Holiday Rentals in Montgomery City

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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, (2 reviews)
"We absolutely loved our stay at the cabin!! So much space to spread out inside, and the property & lake are so peaceful and enjoyable to explore. Though we only spent one night, we really loved it there, and will definitely be back when we are in the area visiting family!"
United States
Scott V.
The price is €182
includes taxes & fees
3 Jun - 4 Jun
Papa's Cabin - 40 acres & 5 acre lake!

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 €314
includes taxes & fees
2 Jun - 3 Jun
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Archie’s House

Archie’s House
Berger
10.0 out of 10, Exceptional, (36 reviews)
"House was perfect for our girl’s trip"
United Kingdom
Monica A.
The price is €446
includes taxes & fees
2 Jun - 3 Jun
Archie’s House

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (123 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 €143
includes taxes & fees
3 Jun - 4 Jun
Gipfel Suite - Himmel Haus Bed & Breakfast

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (52 reviews)
"The house is beautiful and we had great instructions for arrival and navigating the stairs to Hermannhoff. We had everything we needed!"
United States
Melissa B.
The price is €226
includes taxes & fees
4 Jun - 5 Jun
Cozy Riverview Cottage. 5 minute walk to downtown

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 €192
includes taxes & fees
23 Jun - 24 Jun
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 €232
includes taxes & fees
2 Jun - 3 Jun
Nature`s Nook by Zia, Hermann

Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (54 reviews)
"Great area, close to everything. House was perfect"
United States
ELIZABETH K.
The price is €254
includes taxes & fees
2 Jun - 3 Jun
Ash Creek Suite - In Downtown Historic Hermann

Wine Alley East suite

Wine Alley East suite
Hermann
9.4 out of 10, Exceptional, (81 reviews)
"Great location "
United States
Scotti
The price is €186
includes taxes & fees
2 Jun - 3 Jun
Wine Alley East suite

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 €282
includes taxes & fees
2 Jun - 3 Jun
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 €186
includes taxes & fees
2 Jun - 3 Jun
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 €246
includes taxes & fees
2 Jun - 3 Jun
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries

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 €219
includes taxes & fees
2 Jun - 3 Jun
Secluded 2 bedroom home close to Hermann

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 €225
includes taxes & fees
2 Jun - 3 Jun
Plenty room for relaxing and downtown location to walk around!

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 €275
includes taxes & fees
2 Jun - 3 Jun
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Hermann
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

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.
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

The House on Wine Alley

The House on Wine Alley
Hermann
9.0 out of 10, Wonderful, (57 reviews)
"Great location, cozy accommodations"
United States
Adam W.
The price is €278
includes taxes & fees
2 Jun - 3 Jun
The House on Wine Alley

Kork Haus - Whole house rental in Downtown Hermann

Kork Haus - Whole house rental in Downtown Hermann
Hermann
9.6 out of 10, Exceptional, (26 reviews)
"Nice location!"
United States
Brian P.
The price is €351
includes taxes & fees
14 Jun - 15 Jun
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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Top Montgomery City Hotel Reviews

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 €125 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?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday home rental outside of Montgomery City is equipped with a patio, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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. 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.