Montgomery City Holiday Rentals

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Holiday Rentals in Montgomery City

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Hermann
9.2 out of 10, Wonderful, (5)
"We enjoyed our time in Hermann and this home gave us a welcome space to relax and unwind after visiting the local wineries. IT is a bit off the beaten path, but well worth the short drive. The host was responsive and gracious.Thanks for a great stay!"
United States
Kathy B.
The price is NZ$634
includes taxes & fees
23 Nov - 24 Nov
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Glamping with gorgeous sunset views, trolley to all wineries

Berger
9.6 out of 10, Exceptional, (9)
"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$407
includes taxes & fees
20 Nov - 21 Nov
Glamping with gorgeous sunset views, trolley to all wineries

Archie’s House

Berger
10.0 out of 10, Exceptional, (34)
"Everything was very nice!!! I highly recommend. "
United States
Mary T.
The price is NZ$725
includes taxes & fees
1 Dec - 2 Dec
Archie’s House

The Mercantile on the Katy Trail

4.5 star property
Hermann
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
The price is NZ$408
includes taxes & fees
25 Nov - 26 Nov
The Mercantile on the Katy Trail

Gipfel Suite - Himmel Haus Bed & Breakfast

Hermann
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$297
includes taxes & fees
24 Nov - 25 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast

Charming 2-bedroom house in fabulous downtown Hermann

Hermann
10.0 out of 10, Exceptional, (2)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is NZ$466
includes taxes & fees
2 Dec - 3 Dec
Charming 2-bedroom house in fabulous downtown Hermann

The Monet Suite is one of our four rooms.

Hermann
10.0 out of 10, Exceptional, (54)
"The room was excellent and has everything we needed!"
United States
Bill D.
The price is NZ$364
includes taxes & fees
20 Nov - 21 Nov
The Monet Suite is one of our four rooms.

Ash Creek Suite - In Downtown Historic Hermann

Hermann
9.4 out of 10, Exceptional, (51)
"Met our needs"
United States
Craig C.
The price is NZ$446
includes taxes & fees
16 Dec - 17 Dec
Ash Creek Suite - In Downtown Historic Hermann

Downtown Hermann Vacation Home Near Wineries!

3.0 star property
Hermann
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 NZ$1,277
includes taxes & fees
20 Nov - 21 Nov
Downtown Hermann Vacation Home Near Wineries!

Wine Alley East suite

Hermann
9.4 out of 10, Exceptional, (75)
"Great location clean safe "
United States
Toshmon
The price is NZ$375
includes taxes & fees
20 Nov - 21 Nov
Wine Alley East suite

Nature`s Nook by Zia, Hermann

Hermann
10.0 out of 10, Exceptional, (3)
"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 NZ$475
includes taxes & fees
20 Nov - 21 Nov
Nature`s Nook by Zia, Hermann

Wine Alley West Suite

Hermann
9.0 out of 10, Wonderful, (47)
"We enjoyed our stay very much. Nice apartment with everything we needed. Thanks "
United States
LeeAnn J.
The price is NZ$375
includes taxes & fees
20 Nov - 21 Nov
Wine Alley West Suite

Secluded 2 bedroom home close to Hermann

New Florence
9.8 out of 10, Exceptional, (44)
"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$442
includes taxes & fees
20 Nov - 21 Nov
Secluded 2 bedroom home close to Hermann

Cozy Riverview Cottage. 5 minute walk to downtown

Hermann
10.0 out of 10, Exceptional, (42)
"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 NZ$469
includes taxes & fees
23 Nov - 24 Nov
Cozy Riverview Cottage. 5 minute walk to downtown

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

McKittrick
10.0 out of 10, Exceptional, (2)
"Loved this placed, would definitely come back!"
United States
Cody W.
The price is NZ$502
includes taxes & fees
25 Nov - 26 Nov
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

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

Hermann
10.0 out of 10, Exceptional, (49)
"Great place to stay"
United States
Adam
The price is NZ$828
includes taxes & fees
20 Nov - 21 Nov
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

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

Hermann
The price is NZ$502
includes taxes & fees
25 Nov - 26 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

Hermann
8.8 out of 10, Excellent, (8)
"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$501
includes taxes & fees
25 Nov - 26 Nov
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

Ash Creek Guesthouse - Downtown Historic Hermann

Hermann
9.8 out of 10, Exceptional, (46)
"Great!!"
United States
Robert S.
The price is NZ$648
includes taxes & fees
2 Dec - 3 Dec
Ash Creek Guesthouse - Downtown Historic Hermann

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

Hermann
10.0 out of 10, Exceptional, (4)
"So pretty and perfect for our weekend."
United States
Katherine B.
The price is NZ$508
includes taxes & fees
25 Nov - 26 Nov
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
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, 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 NZ$230 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 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 Daniel Boone Conservation Area 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.