Montgomery City Holiday Rentals

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Holiday Rentals in Montgomery City

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 AU$358
includes taxes & fees
30 Oct - 31 Oct
Glamping with gorgeous sunset views, trolley to all wineries
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
9.0 out of 10, Wonderful, (4)
"If you want seclusion and rural atmosphere, this is the property for you! No light pollution, you can see all the stars!"
United States
marlinVX
The price is AU$554
includes taxes & fees
3 Nov - 4 Nov
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
Archie’s House
10.0 out of 10, Exceptional, (31)
"Cute, clean little house. Highly recommend!"
United States
Christi D.
The price is AU$639
includes taxes & fees
31 Oct - 1 Nov
Archie’s House
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 AU$340
includes taxes & fees
27 Oct - 28 Oct
The Mercantile on the Katy Trail
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 AU$261
includes taxes & fees
5 Nov - 6 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
The Monet Suite is one of our four rooms.
10.0 out of 10, Exceptional, (50)
"The room was excellent and has everything we needed!"
United States
Bill D.
The price is AU$320
includes taxes & fees
10 Nov - 11 Nov
The Monet Suite is one of our four rooms.
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 AU$419
includes taxes & fees
3 Nov - 4 Nov
Nature`s Nook by Zia, 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 AU$392
includes taxes & fees
26 Oct - 27 Oct
Secluded 2 bedroom home close to Hermann
Quiet, country experience - 5 miles from Hermann.
The price is AU$1,524
includes taxes & fees
26 Oct - 27 Oct
Quiet, country experience - 5 miles from Hermann.
Wine Alley West Suite
9.0 out of 10, Wonderful, (47)
"Great location and host. "
United States
Mark R.
The price is AU$330
includes taxes & fees
27 Oct - 28 Oct
Wine Alley West Suite
Downtown Hermann Vacation Home Near Wineries!
3.0 star property
10.0 out of 10, Exceptional, (1)
"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$1,113
includes taxes & fees
26 Oct - 27 Oct
Downtown Hermann Vacation Home Near Wineries!
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 AU$419
includes taxes & fees
11 Nov - 12 Nov
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
Cozy Riverview Cottage. 5 minute walk to downtown
10.0 out of 10, Exceptional, (36)
"We absolutely loved our stay at Autzie’s. The cottage, outdoor space and location can’t be beat. We can’t wait to come back; we’ll definitely stay here again. "
United States
Michelle W.
The price is AU$455
includes taxes & fees
9 Nov - 10 Nov
Cozy Riverview Cottage. 5 minute walk to downtown
Wine Alley East suite
9.4 out of 10, Exceptional, (72)
"Great location and perfect little place for the weekend. Beth had everything we needed for our stay. Will be staying again! "
United States
Nick C.
The price is AU$330
includes taxes & fees
27 Oct - 28 Oct
Wine Alley East suite
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
The price is AU$419
includes taxes & fees
4 Nov - 5 Nov
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
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 AU$419
includes taxes & fees
11 Nov - 12 Nov
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
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 AU$424
includes taxes & fees
4 Nov - 5 Nov
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Ash Creek Suite - In Downtown Historic Hermann
9.4 out of 10, Exceptional, (50)
"Great location in a lovely town."
United States
Anita G.
The price is AU$538
includes taxes & fees
27 Oct - 28 Oct
Ash Creek Suite - In Downtown Historic Hermann
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
10.0 out of 10, Exceptional, (48)
"Great place to stay"
United States
Adam
The price is AU$669
includes taxes & fees
26 Oct - 27 Oct
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Plenty room for relaxing and downtown location to walk around!
10.0 out of 10, Exceptional, (17)
"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$463
includes taxes & fees
3 Nov - 4 Nov
Plenty room for relaxing and downtown location to walk around!
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$203 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?

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

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 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.