Montgomery City Holiday Rentals

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Our top choices for Montgomery City holiday rentals

Papa's Cabin - 40 acres & 5 acre lake!

Papa's Cabin - 40 acres & 5 acre lake!
Middletown
10.0 out of 10, Exceptional, (1 review)
"This place was seriously a slice of heaven. The hosts were very attentive and welcoming! The house was fully stocked with anything we may have needed, we will definitely be back!"
United States
Kylee F.
The price is AU$309
includes taxes & fees
30 Mar - 31 Mar
Papa's Cabin - 40 acres & 5 acre lake!

Scenic Nature-Side Stay Near I-70 With Fruit Trees

Scenic Nature-Side Stay Near I-70 With Fruit Trees
High Hill
The price is AU$254
includes taxes & fees
29 Mar - 30 Mar
Scenic Nature-Side Stay Near I-70 With Fruit Trees

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (118 reviews)
"Host was welcoming. Christmas Lights were great. Breakfast was also great."
United States
David N.
The price is AU$238
includes taxes & fees
30 Mar - 31 Mar
Gipfel Suite - Himmel Haus Bed & Breakfast

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, (7 reviews)
"The home was very clean and had everything we needed. Very quiet area out in the country. Enjoyed our stay there and would highly recommend staying there."
United States
Sheri D.
The price is AU$523
includes taxes & fees
2 Apr - 3 Apr
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

The Da Vinci Suite is one of our four rooms.

The Da Vinci Suite is one of our four rooms.
Hermann
9.8 out of 10, Exceptional, (55 reviews)
"Great location, cool place"
United States
Dave J.
The price is AU$297
includes taxes & fees
7 Apr - 8 Apr
The Da Vinci Suite is one of our four rooms.

Glamping with gorgeous sunset views, trolley to all wineries

Glamping with gorgeous sunset views, trolley to all wineries
Berger
9.6 out of 10, Exceptional, (9 reviews)
"Nice place to stay, super clean and cute! "
United States
Amanda E.
The price is AU$307
includes taxes & fees
2 Apr - 3 Apr
Glamping with gorgeous sunset views, trolley to all wineries

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (29 reviews)
"Great place, fully stocked and clean!"
United States
Lauren
The price is AU$342
includes taxes & fees
6 Apr - 7 Apr
The Mercantile on the Katy Trail

Downtown Hermann Vacation Home Near Wineries!

Downtown Hermann Vacation Home Near Wineries!
3.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"This is a very cute little house on the end of a quiet street. It's within easy walking distance of all the shops, restaurants, wineries, distilleries, and bars between 1st Street and 5th Street. If you don't mind a longer, hillier walk you could also go further south to City Park or to Stone Hill winery. But there's also easy transportation on the Trolley or local ride services. We were happy to find there were more beds than pictured (3 queen size downstairs between 2 bedrooms, and 2 queens...
United States
Tara
The price is AU$999
includes taxes & fees
29 Mar - 30 Mar
Downtown Hermann Vacation Home Near Wineries!

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
10.0 out of 10, Exceptional, (6 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is AU$383
includes taxes & fees
29 Mar - 30 Mar
Charming 2-bedroom house in fabulous downtown Hermann

Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (47 reviews)
"The VRBO was clean and very warming! We had a great time! "
United States
Amy R.
The price is AU$314
includes taxes & fees
30 Mar - 31 Mar
Wine Alley West Suite

Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (52 reviews)
"Such a great place to stay! "
United States
Anonymous traveller
The price is AU$365
includes taxes & fees
30 Mar - 31 Mar
Ash Creek Suite - In Downtown Historic Hermann

The Pollock Suite is one of our four rooms.

The Pollock Suite is one of our four rooms.
Hermann
9.8 out of 10, Exceptional, (68 reviews)
"Welcoming host and very cozy place, Christmas decorations were great!"
United States
Dylan S.
The price is AU$297
includes taxes & fees
29 Mar - 30 Mar
The Pollock Suite is one of our four rooms.

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$417
includes taxes & fees
31 Mar - 1 Apr
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

The Van Gogh Suites is one of our four rooms.

The Van Gogh Suites is one of our four rooms.
Hermann
9.6 out of 10, Exceptional, (42 reviews)
"We had a wonderful time exploring the Hermann Christmas experience and had a lot of fun visiting your local shops, bars, and restaurants. Our room was absolutely wonderful and perfactly postioned for our trip. We will be coming back."
United States
Kelly S.
The price is AU$297
includes taxes & fees
29 Mar - 30 Mar
The Van Gogh Suites is one of our four rooms.

Studio 1892 Guesthouse Step out front door into Historic Downtown Hermann!

Studio 1892 Guesthouse Step out front door into Historic Downtown Hermann!
Hermann
Studio 1892 Guesthouse Step out front door into Historic Downtown Hermann!

Wine Alley East suite

Wine Alley East suite
Hermann
9.4 out of 10, Exceptional, (77 reviews)
"Great location "
United States
Scotti
The price is AU$314
includes taxes & fees
1 Apr - 2 Apr
Wine Alley East suite

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$416
includes taxes & fees
31 Mar - 1 Apr
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

Nature`s Nook by Zia, Hermann

Nature`s Nook by Zia, Hermann
Hermann
10.0 out of 10, Exceptional, (4 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$380
includes taxes & fees
8 Apr - 9 Apr
Nature`s Nook by Zia, Hermann

Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (46 reviews)
"House was very clean and welcoming. Beds were comfortable. Property was beautiful "
United States
Adam F.
The price is AU$369
includes taxes & fees
29 Mar - 30 Mar
Secluded 2 bedroom home close to Hermann

The Monet Suite is one of our four rooms.

The Monet Suite is one of our four rooms.
Hermann
10.0 out of 10, Exceptional, (56 reviews)
"Great location, comfortable room, quiet at night. Live music and patios nearby."
United States
Laura L.
The price is AU$297
includes taxes & fees
29 Mar - 30 Mar
The Monet Suite is one of our four rooms.
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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$202 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?

Farmhouse on 6th St: This holiday home rental outside of Montgomery City is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Montgomery City?

While you're exploring the area, Graham Cave State Park and Daniel Boone Conservation Area are a couple of picturesque spots to get outside and enjoy nature. Endless Summer Winery and Katy Trail - McKittrick Trailhead 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.