Montgomery City Holiday Rentals

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Our top choices for Montgomery City holiday rentals

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
9.8 out of 10, Exceptional, (11 reviews)
"Great place to ring in the New Year under clear skies where you could see all the stars "
United States
Nicholas N.
The price is AU$501
includes taxes & fees
17 May - 18 May
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

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, (10 reviews)
"Nice place to stay, super clean and cute! "
United States
Amanda E.
The price is AU$292
includes taxes & fees
14 May - 15 May
Glamping with gorgeous sunset views, trolley to all wineries

Archie’s House

Archie’s House
Berger
10.0 out of 10, Exceptional, (36 reviews)
"Cutest house! Very well kept and clean! Exceeded expectations and would definitely stay again if we were ever in the area! Thanks for a great stay! "
United States
Jennifer S.
The price is AU$735
includes taxes & fees
19 May - 20 May
Archie’s House

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$294
includes taxes & fees
18 May - 19 May
Papa's Cabin - 40 acres & 5 acre lake!

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (30 reviews)
"Great place, fully stocked and clean!"
United States
Lauren
The price is AU$300
includes taxes & fees
9 June - 10 June
The Mercantile on the Katy Trail

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$373
includes taxes & fees
18 May - 19 May
Nature`s Nook by Zia, Hermann

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
9.8 out of 10, Exceptional, (49 reviews)
"This cottage was super cute and nice to stay at. We really enjoyed our stay. "
United States
Alisha Q.
The price is AU$393
includes taxes & fees
1 June - 2 June
Cozy Riverview Cottage. 5 minute walk to downtown

Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (46 reviews)
"Very nice place "
United States
Yaqui S.
The price is AU$351
includes taxes & fees
14 May - 15 May
Secluded 2 bedroom home close to Hermann

Germantown Inn & Lounge

Germantown Inn & Lounge
Hermann
The price is AU$231
includes taxes & fees
17 May - 18 May
Germantown Inn & Lounge

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (122 reviews)
"Renee was an excellent host. The hot morning breakfasts were delicious. The property was quiet and just a short walk from downtown Hermann."
United States
Dala
The price is AU$226
includes taxes & fees
25 May - 26 May
Gipfel Suite - Himmel Haus Bed & Breakfast

Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (52 reviews)
"Great area, close to everything. House was perfect"
United States
ELIZABETH K.
The price is AU$409
includes taxes & fees
14 May - 15 May
Ash Creek Suite - In Downtown Historic Hermann

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (9 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is AU$451
includes taxes & fees
17 May - 18 May
Charming 2-bedroom house in fabulous downtown Hermann

Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (51 reviews)
"Close to everything downtown. Reasonable price. We were gone most of the time so we just needed a place to sleep. Parking was a slight issue as there were 4 cars crammed into a steep lot with uneven ground. It met our needs and we would like to return."
United States
Steven
The price is AU$299
includes taxes & fees
14 May - 15 May
Wine Alley West Suite

Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries

Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"So pretty and perfect for our weekend."
United States
Katherine B.
The price is AU$394
includes taxes & fees
26 May - 27 May
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries

Wine Alley East suite

Wine Alley East suite
Hermann
9.2 out of 10, Wonderful, (79 reviews)
"Great location "
United States
Scotti
The price is AU$299
includes taxes & fees
14 May - 15 May
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$394
includes taxes & fees
26 May - 27 May
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!

Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
Hermann
10.0 out of 10, Exceptional, (21 reviews)
"Booking and checking were very smooth. The house was very clean and just what we needed."
United States
Bryan C.
The price is AU$443
includes taxes & fees
19 May - 20 May
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Hermann
10.0 out of 10, Exceptional, (57 reviews)
"Great place to stay"
United States
Adam
The price is AU$745
includes taxes & fees
14 May - 15 May
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Plenty room for relaxing and downtown location to walk around!

Plenty room for relaxing and downtown location to walk around!
Hermann
10.0 out of 10, Exceptional, (18 reviews)
"Quick weekend trip to Hermann, Laura was a fantastic host. Would definitely stay again, she was very accommodating!"
United States
Brent K.
The price is AU$360
includes taxes & fees
18 May - 19 May
Plenty room for relaxing and downtown location to walk around!

Kork Haus - Whole house rental in Downtown Hermann

Kork Haus - Whole house rental in Downtown Hermann
Hermann
9.6 out of 10, Exceptional, (25 reviews)
"Nice location!"
United States
Brian P.
The price is AU$561
includes taxes & fees
14 May - 15 May
Kork Haus - Whole house rental in Downtown 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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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$200 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?

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 The Pinnacle are a couple of picturesque spots to get outside and enjoy nature. New Florence United Methodist Church 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.