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Vacation rentals in Montgomery County

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Popular amenities for Montgomery County vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great vacation rentals in Montgomery County

Top guest favorite
Farm stay in Hermann
4.96 out of 5 average rating, 49 reviews

Private 77 Acre Farm Hermann MO - Sleeps 8+

JeremieRating, 5 stars1 week ago
Excellent host and property, couldn’t have been any better.
Top guest favorite
A modern kitchen features stainless steel appliances and a combination of dark cabinetry and exposed brick walls. Natural light filters through a large window, illuminating a wooden countertop and decorative plants. A dining table is positioned nearby, creating a functional and inviting workspace.
Apartment in Hermann
5 out of 5 average rating, 39 reviews

Olive Hutch Upstairs Apartment

AmyRating, 5 stars3 weeks ago
This was a great find! It was centrally located and very walkable. It was clean and nicely set up and stocked.
Top guest favorite
An outdoor space features a circle of red Adirondack chairs arranged around a fire pit, set on a gravel surface. A patio area is visible with a partially shaded umbrella and a grill positioned nearby, providing a cozy environment for gatherings.
Home in Hermann
4.89 out of 5 average rating, 28 reviews

Britton Haus on 6th! 5 beds, 2 baths Downtown

LucyRating, 5 stars1 month ago
Angela is amazing in her response to you. The element went out of the hot water heater and her plumber was there immediately. She even stopped by to see if we had hot water. Our train was delayed and she allowed us to stay beyond the check out time. We all got an amazingly good night’s sleep on her comfortable beds. Of all the air b and b places I stayed, these beds were the most comfortable. Thank you Angela.
Guest favorite
A spacious basement area is furnished with two queen beds and a comfortable sofa. A light purple hue illuminates the ceiling, contributing to a relaxed atmosphere. A turquoise coffee table is centrally placed, adding a splash of color to the neutral-toned decor.
Home in Hermann
4.97 out of 5 average rating, 63 reviews

Up on Eighth Guest Haus

AprilRating, 5 stars2 weeks ago
Good hang out spot. Met our needs. Very clean. Easy check in and out, clear instructions. Even though just a mile from the center hub, the walk back from downtown is up a fairly steep hill. Rough on us after a day full of alcohol consumption, lol! And FYI, none of bathrooms are within a private sleeping area. It stated that in the listing, but I just glazed over it. They’re all very nice and clean bathrooms; just not en suites.
Guest favorite
An outdoor deck is illuminated by soft lighting, featuring a dining table surrounded by six chairs. Comfortable seating is positioned nearby, creating a cozy space for relaxation. A serene view of the surrounding woods is visible in the background under a night sky.
Home in Hermann
5 out of 5 average rating, 22 reviews

Labby's Homestead Barndominium

ChristyRating, 5 stars1 month ago
Labby’s Barndominium was the absolute perfect place to celebrate our bachelorette!! The house is AMAZING, trolley picks you up at your door, piano bar is 1.4 miles away. Beds were all comfortable, you will not be disappointed!!
Superhost
A winding pathway through a wooded area is surrounded by tall trees, with dappled sunlight filtering through the leaves. The ground is covered with fallen leaves, and the atmosphere reflects a serene and natural setting.
Home in New Florence
4.8 out of 5 average rating, 46 reviews

Secluded 2 bedroom home close to Hermann

MarissaRating, 5 stars8 months ago
Great place to stay! Was spacious but also not too big, and did feel secluded like the description says. Keely was very helpful with directions and was responsive, and the house was clean. Only thing to say is that when selecting the address, for some reason it changed the location in my phone maps to a different location and it took me a while to figure out. Nothing against the location, just watch out for that if you’re booking.
Guest favorite
A fire pit area is surrounded by two red chairs on a stone patio, overlooking a serene lake and expansive green fields. The clear blue sky complements the tranquil setting, enhancing the outdoor experience.
Cabin in Middletown
5 out of 5 average rating, 14 reviews

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

MeganRating, 5 stars6 months ago
This was a great place for our family to get together. It is very remote, but easy to get to. We loved the peacefulness there. Beds were comfortable and the place was neat. Would return!
Top guest favorite
A view from the covered porch displays lush greenery and the town of Hermann in the distance. The Missouri River can be seen winding through the landscape, complementing the serene surroundings. A set of outdoor chairs offers a space to relax while taking in the scenery.
Home in Hermann
5 out of 5 average rating, 86 reviews

Missouri Scenic View!

JordanRating, 5 stars2 days ago
The place was amazing!! Very nice outdoor space, comfortable living spaces, and plenty of courtesy things like lotion and shower toiletries. The biggest flaw would be if you walk to the main area of Herman. There are a lot of stairs and after drinking, they can be difficult. Despite that, we would stay again in a heartbeat!!
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