Cottage vacation rentals in Hermann

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Top-rated cottage rentals in Hermann

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Top guest favorite
An inviting entrance to the Garden Cottage features wooden posts supporting a covered porch. Two black doors offer access to the suite, with a small bistro table and two chairs positioned nearby among landscaped plants and mulch.
Cottage in Hermann
4.95 out of 5 average rating, 127 reviews

The Schiller House Bed & Beverage | Garden Cottage

Welcome to The Schiller House, a Bed & Beverage! Originally a stable for the Main House (our other listing), the Garden Cottage was built new in 2007 and has since been stylishly designed as a relaxing, private retreat in the BEST location in Hermann's historic district. • 500 sq ft private suite with King bed, seating area and kitchenette • happy hour drinks upon arrival • outdoor spaces: a covered patio with bistro table & chairs, as well as a spacious yard and patio with chiminea for fires • amazing location a short walk to shops, restaurants, bars, coffee shops, museums, a winery, brewery, distilleries and the Amtrak Station • Hermann Trolley picks up in front of the house for winery touring

Guest favorite
The exterior of the stone cottage features a combination of natural stone and light-colored siding. A grassy area surrounds the entrance, which includes a set of concrete steps leading to a porch with large windows. A tree provides shade to the front yard.
Cottage in Hermann
4.89 out of 5 average rating, 114 reviews

The Stone Cottage

The Stone Cottage is a beautiful, spacious 3 bed, 3 bath house that has been completely renovated. It is decorated in Gorgeous Shabby Chic decor. Conveniently located on 6th street. We are a short walk to all the shops, restaurants, & bars in downtown Hermann, less than a mile from Stonehill and Hermannhoff Wineries & are on the trolley route. We comfortably sleep 6 & have additional area for 2 guests. Roku TV for you to login to your favorite streaming service (no cable). Contactless check-in!

Guest favorite
A private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.
Cottage in Gasconade
4.91 out of 5 average rating, 277 reviews

1940's River Cottage w/ Hot Tub

Something for everyone! This home is less than 9 mi. from historic Hermann, MO. There you can enjoy several wineries, shops & restaurants. From this property you are just a short walk to the Gasconade River near the MO River. Great boating, fishing & swimming w/ easy boat ramp access & parking. The Union Pacific Railway crosses the river & N. side of town. Gasconade is a small quiet town except for the occasional train or boat going by. At night enjoy stargazing from your private hot tub.

A wooden dock extends towards a calm lake, surrounded by lush greenery. Bright red chairs are positioned at the dock's edge, offering views of the water. The scene reflects a serene atmosphere with boats visible on the opposite shore.
Cottage in Innsbrook
4.88 out of 5 average rating, 112 reviews

Dock & Resort Perks: Quiet Lakefront Cottage

Pet-Friendly Home | Private Beach & Boat Dock | Golf Cart Provided | 0.3 Mi to Boat Ramp If you're searching for an incredible retreat filled with endless recreational options, look no further than this spectacular Innsbrook vacation rental. This 3-bed, 2-bath cottage offers something for every age and every stage, from hiking to catching butterflies. Take your morning coffee out to the spacious back deck before spending the day boating, swimming, and soaking up the Missouri sun!

Superhost
A hot tub is positioned on a wooden deck, offering a panoramic view of the landscape at sunset. Bubbles rise in the warm water as an individual enjoys the serene environment. Surrounding greenery adds to the tranquil setting.
Cottage in Saint Clair
4.72 out of 5 average rating, 217 reviews

River View Cottage

Stunning getaway with AMAZING Meramec River and valley view! Updated cabin directly on the Meramec River with 3 acres and less than 1 hour from St. Louis. Perfect getaway for large families or small groups. Relax on the upper or lower deck and enjoy the gorgeous sunset. Close to fishing, floating, hiking and Meramec Caverns. The house has everything you need for a fantastic getaway. Please bring your own food, drinks and firewood for those sunset campfires.

Top guest favorite
A charming cottage features a stone exterior with a mix of red and natural tones. A large deck extends from the front, adorned with string lights. Stairs lead up to the deck, surrounded by lush greenery, enhancing the peaceful ambiance of the setting.
Cottage in Hermann
5 out of 5 average rating, 12 reviews

Magical Cottage in Hermann!

Enjoy a peaceful and private location. Within walking distance to downtown Hermann and access to all shops, wineries, and fantastic food locations! You'll enjoy the large decks, screened in porch , fire pit area, ultra fast WiFi, and surrounding nature. Sit back and relax and walk into town and enjoy antique shops, food, drinks, and access to over 17 Hermann Wineries. Please check house rules, prior to booking.

A charming cottage is visible, featuring a wooden exterior and green shutters. A pathway made of wood chips leads to the entrance, bordered by natural landscaping. Two adirondack chairs are positioned on the front porch, providing a welcoming spot to relax.
Cottage in Hermann
5 out of 5 average rating, 3 reviews

The Violin Shop at Schroeder Hill

The Schroeder Violin Shop offers a very unique experience and is a small private cottage with a California King bed, a stone and brick bathroom, and a front porch with views of Frene Creek and the southern part of town. The Violin shop has a very narrow, steep set of stairs leading up to the second level where children (or smaller adults) may utilize two twin beds and bean bag chairs.

Top guest favorite
A wooden dock extends over a calm lake, reflecting the surrounding trees and cloudy sky. A solitary chair is placed at the end of the dock, offering a peaceful spot to admire the serene waters.
Cottage in Montgomery City
4.99 out of 5 average rating, 383 reviews

Small private country home with lake, spa, firepit

Country setting, 3/4 mile from town, house on 20 acres, lake, woods in back round, firepit, spa and BBQ area under pergola. 10 minutes from I-70. 25 minutes to Warrenton, 30 minutes from Hermann, Mo. 50 minutes to Columbia and Wentzville, MO. Great place for a staycation, traveling, work from home, or a vacation. Child and pet friendly with lots of running room.

Guest favorite
The exterior of the cottage is shown, featuring a red metal roof and light-colored siding. A red door leads to the private entrance, and large windows invite natural light. A pathway of concrete and stones is visible, lined with greenery.
Cottage in Hermann
4.88 out of 5 average rating, 75 reviews

Private Cottage In Historic District

GREAT LOCATION! 100% NO SMOKERS, NO Smoking anything. Private entrance, Queen Serta bed, claw foot tub and shower, gas fireplace in season, wall heater, window ac, mini fridge, microwave, coffee pot, a compact TV with Satellite stations, WiFi. 2 ADULTS ONLY. Host on site. We cannot accommodate children or pets. Valid ID required with first and last name.

Top guest favorite
A charming cottage features a white exterior with green accents and a sloped roof. Flower boxes adorn the windows, and two decorative black sculptures stand on either side of the entrance. Lush trees frame the property, enhancing the inviting streetscape.
Cottage in Hermann
5 out of 5 average rating, 95 reviews

2- Bedroom Whole House Rental- Downtown Location

Located at 106 Schiller Street, The Vine Suites is just steps away from restaurants, the train depot, trolley, wineries, shops, museums, and more. The four-room property is a modern-day cottage with 2 king beds, full kitchen, private gazebo, and off street parking. You’ll find everything you need to make your visit complete.

Guest favorite
The exterior of a cozy cottage is illuminated at night, showcasing a welcoming porch with two chairs. A fire pit surrounded by several seating options sits in the foreground, with a gentle smoke rising into the night sky.
Cottage in Hermann
4.95 out of 5 average rating, 20 reviews

Hanna’s Cottage

You will be close to everything when you stay downtown in the historic district of Hermann, Missouri! Many shops, restaurants, bars, the Amtrak station, and attractions are easily within walking distance. Our cozy cottage is the perfect spot for a couples trip or a little friends or family getaway!

Guest favorite
Cottage in Saint Clair
5 out of 5 average rating, 7 reviews

Guesthouse at Pinemark

The Guesthouse at Pinemark offers the privacy of a home rental, with access to all the amenities of a hotel. Our Guesthouse is enjoyed by bridal parties, families, business travelers and any group wanting shared living space with private bedrooms.

Popular amenities for Hermann cottage rentals

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  4. Gasconade County
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