Holiday Rentals in Montgomery County

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Top cities in Montgomery County

Check prices for these dates

Our top choices for Montgomery County holiday rentals

1. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (45 reviews)
"We loved this place- very unique! Clean and great communication from hosts."
United States
Kristine
The price is €186
includes taxes & fees
8 Dec - 9 Dec
The Mercantile on the Katy Trail

2. 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
McKittrick
10.0 out of 10, Exceptional, (2 reviews)
"Loved this placed, would definitely come back!"
United States
Cody W.
The price is €235
includes taxes & fees
1 Dec - 2 Dec
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

3. 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
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"So pretty and perfect for our weekend."
United States
Katherine B.
The price is €235
includes taxes & fees
1 Dec - 2 Dec
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries

4. Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (52 reviews)
"Very nice place "
United States
Yaqui S.
The price is €223
includes taxes & fees
19 Nov - 20 Nov
Secluded 2 bedroom home close to Hermann

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

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Hermann
The price is €241
includes taxes & fees
17 Nov - 18 Nov
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

6. 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
Hermann
8.8 out of 10, Excellent, (8 reviews)
"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 €241
includes taxes & fees
17 Nov - 18 Nov
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

7. The Cottage

The Cottage
2.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"Our host mentioned he does not receive messages from Expedia postings. So if you are not receiving check-in information, you might want to find another way to contact them. The property is lovely. The Treehouse was perfect for my granddaughter and me."
United States
Linda
The price is €283
includes taxes & fees
15 Nov - 16 Nov
The Cottage

8. King Bed|Non-Smoking

King Bed|Non-Smoking
Kingdom City, MO
9.8 out of 10, Exceptional, (58 reviews)
"Solo travel was easy here with friendly staff around if I needed anything or directions."
United States
Anonymous traveller
The price is €65
includes taxes & fees
16 Nov - 17 Nov
King Bed|Non-Smoking

9. 2 Double Beds Non-Smoking

2 Double Beds Non-Smoking
Fulton, MO
9.8 out of 10, Exceptional, (87 reviews)
"This place is great! They have a free breakfast buffet every morning in the lobby with steak and omelet bar, amazing value for the price!"
United States
Michael
The price is €72
includes taxes & fees
1 Dec - 2 Dec
2 Double Beds Non-Smoking

10. Bright Lakefront Studio Condo at Innsbrook

Bright Lakefront Studio Condo at Innsbrook
Wright City
9.8 out of 10, Exceptional, (75 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is €169
includes taxes & fees
15 Nov - 16 Nov
Bright Lakefront Studio Condo at Innsbrook

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

Country Container Tiny House. Experience peace by the water & native wildlife!
Fulton
10.0 out of 10, Exceptional, (40 reviews)
"The host was wonderful with communication. Very clean, cute and cozy. We loved our stay and would definately stay again."
United States
Vujo
Country Container Tiny House. Experience peace by the water & native wildlife!

12. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.0 out of 10, Wonderful, (9 reviews)
"I had a really good stay. Though I would consider this more of a hunting camp. It was really peaceful and the stars were awesome at night!"
United States
Justen
The price is €140
includes taxes & fees
17 Nov - 18 Nov
Cozy Cabin in the woods near charming Hermann

13. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (144 reviews)
"The room was nice with a great shower. The breakfast was delicious."
United States
Peggy
The price is €154
includes taxes & fees
16 Nov - 17 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast

14. Zinfandel Room - Old Vine

Zinfandel Room - Old Vine
Hermann
10.0 out of 10, Exceptional, (33 reviews)
"Breakfast was amazing!"
United States
Amanda Q.
The price is €168
includes taxes & fees
23 Nov - 24 Nov
Zinfandel Room - Old Vine

15. The Harris Overlook by Innsbrook Vacations!

The Harris Overlook by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (24 reviews)
"Beautiful setting. Nice, cozy condo. Peaceful visit. Highly recommend."
United States
Christie K.
The price is €218
includes taxes & fees
14 Nov - 15 Nov
The Harris Overlook by Innsbrook Vacations!

16. Hickory Lake House

Hickory Lake House
3.0 star property
Wright City
The price is €396
includes taxes & fees
29 Nov - 30 Nov
Hickory Lake House

17. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (52 reviews)
"Enjoyed our stay. It was convenient for everything. I will be using the property again in the future."
United States
Christopher
The price is €187
includes taxes & fees
15 Nov - 16 Nov
Large Unique 2-Bedroom Gamed Themed Loft

18. Papa's Cabin - 40 acres & 5 acre lake!

Papa's Cabin - 40 acres & 5 acre lake!
Middletown
10.0 out of 10, Exceptional, (4 reviews)
"Overall stay was amazing! The property was just like described and the hostess was easy to communicate with."
United States
Prisilla B.
The price is €191
includes taxes & fees
14 Dec - 15 Dec
Papa's Cabin - 40 acres & 5 acre lake!

19. King Bed Non-Smoking

King Bed Non-Smoking
Fulton, MO
10.0 out of 10, Exceptional, (95 reviews)
"Location is close to local attractions but not busy or noisy."
United States
Anonymous traveller
The price is €62
includes taxes & fees
1 Dec - 2 Dec
King Bed Non-Smoking

20. Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
Moscow Mills
10.0 out of 10, Exceptional, (14 reviews)
"Great place, nice neighborhood. "
United States
Julie L.
The price is €228
includes taxes & fees
15 Nov - 16 Nov
Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
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.

Find holiday rentals that suit your style

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, apart-hotels, 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 €61 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.