Montgomery City Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Montgomery City vacation rentals

Smart TV

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 ￥31,288
￥54,956 total
includes taxes & fees
Feb 12 - Feb 13
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
3 bedrooms, iron/ironing board, WiFi, bed sheets

Archie’s House

Archie’s House
Berger
10.0 out of 10, Exceptional, (36 reviews)
"Archie’s Place was great for a quick weekend in Hermann for Octoberfest. We were only 5-10 minutes from Hermann, and it was a nice, quiet place."
United States
Anonymous traveler
The price is ￥46,021
￥65,026 total
includes taxes & fees
Feb 12 - Feb 13
Archie’s House
Comfort Loft, 2 Queen Beds, Bathtub, Garden View | Living area | 45-inch Smart TV with digital channels, books, streaming services

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (28 reviews)
"Great place, fully stocked and clean!"
United States
Lauren
The price is ￥33,468
￥35,968 total
includes taxes & fees
Feb 17 - Feb 18
The Mercantile on the Katy Trail
Outdoor dining

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)
"Great location, plenty of amenities, gracious host, shops and restaurants immediately nearby"
United States
Brandon R.
The price is ￥18,356
￥31,610 total
includes taxes & fees
Feb 15 - Feb 16
The Pollock Suite is one of our four rooms.
Exterior detail

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 ￥35,043
￥43,807 total
includes taxes & fees
Feb 17 - Feb 18
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
Smart TV, DVD player

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
9.8 out of 10, Exceptional, (45 reviews)
"Adorable little cottage that has a rustic feel to it. Perfect for a couples getaway. Hosts had excellent communication. "
United States
Terri B.
The price is ￥27,812
￥41,109 total
includes taxes & fees
Feb 12 - Feb 13
Cozy Riverview Cottage. 5 minute walk to downtown
Property grounds

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 ￥27,039
￥41,493 total
includes taxes & fees
Feb 12 - Feb 13
Nature`s Nook by Zia, Hermann
House (3 Bedrooms) | Interior

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 ￥74,628
￥106,358 total
includes taxes & fees
Feb 12 - Feb 13
Downtown Hermann Vacation Home Near Wineries!
Exterior

Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Guesthouse - Downtown Historic Hermann
Hermann
9.8 out of 10, Exceptional, (47 reviews)
"Great!!"
United States
Robert S.
The price is ￥30,902
￥58,277 total
includes taxes & fees
Feb 12 - Feb 13
Ash Creek Guesthouse - Downtown Historic Hermann
Outdoor dining

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (115 reviews)
"Nice property, with great view of Hermann"
United States
Mike L.
The price is ￥15,296
￥25,906 total
includes taxes & fees
Feb 16 - Feb 17
Gipfel Suite - Himmel Haus Bed & Breakfast
Exterior detail

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, (17 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 ￥22,447
￥29,090 total
includes taxes & fees
Feb 12 - Feb 13
Plenty room for relaxing and downtown location to walk around!
TV

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
10.0 out of 10, Exceptional, (5 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is ￥19,314
￥41,052 total
includes taxes & fees
Feb 12 - Feb 13
Charming 2-bedroom house in fabulous downtown Hermann
Exterior detail

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 ￥35,043
￥43,807 total
includes taxes & fees
Feb 17 - Feb 18
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Interior

The House on Wine Alley

The House on Wine Alley
Hermann
9.0 out of 10, Wonderful, (55 reviews)
"Parking was a little difficult but decent place to stay"
United States
Kim W.
The price is ￥53,306
￥69,676 total
includes taxes & fees
Feb 14 - Feb 15
The House on Wine Alley
Terrace/patio

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, (20 reviews)
"Well furnished "
United States
Toby J.
The price is ￥38,318
￥48,964 total
includes taxes & fees
Mar 10 - Mar 11
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
Exterior detail

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

Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
Hermann
8.8 out of 10, Excellent, (8 reviews)
"We stayed here and were very impressed with the cleanliness and the extra amenities provided and the access to additional if needed in the barn! "
United States
Shannon O.
The price is ￥35,043
￥43,807 total
includes taxes & fees
Feb 17 - Feb 18
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
Dining

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)
"Great location, easy walking distance to downtown! "
United States
Cheryl M.
The price is ￥30,902
￥58,277 total
includes taxes & fees
Feb 12 - Feb 13
Kork Haus - Whole house rental in Downtown Hermann
Property grounds

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, (54 reviews)
"Great location, cool place"
United States
Dave J.
The price is ￥18,356
￥31,764 total
includes taxes & fees
Feb 12 - Feb 13
The Da Vinci Suite is one of our four rooms.
Fridge, microwave, oven, stovetop

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 ￥35,043
￥43,807 total
includes taxes & fees
Feb 17 - Feb 18
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Property grounds

Spacious House walking distance from downtown Hermann

Spacious House walking distance from downtown Hermann
Hermann
10.0 out of 10, Exceptional, (22 reviews)
"Very nice home inside, hardwood floors, spacious, open living room-dining room area, nice deck. Water pressure in the showers is AMAZING! Coffee bar is nice too. "
United States
Lynne G.
The price is ￥56,214
￥103,271 total
includes taxes & fees
Feb 24 - Feb 25
Spacious House walking distance from 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

Best Western Teal Lake Inn

Best Western Teal Lake Inn

10/10 Excellent
"the staff was awesome . Room was clean "
Anthony 1-night trip
Posted 1 day ago
Best Western Teal Lake Inn

Find out more about Montgomery City

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Look no further and take a look at our great range of rental properties in Montgomery City!

Frequently asked questions

Can I find a vacation rental in Montgomery City?

Yes, we have vacation rentals close to top sights in Montgomery City, or you can go with a secluded option if you'd like a relaxing place to stay. Montgomery City is known for its parks.

What are some of the best vacation home rentals that Montgomery City has to offer?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: This vacation home rental outside of Montgomery City is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 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 larger area.

What’s a vacation rental in Montgomery City like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Montgomery City. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for families.