't wait to come again!"
The price is NZ$303
includes taxes & fees
14 July - 15 July
The Mercantile on the Katy Trail
The Artists Suites, Leonardo da Vinci Suite
Exterior

The Artists Suites, Leonardo da Vinci Suite

10.0 out of 10, Exceptional, (41)
"The room was nice, close to everything. "
The price is NZ$267
includes taxes & fees
2 July - 3 July
The Artists Suites, Leonardo da Vinci Suite
The Artists Suites, Vincent Van Gogh Suites
Exterior

The Artists Suites, Vincent Van Gogh Suites

9.8 out of 10, Exceptional, (27)
"Highly recommend! Easy check in and great location."
The price is NZ$267
includes taxes & fees
2 July - 3 July
The Artists Suites, Vincent Van Gogh Suites
Gipfel Suite - Himmel Haus Bed & Breakfast
Outdoor dining

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (99)
"Cute, clean room with private outside door access provided additional privacy for our visit. We enjoyed the breakfast and owner was quick to answer questions. "
The price is NZ$258
includes taxes & fees
7 July - 8 July
Gipfel Suite - Himmel Haus Bed & Breakfast
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, (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!!
Wine Alley East suite
Fridge, microwave, oven, stovetop

Wine Alley East suite

9.4 out of 10, Exceptional, (68)
"Great location "
The price is NZ$350
includes taxes & fees
1 July - 2 July
Wine Alley East suite
Katy Suite – Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
Exterior detail

Katy Suite – Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

10.0 out of 10, Exceptional, (2)
"Everything you need , clean place ! Awesome host!"
The price is NZ$375
includes taxes & fees
6 July - 7 July
Katy Suite – Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
The House on Wine Alley
Interior

The House on Wine Alley

9.0 out of 10, Wonderful, (43)
"Great place to stay in the heart of Hermann! Definitely recommend!"
The price is NZ$525
includes taxes & fees
1 July - 2 July
The House on Wine Alley
Downtown Location, Door to Door Private Shuttle, Great View, & Free Breakfasts
Bar (on property)

Downtown Location, Door to Door Private Shuttle, Great View, & Free Breakfasts

9.6 out of 10, Exceptional, (82)
"Great for our stay."
The price is NZ$664
includes taxes & fees
1 July - 2 July
Downtown Location, Door to Door Private Shuttle, Great View, & Free Breakfasts
The Artists Suites, Claude Monet Suite
Interior

The Artists Suites, Claude Monet Suite

10.0 out of 10, Exceptional, (40)
"Beautiful room right next to great night life atmosphere!"
The price is NZ$267
includes taxes & fees
6 July - 7 July
The Artists Suites, Claude Monet Suite
The Artists Suites, Jackson Pollock Suite
Interior

The Artists Suites, Jackson Pollock Suite

9.8 out of 10, Exceptional, (49)
"Great place to stay , center of town , everything is within walking distance , everything was simple , and made easy for the guests"
The price is NZ$242
includes taxes & fees
3 July - 4 July
The Artists Suites, Jackson Pollock Suite
Wine Alley West Suite
Interior

Wine Alley West Suite

9.0 out of 10, Wonderful, (43)
"Great location and host. "
The price is NZ$348
includes taxes & fees
6 July - 7 July
Wine Alley West Suite
Glamping with gorgeous sunset views, trolley to all wineries
Fridge, microwave, oven, stovetop

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 NZ$380
includes taxes & fees
1 July - 2 July
Glamping with gorgeous sunset views, trolley to all wineries
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, (26)
"This property is great! Cool little mid 1800’s cottage on a hilltop overlooking the Missouri River. Well appointed with everything we needed for two adults and a kiddo. 2 minute drive to shops and restaurants in downtown Hermann. Host was great! We’d definitely stay again!"
The price is NZ$439
includes taxes & fees
1 July - 2 July
Cozy Riverview Cottage. 5 minute walk to downtown
Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.
Outdoor pool

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

8.8 out of 10, Excellent, (16)
"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.
Two-House Private Country Retreat - 4 Bedrooms and 3.5 Baths
Exterior

Two-House Private Country Retreat - 4 Bedrooms and 3.5 Baths

10.0 out of 10, Exceptional, (26)
"Cannot say enough good about this property and property owner! The attention to detail is second-to-none ... and if I started a list (beautiful decor, cozy fireplaces, magnificent farmhouse table and chef-ready kitchens) I'd surely miss important details (Alexa, multiple coffee stations, Ghirardelli chocolates). This was ... by far ... the best vrbo we've ever encountered."
Two-House Private Country Retreat - 4 Bedrooms and 3.5 Baths
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
Fridge, microwave, coffee/tea maker

Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!

10.0 out of 10, Exceptional, (35)
"Cozy room, clean and great location within and easy walk to all the main attractions."
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
Suite on Schiller
Fridge, microwave, oven, coffee/tea maker

Suite on Schiller

9.8 out of 10, Exceptional, (101)
"Great place to stay and location was perfect."
Suite on Schiller
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann
TV

Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

9.8 out of 10, Exceptional, (50)
"Cute little suite- great location!!"
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Dining

Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

10.0 out of 10, Exceptional, (34)
"This place was just what we were looking for our weekend getaway in Hermann!"
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
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
Sign in
Sign up, it's free

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?

The Artists Suites, Jackson Pollock Suite: This holiday home rental outside of Montgomery City is located in the city centre, and offers a patio, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and a coffee maker can make your holiday run smoothly.

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.