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Vacation rentals in Montgomery County

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Top-rated vacation rentals in Montgomery County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Loft in Hermann
Half Corked Inn-Location and Comfort in one!
BEST LOCATION IN HERMANN! RIGHT ON 1ST STREET. Trolley across the street. Walking distance to brewery, Hermannhoff winery & farm, shops, restaurants, bars, etc. Train station 1 block away. Close to the Katy Trail. Silver Moon loft is cozy with beautiful decor and comfortable beds with clean bathrooms, stocked kitchen, inviting living room. Roomy and very clean. Courtyard and firepit. 2 Breakfast coupons at Stomp'n Grounds a thank you from us to you to use during your stay.
Nov 29 – Dec 6
$120 per night
Guest favorite
Guest suite in Rhineland
White Wolf Inn Apartment
Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.
Nov 22 – 29
$89 per night
Apartment in Hermann
Piano Bar Suite 4 - 1 Bed/Kitchenette
The Piano Bar Suites are located in the heart of downtown Hermann, MO at the corner of Market Street (Hwy 19) and 4th Street. The suites are located above The Piano Bar and all guests to The Suites will receive a complimentary admission pass to the bar. This location is ideal for walking and exploring Hermann with restaurants, bars and shopping nearby. The Piano Bar can sometimes be faintly heard in the kitchen, but is inaudible in the bedroom with the door closed.
Sep 17 – 24
$90 per night

Popular amenities for Montgomery County vacation rentals

Other great vacation rentals in Montgomery County

Apartment in Hermann
"B" Our Guest on Market
Nov 13 – 20
$103 per night
Guest favorite
Home in Hermann
Studio 1892 Guesthouse-New! Downtown Location!
Feb 9 – 16
$376 per night
Guest favorite
Home in Hermann
Das Gleeson Haus
Nov 26 – Dec 3
$193 per night
Guest favorite
Apartment in Montgomery City
St Jude's Night Away
Jan 9 – 16
$91 per night
Guest favorite
Treehouse in Jonesburg
Cozy Cabin in the Woods
Nov 17 – 24
$338 per night
Guest favorite
Apartment in Hermann
1 Bed 1 Bath suite in Downtown Hermann
Sep 6 – 13
$71 per night
Guest favorite
Home in New Florence
4K Ranch - 10 acre property & home near Hermann
Oct 27 – Nov 3
$273 per night
Guest favorite
Apartment in Hermann
Plane Suite at Brickhouse Inn
Mar 1 – 8
$84 per night
Guest favorite
Barn in Rhineland
Converted grain bin guest house on Katy Trail.
Aug 4 – 11
$237 per night
Guest favorite
Place to stay in Hermann
The Mercantile on the Katy Trail -Vaudeville Suite
Jun 20 – 27
$231 per night
Guest favorite
Farm stay in Hermann
Private 77 Acre Farm Hermann MO - Sleeps 8+
Oct 8 – 15
$432 per night
Guest favorite
Cottage in Hermann
2- Bedroom Whole House Rental- Downtown Location
Sep 8 – 15
$287 per night

Destinations to explore