Vacation Rentals in Montgomery County

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Top Vacation Rentals in Montgomery County

The Mercantile on the Katy Trail

4.5 star property
9.8 out of 10, Exceptional, (23)
"Our stay was amazing! We loved being near Katy Trail yet close to Hermann Wine/shopping activities. The property was beautiful & clean!"
$205 nightly
The price is $221
Oct 13 - Oct 14
Total with taxes and fees
The Mercantile on the Katy Trail

Cottage Properties - Country Log Cabin

10.0 out of 10, Exceptional, (168)
"Very nice and cozy home. Very peaceful surroundings. Absolutely loved out stay!"
Cottage Properties - Country Log Cabin

Country Container Tiny House. Experience peace by the water & native wildlife!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Fun unique place to stay"
$130 nightly
The price is $130
Oct 13 - Oct 14
Total with taxes and fees
Country Container Tiny House. Experience peace by the water & native wildlife!

Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort

10.0 out of 10, Exceptional, (66)
"We had a lovely lake weekend getaway - Mandy (the owner) was so responsive and helpful. The chalet is lovely and perfectly situated on a private small lake. Our girls loved every moment of water activities."
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort

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

8.8 out of 10, Excellent, (3)
"This is definitely not your conventional vacation place to stay - a working farm, log cabin portions, modern kitchen appliances hidden in plain sight behind old farmhouse cabinets, eclectic decor that you can spend hours browsing and looking at so many unique items. But it was exactly what I was looking for and everything turned out very well. Thank you!"
$685 nightly
The price is $685
Oct 9 - Oct 10
Total with taxes and fees
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

Suite on Schiller

9.8 out of 10, Exceptional, (112)
"Great place to stay and location was perfect."
Suite on Schiller

Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (49)
"Great location in a lovely town."
$305 nightly
The price is $345
Oct 12 - Oct 13
Total with taxes and fees
Ash Creek Suite - In Downtown Historic Hermann

Peaceful chalet - *new* private beach, WIFI, kayaks

10.0 out of 10, Exceptional, (73)
"We had a great time staying at this chalet! It was very clean with great amenities. No need to leave when you can play on the lake, build a fire, cook all meals and relax! Would definitely recommend!"
Peaceful chalet - *new* private beach, WIFI, kayaks

Private Logcabin All To Yourself With Lake View

9.8 out of 10, Exceptional, (214)
"Cabin was wonderful. Lake was well stocked, AC worked well, and bed was comfy. Thanks so much!"
Private Logcabin All To Yourself With Lake View

Innsbrook Falls Hideaway - Roomy lakefront Chalet w/ spacious deck & firepit

10.0 out of 10, Exceptional, (27)
"A peaceful and relaxing long weekend!"
Innsbrook Falls Hideaway - Roomy lakefront Chalet w/ spacious deck & firepit

Large Unique 2-Bedroom Gamed Themed Loft

9.8 out of 10, Exceptional, (35)
"This is a great place to stay. Stayed here multiple times! "
$193 nightly
The price is $206
Oct 12 - Oct 13
Total with taxes and fees
Large Unique 2-Bedroom Gamed Themed Loft

Glamping with gorgeous sunset views, trolley to all wineries

9.6 out of 10, Exceptional, (7)
"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!"
$198 nightly
The price is $228
Oct 9 - Oct 10
Total with taxes and fees
Glamping with gorgeous sunset views, trolley to all wineries

Studio Condo on the Water @ Innsbrook

9.8 out of 10, Exceptional, (33)
"Had a good golf day wonderful place to stay "
$177 nightly
The price is $183
Oct 12 - Oct 13
Total with taxes and fees
Studio Condo on the Water @ Innsbrook

Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

10.0 out of 10, Exceptional, (147)
"We stay here each year for a bike race weekend. We really enjoy the space and the location!!"
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

10.0 out of 10, Exceptional, (99)
"We absolutely loved the location and having easy access to the lake. The hot tub nestled in the trees was a bonus! The property was clean and had everything we needed to enjoy our stay. It was quiet and private, exactly what we were looking for. We’ll be back next year!"
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (100)
"Great stay . Perfect for 3 couples. House was exactly as described with a great location. Would 100% stay here again! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (34)
"We had a great stay at Autzie’s and was the perfect setting for our 20th wedding anniversary getaway. Thanks"
$240 nightly
The price is $266
Oct 9 - Oct 10
Total with taxes and fees
Cozy Riverview Cottage. 5 minute walk to downtown

The Judges Fair Way! Beautiful 4 bedroom, 3 bath home that sleeps 13

9.6 out of 10, Exceptional, (47)
"Beautiful house that accommodated 12 family members very comfortably. "
The Judges Fair Way! Beautiful 4 bedroom, 3 bath home that sleeps 13

Hilltop Hideaway with Lake Front Access

10.0 out of 10, Exceptional, (6)
Hilltop Hideaway with Lake Front Access
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

Find out more about Montgomery County

Find out more about Montgomery County

Discover your perfect Montgomery County vacation rental with Expedia

How many vacation rentals are available in Montgomery County?


Expedia has plenty of vacation rentals to choose from in and around  Montgomery County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Montgomery County?


The selection of Montgomery County vacation rentals we have selected for you start as low as $130 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Montgomery County?


Vacation rentals in Montgomery County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Montgomery County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Montgomery County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Montgomery County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Montgomery County?


Find vacation rentals in Montgomery County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Montgomery County.  


What amenities are available in a vacation rental in Montgomery County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Montgomery County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Montgomery County?   


Everytime is a great time to head to Montgomery County! Staying in a Montgomery County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Montgomery County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Montgomery County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Montgomery County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Montgomery County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.