Montgomery County Holiday Rentals

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Top Holiday Rentals Destinations in Montgomery County

Guests can enjoy the deck with benches and chairs, surrounded by lush greenery.

"We enjoyed the deck, hot tub, and paddle boat! Wonderful weekend!"

includes taxes & fees

13 July - 14 July

Relax with a drink at the bar, surrounded by comfortable seating and pendant lights.

"We use this for our annual staff retreat. They were extremely accommodating when the winter storm came and rescheduled us with no problem. Property is as described and excellent. "

includes taxes & fees

27 July - 28 July

Enjoy a warm atmosphere in this inviting room with a high ceiling, round table, and large windows offering views of the surrounding trees.

"We've been to Innsbrook before, but this house had everything you could need! We had 3 families with different aged kids and there was something for everyone. Would definitely rent again! "

includes taxes & fees

31 July - 1 Aug

Relax in the rustic bar area with a long counter and comfortable seating.

"Beautiful place for relaxing. "

includes taxes & fees

6 Aug - 7 Aug

Relax with a drink at the bar, surrounded by rustic charm and comfortable seating.

includes taxes & fees

27 July - 28 July

Relax in this stylish living room with a sofa, armchair, and coffee table, perfect for unwinding.

"Wonderful place to stay right on the KATY. We lucked out and had the most beautiful day for a long ride with relaxing rest afterward"

includes taxes & fees

23 July - 24 July

Relax by the fire pit in this inviting patio area, surrounded by comfortable Adirondack chairs and a small table.

"Very clean , well stocked , great location near trail, this stay should be on everyone trip."

includes taxes & fees

14 July - 15 July

Relax in the serene outdoor patio area with a fire pit and Adirondack chairs.

"This was a really cool property that was close to what we wanted to do. It was clean and historic with modern upgrades to make it comfortable."

includes taxes & fees

14 July - 15 July

"House was spectacular but unfortunately had litter at the bottom of the deck & the stairs leading to the lake. We found a caught mouse in a bathroom cabinet & generally felt like it should've been much more tidy. Still 4/5 stars as the property is amazing."

includes taxes & fees

27 July - 28 July

Stunning School House with a central entrance, flanked by two windows, and a charming staircase.

"Excellent spot to stay. The refurbishing job is amazing. Wonderful landscape around the property!! We would stay again if we are in the area."

Rustic barn with a small window and door, surrounded by trees and a fence in a rural setting.

"This is our second stay at this beautiful property. We rang in the New Year at Mandolin Ridge and it was beautiful. We were greeted with the birth of two baby goats which was quite auspicious. The home is spacious and like going to a comfortable, beautifully appointed museum. Each room has hidden delights. A feast for the eyes indeed. The host, Loribeth, is considerate and warm as well detail oriented. It is clear she wants to provide excellence! Mandolin Ridge and Loribeth really deliver."

includes taxes & fees

10 Aug - 11 Aug

Enjoy meals at the central island or dining table in this kitchen, featuring a refrigerator, microwave, and sink with a window above.

"Cute, clean little house. Highly recommend!"

includes taxes & fees

21 July - 22 July

Cozy living area with a high ceiling, dining table, and fireplace.

"No wi-fi. Mediocre property undergoing some renovations. Way over-priced for a 2 bedroom. (The 3rd bedroom had a bunk bed with 2 top bunks). The living room couches were very hard and uncomfortable. The patio area was broken up and weedy. The Owners would benefit from adding a pool table in the basement, a patio area with a gas grill, patio furniture, hot tub &/or pool. The deck was nice but it wasn’t on the sunny side of the house. "

includes taxes & fees

19 July - 20 July

includes taxes & fees

11 Aug - 12 Aug

Relax with a drink at Villa Bella's inviting bar, featuring a wooden countertop and comfortable seating for three.

"I would highly recommend this property to anyone coming to this area. The home was extremely clean and comfortable. Exactly like the pictures. Can’t say enough good things. We hope to rent again in the future! "

includes taxes & fees

15 July - 16 July

Relax in this inviting living area with a modern kitchen and dining space, featuring a round table and comfortable seating.

includes taxes & fees

14 July - 15 July

Cozy retreat with a large bed, ceiling fan, and a bedside table with a lamp.

"Was such a cute cottage! We had a wonderful stay and it was just as described! I would definitely stay there again. "

includes taxes & fees

13 July - 14 July

Relax on the deck with comfortable seating and a shaded table.

"We had a nice weekend at this nice place. "

includes taxes & fees

13 July - 14 July

Stroll up to the charming entrance, flanked by two windows, and step into a welcoming space.

"Great place - very roomy."

includes taxes & fees

13 July - 14 July

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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$244 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.

Recent reviews in Montgomery County

5/5 Excellent

Wedding

"Very easy to check in. Room was very clean and quiet. Lighting above vanity could have been better but that was the only drawback."

A verified traveller stayed at The Hermann Motel

Posted 4 days ago

5/5 Excellent

"Attended a high school graduation party with relatives. Hadn’t seen some for years! Since party started before check in time I called during the celebration to confirm I was still on list for a room with 2 queen beds. Affirmation was given which put my mind at ease. Check in went with a breeze. The room was immaculate with the bed being the most comfortable. I enjoyed the pillows so much I tried looking up the brand on line. There were so many alternatives, I decided to call down to the main desk to see if the pillow was available for sale directly from the hotel. To my amazement it was and it was priced 2/3 less than on line!! I left the Warrenton Holiday Inn Express with a new pillow in my trunk and a smile on my face!"

A verified traveller stayed at Holiday Inn Express Warrenton by IHG

Posted 11 days ago

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Popular Montgomery County Cities

New Florence Holiday Rentals

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Montgomery County Holiday Rentals

Change your mind

Treat yourself

Be picky

Top Holiday Rentals Destinations in Montgomery County

Big Lake 'Livin A-Frame Chalet in Innsbrook Resort

Serenity Shores by Innsbrook Vacations!

Whippoorwill Manor by Innsbrook Vacations!

Aspen View by Innsbrook Vacations!

The Aspen Cottage by Innsbrook Vacations!

Katy Haus: Hot tub, Wineries, Fenced yard, Dog-friendly

Bank Haus - USA Today Travel - Hot Tub, Fenced Yard

Featured on USA Today - Hot tub, Fenced Yard

Alpine Bend by Innsbrook Vacations!

Yeates Schoolhouse, Yeates Schoolhouse Guest Suites

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

Archie’s House

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

Case Cottage

NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride

Quiet, country experience - 5 miles from Hermann.

Cozy Riverview Cottage. 5 minute walk to downtown

Your home away from home! The Branson Country B&B in Hermann,Mo

The Laughing Boar, perfectly located downtown

Find out more about Montgomery County

Recent reviews in Montgomery County

The Hermann Motel

Inn at Hermannhof

Capital O Amerihost Inn and Suites Fulton Hwy 54 MO

The Mercantile on the Katy Trail

Quality Inn

Holiday Inn Express & Suites Kingdom City by IHG

Holiday Inn Express Warrenton by IHG

Baymont by Wyndham Kingdom City

Baymont by Wyndham Warrenton

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