Montgomery County Holiday Rentals

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Top Holiday Rentals Destinations in Montgomery County

Front of property
The Mercantile on the Katy Trail
The Mercantile on the Katy Trail
4.5 star property
9.8 out of 10, Exceptional, (24)
"Our stay was amazing! We loved being near Katy Trail yet close to Hermann Wine/shopping activities. The property was beautiful & clean!"
United States
Elizabeth
The price is NZ$381
includes taxes & fees
21 Oct - 22 Oct
The Mercantile on the Katy Trail
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
10.0 out of 10, Exceptional, (2)
"Loved this placed, would definitely come back!"
United States
Cody W.
The price is NZ$463
includes taxes & fees
28 Oct - 29 Oct
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
Outdoor dining
Secluded 2 bedroom home close to Hermann
Secluded 2 bedroom home close to Hermann
9.8 out of 10, Exceptional, (42)
"We thoroughly enjoyed our stay! The house was very clean and spacious for our group of 6. Very happy with our experience!"
United States
Renee R.
The price is NZ$439
includes taxes & fees
20 Oct - 21 Oct
Secluded 2 bedroom home close to 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
10.0 out of 10, Exceptional, (3)
"This was a great place to stay for the wine festival. It is very close to everything and a quiet area. The beds are very comfortable and the furnishings are nice. There was a great patio area that would be perfect on a cool night. "
United States
Stephanie W.
The price is NZ$468
includes taxes & fees
28 Oct - 29 Oct
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
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
8.6 out of 10, Excellent, (7)
"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 NZ$470
includes taxes & fees
19 Nov - 20 Nov
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
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
The price is NZ$470
includes taxes & fees
19 Nov - 20 Nov
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Fridge, microwave, oven, stovetop
Glamping with gorgeous sunset views, trolley to all wineries
Glamping with gorgeous sunset views, trolley to all wineries
9.6 out of 10, Exceptional, (8)
"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!"
United States
Belen A.
The price is NZ$400
includes taxes & fees
20 Oct - 21 Oct
Glamping with gorgeous sunset views, trolley to all wineries
Property grounds
Country Container Tiny House. Experience peace by the water & native wildlife!
Country Container Tiny House. Experience peace by the water & native wildlife!
2.0 star property
9.8 out of 10, Exceptional, (6)
The price is NZ$227
includes taxes & fees
21 Oct - 22 Oct
Country Container Tiny House. Experience peace by the water & native wildlife!
Interior
Fox Hollow by Innsbrook Vacations!
Fox Hollow by Innsbrook Vacations!
10.0 out of 10, Exceptional, (5)
"House was just as described. Excellent communication. Very cozy weekend getaway!"
United States
Anne L.
The price is NZ$995
includes taxes & fees
6 Nov - 7 Nov
Fox Hollow by Innsbrook Vacations!
Bar (on property)
Lakefront Studio Condo
Lakefront Studio Condo
2.0 star property
9.6 out of 10, Exceptional, (19)
"The place is exactly as described. It was very clean and offered everything you would need for a weekend stay. The back porch looks out to a lake, and we were within walking distance of a great spot for the fireworks. We'd stay here again. "
United States
ali l.
The price is NZ$451
includes taxes & fees
16 Nov - 17 Nov
Lakefront Studio Condo
Property grounds
The Pollock Suite is one of our four rooms.
The Pollock Suite is one of our four rooms.
9.8 out of 10, Exceptional, (64)
"We had a really nice stay and would definitely book again."
United States
Justin M.
The price is NZ$359
includes taxes & fees
16 Nov - 17 Nov
The Pollock Suite is one of our four rooms.
TV, fireplace
Nature`s Nook by Zia, Hermann
Nature`s Nook by Zia, Hermann
10.0 out of 10, Exceptional, (2)
"We had an incredible stay at the Zia VRBO in Hermann, Missouri. The location was absolutely stunning, offering breathtaking views of the valley. The unit was exceptionally clean and well-appointed, making it feel like a luxurious hotel experience while being off the grid. The hosts were incredibly friendly and easily accessible, ready to answer any questions we had about the area. They provided everything we needed for a comfortable stay, ensuring that we felt right at home. The eco-friendly...
United States
Don E.
The price is NZ$469
includes taxes & fees
3 Nov - 4 Nov
Nature`s Nook by Zia, Hermann
Fridge, microwave, oven, stovetop
The Hidden Gem - 2BR Basement Apartment on 7 Acres
The Hidden Gem - 2BR Basement Apartment on 7 Acres
10.0 out of 10, Exceptional, (12)
"Great place, nice neighborhood. "
United States
Julie L.
The price is NZ$440
includes taxes & fees
26 Oct - 27 Oct
The Hidden Gem - 2BR Basement Apartment on 7 Acres
Fridge, microwave, oven, stovetop
Large Unique 2-Bedroom Gamed Themed Loft
Large Unique 2-Bedroom Gamed Themed Loft
9.8 out of 10, Exceptional, (35)
"great overnight stay in the middle of town on our way to Osage Beach from Chicago"
United States
Brady P.
The price is NZ$360
includes taxes & fees
21 Oct - 22 Oct
Large Unique 2-Bedroom Gamed Themed Loft
Property grounds
Happy Moments Chalet by Innsbrook Vacations!
Happy Moments Chalet by Innsbrook Vacations!
9.6 out of 10, Exceptional, (7)
"Beautiful Chalet with 2 bedrooms and 2 bathrooms on the main level. Spare bedroom had a lake view from the sliding door to the deck. Very comfortable beds and couch. saw lots of deer on the property and the lake is close by. There was no dishwasher in the kitchen and the main slider to the deck was a bit cumbersome to open and close, but everything else was wonderful. This chalet is at the very front of Innsbrook, so close to the main entrance which is nice. "
United States
Tammy B.
The price is NZ$934
includes taxes & fees
2 Nov - 3 Nov
Happy Moments Chalet by Innsbrook Vacations!
Bar (on property)
The Cocoon Chalet by Innsbrook Vacations!
The Cocoon Chalet by Innsbrook Vacations!
10.0 out of 10, Exceptional, (4)
"This chalet was everything that was advertised. Beautiful decor, so many little well designed details, comfortable beds, such a calming view and atmosphere. Internet was amazing for feeling away from it all. Would love to stay again and would recommend. "
United States
Tricia S.
The Cocoon Chalet by Innsbrook Vacations!
Bar (on property)
The Geneva Villa by Innsbrook Vacations!
The Geneva Villa by Innsbrook Vacations!
10.0 out of 10, Exceptional, (8)
"Great stay. Good central location. Clean, nice place."
United States
Glenn F.
The price is NZ$383
includes taxes & fees
9 Nov - 10 Nov
The Geneva Villa by Innsbrook Vacations!
TV
Back Door Guest Suite, Zia My Retreat
Back Door Guest Suite, Zia My Retreat
10.0 out of 10, Exceptional, (5)
"Beautiful relaxing place in adorable neighborhood! Quite the find!"
United States
Allison
The price is NZ$393
includes taxes & fees
29 Oct - 30 Oct
Back Door Guest Suite, Zia My Retreat
Outdoor dining
Gipfel Suite - Himmel Haus Bed & Breakfast
Gipfel Suite - Himmel Haus Bed & Breakfast
10.0 out of 10, Exceptional, (111)
"Great place, quiet and comfortable, hosts very responsive, check in and check out process very easy. Access to other amenities wonderful. Breakfast was excellent. "
United States
Jina A.
The price is NZ$293
includes taxes & fees
3 Nov - 4 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
Bar (on property)
Lake Aspen Hideaway by Innsbrook Vacations!
Lake Aspen Hideaway by Innsbrook Vacations!
9.8 out of 10, Exceptional, (19)
"Clean, well furnished and quiet. "
United States
Eric
Lake Aspen Hideaway by Innsbrook Vacations!
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 County Hotel Reviews

Hermann Crown Suites

Hermann Crown Suites

10/10 Excellent
"Everything was wonderful "
Marilyn A 1-night trip
Posted 4 days ago
Hermann Crown Suites

Find out more about Montgomery County

Everything you need to know about Montgomery County 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 County 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 County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montgomery County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery County. 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 County 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 County holiday rentals we have selected for you start as low as NZ$227 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomery County rentals

At Expedia, we put the best Montgomery County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.