Home Vacation Home Rentals By Owner In Hermann, MO

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$287.27

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Private Vacation Home

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

Hermann, Missouri, United States

This beautiful ENTIRE GUEST HOUSE RENTAL is a historic home built in the 1850s and still contains plenty of it's original features. You'll love the beautiful hardwood floors, exposed brick, and curved staircase. There is even a stone wine cellar downstairs from when the home was used as winery in the late 1800s. Recently renovated in 2017, this home is ready to be enjoyed again! It has a private, shady outdoor space that is perfect for hanging out with friends and family! There is a huge living room on the main level as well as a unique sitting room downstairs with original stone walls and hammocks for lounging in. This is a 3 bedroom, 3 bath home, 2 of the bedrooms have their own private bath. There is also an extra full hall bath on the main level for the upstairs bedroom. If you have more guests than the bedrooms can accommodate, there is also a queen size sleeper sofa in the living room (extra guest fees apply). brbrCome spend the day in Hermann Missouri and come home to relax in the nice, quiet setting of the Kaiser House Inn. Located on 13th Street about a mile from the two main wineries in town as well as a mile from Amtrak. brbrWant to see the entire town The Hermann Trolley will pick you up right at the house, no reservation needed! To see a list of Hermann's Wineries and transportation options please visit the Hermann Chamber of Commerce website. brbrAmtrak Service to Hermann Missouri Wine CountrybrAMTRAKbrAmtrak’s Missouri River Runner line, which runs between St. Louis and Kansas City, makes four daily stops in Hermann.brTickets and Information: brDiscounts and deals: brbrTHE HERMANN STATIONbrHermann’s new train station is on the riverfront, just behind the Festhalle and red caboose.brbrWESTBOUND TrainsbrMissouri River Runner #311 — 10:49 a.m.brLeaves St. Louis at 9:15 a.m.brArrives in Hermann at 10:49 a.m.brArrives in Kansas City at 2:55 p.m.brbrMissouri River Runner #313 — 5:34 p.m.brLeaves St. Louis at 4:00 p.m.brArrives in Hermann at 5:34 p.m.brArrives in Kansas City at 9:40 p.m.brbrEASTBOUND TrainsbrMissouri River Runner #314 — 12:03 p.m.brLeaves Kansas City at 8:15 a.m.brArrives in Hermann at 12:03 p.m.brArrives in St. Louis at 1:55 p.m.brbrMissouri River Runner #316 — 7:48 p.m.brLeaves Kansas City at 4:00 p.m.brArrives in Hermann at 7:48 p.m.brArrives in St. Louis at 9:40 p.m.brbrSTOPS ON AMTRAK RIVER RUNNER LINE:brSt. Louis Gateway StationbrKirkwoodbrWashingtonbrHermannbrJefferson CitybrSedaliabrWarrensburgbrLee’s SummitbrIndependencebrKansas CitybrbrHISTORY of HERMANN MO:brHermann: “German in Every Particular”brIt is commonly believed that the Hermann area’s resemblance to the Rhine Valley prompted scouts from the German Settlement Society of Philadelphia to choose the site for a colony on the American frontier.brDismayed at how quickly their countrymen were being assimilated into American society, the Philadelpia Germans dreamed of building a new city in the “Far West” that could and would be “German in every particular.”brbrIn 1837 school teacher George Bayer, who was appointed to serve as the society’s agent, traveled to Missouri and purchased 11,000 acres of the steepest, most rugged terrain to be found anywhere on the Missouri River. It was a beautiful, if highly impractical, site for a town.brbrMeanwhile, back in Philadelphia city planners were mapping out a grand new city, undeterred by their total ignorance of the actual terrain. On paper, Hermann was flat, with spacious market squares and sweeping boulevards. Thinking big, they made their city’s main street 10 feet wider than Philadelphia’s.brbrWhen the first 17 settlers stepped off the last steamboat of the season into what one writer described as “a howling wilderness,” their starry-eyed idealism died on the spot. Some were furious to discover that the Hermann lots they had purchased back in Philadelphia were what today’s residents jokingly refer to as “vertical acreage.” The fact that the town survived at all is a testament to German determination and hard work.brbrMaking the best of a bad situation, the Germans took their cue from Mother Nature and planted vineyards on the rocky hillsides, where wild grapevines grew with tangled abandon. A decade later, steamboats brought St. Louis visitors to Hermann’s first Weinfest, where they enjoyed more than their share of sweet Catawba wine and marveled at the grapevine-covered hills.brbrBy the turn of the century, Hermann’s winemakers had become wildly successful. Stone Hill Winery had grown to be the second largest winery in the country and was winning gold medals at World’s Fair competitions around the globe. The town’s numerous vintners were producing an incredible three million gallons of wine a year.brIn its glory days Hermann was a rollicking river port with a tavern on every corner and the largest general store between St. Louis and Kansas City.brbrThe party ended with the one-two knockout punch of anti-German sentiment provoked by World War I and the Volstead Act of 1919. Prohibition sent Hermann reeling into the Great Depression a full decade before the rest of the country. The only silver lining was that economic ruin put the town into a time warp-there was simply no money to modernize the old buildings.brbrToday Hermann’s Old-World charm attracts visitors in search of the quiet pleasures of an earlier era. Much of downtown is a historic district where brick homes from the 1800s hug the sidewalk in the traditional German style. More than 150 buildings are on the National Register of Historic Places.brbrIdle for nearly 50 years after Prohibition, Hermann’s wineries are once again the main tourist attraction. The seven wineries in and around Hermann account for more than a third of the state’s total production.br
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Exceptional(43)

$193.23

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Private Vacation Home

Cobbler Suite, Private Entrance and Private bath, 100% NO SMOKING PROPERTY!

Hermann, Missouri, United States

100% NO SMOKERS. 100% SMOKE FREE PROPERTY! Host has asthma and cannot be around smokers of any kind. Guests have access to the suite and the shared patio in the back. Approx. 232 sq. ft. 2 adults only. PRIVATE SMALLER BATHROOM WITH A SMALLER SIZED SHOWER MAY NOT BE SUITABLE FOR LARGER PERSONS. Private entrance and gas fireplace (in season). Beautiful patio and garden in back of home. We cannot accommodate children (which includes babies) or pets. We have two different units so be sure it is the COBBLER ROOM you want to book. *There are security cameras and lights OUTSIDE ONLY. Locations are: the Exterior front of the main home, on the Exterior side of the main home over the steps, and at the Exterior back of the main home covering the patio, backyard and alley entrance. They record video and audio 24/7. They will be on during your reservation. There are NO cameras in personal or indoor spaces. Host lives on site. NO food service. Upon arrival a registration form will need to be signed. Guests may bring a bike lock and lock bikes to a pole out front, take them up the steps to the patio or lock them on your vehicle but they are never allowed in the suite. Although WiFi and Satellite with a compact TV are offered and we do our very best to make sure it is operational, it is a courtesy as we are at the mercy of the service provider and it is not guaranteed. No third party bookings. You have not been charged a cleaning fee. brI supplement my social security with the income I make hosting guests. I do all the cleaning myself and work very hard to ensure that the room is clean, disinfected, and comfortable. brI appreciate you helping me by showing respect and common sense while renting my property. Please note that you will be charged if any excessive or biohazard cleaning is required. You will receive your reservation confirmation per email. If you have any questions please feel free to contact me.
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Exceptional(101)

$403.62

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Private Vacation Home

Downtown Location, Door to Door Private Shuttle, Great View, & Free Breakfasts

Hermann, Missouri, United States

Welcome to the DeFlorin Brick Cottage Inn with a Fabulous View of Hermann, $20 Shuttle Per Person Per Day Private Service to the Wineries right from Your Front Door, Free Breakfasts, Free Drink Coupons at the Must See Hermann1837 Cellar Bar, and Reserved Seating for Live Bands on Weekends Nov.-April and 7 Nights a Week May through October. Per pet fee is $50 plus tax nightly. This home is Part of the Hermann Crown Suites and Hermann 1837 Cellar Bar Properties and is Right Next Door to Our Historic DeFlorin Stone Cottage Inn and DeFlorin BiCentennial Inn! This is a private, super clean whole house rental only to your group! Only Three Blocks from the Hermann Historic District (Away from any Pedestrian Noise). Eight Blocks from Amtrak. Two Blocks from Downtown Market Street and its Restaurants, Shopping, and Wineries. We also Overlook Hermann's City Park.brbrPerfect for Wedding Groups as the Inn is only a few steps away from the Stunning St. George Catholic Church. Ideal for Wine Lovers (with the Inn situated between Hermanhof and Stone Hill Winery) and Fabulous for Bachelorette Parties. A Restful Night for Bicyclists enjoying the Katy Trail.brbr4 Bedrooms and 2 Baths for Your Group. Sleeps Up to 8. Walkout Home with a Large Deck, Large Backyard, and Back Patio.brbrOver 2000 Square Feet Fully Furnished on 3 Levels. Its a Rare World War II Era Home Built in 1940. Renovated By the Owners August/September 2012 and continued updates in 2021! Just Bring Your Group and Enjoy the Bluff Top View.brbrThe DeFlorin Brick Cottage Inn is filled with Antiques and Collectibles originating from the Home's Era. You will see Art Deco, Depression Era, and World War II memorabilia items. The home is also adorned with Rural Missouri Oil on Canvas Art from Award Winning Artist Michael Somerscales and 1904 World's Fair Advertising.brbrPlease Note that Our Prices already include Charges for Your Whole House Cleaning after your stay. We have all cooking ware and utensils! BBQ Grill. We have coffee, water, soda, and popcorn for your enjoyment.brbrMINIMUM 2 NIGHT WEEKEND STAYS REQUIRED FRIDAY AND SATURDAYS UNLESS THE FRIDAY IS TAKEN ALREADY. 1 NIGHT MINIMUM FOR WEEKDAYS INCLUDING SUNDAYS. PLEASE CONTACT THE OWNER IN ADVANCE FOR ANY ATYPICAL WEEKEND STAY REQUESTS OR FOR STAYS DURING THE OFFSEASON. WE MAY SAY YES!
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Exceptional(3)

$1155.69

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Private Vacation Home

Jett Manor - Hermann, MO 13-Acre Private Estate w/ Hot Tub, Sauna & Scenic Views

Hermann, Missouri, United States

Escape to your own private blufftop estate at Jett Manor on Elderberry Hill — a one-of-a-kind 13-acre retreat near Hermann, Missouri. With 12,000+ sq ft of vintage charm, spa-style amenities, and sweeping Missouri River Valley views, it’s the perfect place to relax, reconnect, and celebrate in style.brbrNestled between an organic elderberry farm and the scenic Katy Trail—and just 2 miles from the heart of historic Hermann—Jett Manor blends space, serenity, and old-Hollywood flair.brbrInside, you’ll find thoughtfully designed living areas full of personality and comfort. The manor’s Greco-Roman architecture and vintage 90s glamour give it a warm, nostalgic charm that invites both conversation and relaxation. Gather in the great room beside the wood-burning fireplace, sip cocktails in the bar, unwind in the sunroom, or enjoy a quiet moment at the piano.brbrLooking for a little luxury Your stay includes full access to spa-inspired amenities:brbrIndoor hot tubbrbrCedar saunabrbrSteam showerbrbrPrivate exercise roombrbrOutdoor deck and gazebo with panoramic viewsbrbrWhether you’re planning a girls’ getaway, a family celebration, or a memorable base for wine country adventures, Jett Manor is ready to welcome you—with room to roam, views to savor, and a space that feels like no place else.brbrJett Manor also offers a distinctive setting for weekday stays and executive retreats. With multiple gathering areas, private grounds, and ample room to focus or unwind, it’s an ideal space for offsite team building, creative planning sessions, or simply recharging in style.
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Sleep 16

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Exceptional(21)

$319.38

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Private Vacation Home

Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!

Hermann, Missouri, United States

Welcome to Alemania Haus - Private 2BR Hermann Retreat with Deck & Trolley PickupbrbrNewly remodeled and designed for comfort, Alemania Haus is a cozy yet spacious 2-bedroom, 1.5-bath home just .8 mile from downtown Hermann, perfectly suited for groups of up to four.brbrWhether you're visiting for a wine weekend, wedding, or vendor event, you'll have plenty of space to spread out, relax, and get event-ready.brbrStart your mornings on the upper deck with coffee and take in the view of town below. In the evening, enjoy a glass of wine on the lower deck as you catch faint music drifting across the hill from Stone Hill Winery.brbrWhat You'll Love:br- Private whole-house rental - no shared walls, no one above or belowbr- 2 bedrooms | 1.5 baths | ideal for 2 couples or a group of 4br- Fully stocked kitchen, cabinet bar, and cozy living spacebr- Smart TVs with Roku - log in to your favorite streaming appsbr- Chandelier & recessed lighting with dimmers to set the weekend moodbr- Washer & dryer in-unit for convenience during longer staysbr- Private driveway parkingbr- Direct Hermann Trolley and Lyft U Up pickup/drop-off right at the blockbrbrPerfect For:br-Wedding guests getting ready in comfortbr-Wine weekenders who want space without the downtown price tagbr-Vendor teams or groups attending local eventsbr-Cyclists, kayakers, and travelersbr- Guests who value peace, privacy, and parkingbrbrbrLocation Highlights:brbr- Just .8 mile from downtown Hermann's bars and restaurantsbr- On the route to Stone Hill Winery (.5 mile away - accessed via trolley/car service)br- Next door to Casey's General Store - grab snacks or a late-night pizzabr- 1.2 miles from Hermann Amtrak Stationbr- Hermann Trolley & Lyft U Up pick up/drop-offbrbrEnjoy the party - come home to the quiet. Most guests find the home peaceful overall, especially while enjoying the deck or relaxing inside. Alemania Haus is your restful, elevated alternative to downtown crowds. Book now and unwind in style.brbrNote on Location:brAlemania Haus is located on Market Street, which provides convenient access to town, wineries, and event venues. You may occasionally hear passing vehicles, especially during peak hours, festival or event weekends. It is not 100% ultra quiet, but it's not downtown loud.
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Exceptional(97)

$465.65

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Private Vacation Home

Frene Valley Guest House

Hermann, Missouri, United States

Adorable, stylish, perfectly located, brand new 4 bedroom 3.5 bath house in downtown Hermann, MO. Located on E 4th Street, you can walk to all of downtown Hermann's bars and restaraunts and wineries or have the Hermann Trolley pick you up at the house and take you everywhere. It will even drop you off at the house when you are done exploring for the day. brThis brand new house is perfectly decorated to be your home away from home. There are 3 king sized beds and 1 queen bed upstairs. One of the King bedrooms and the queen bedroom has an en suite full bath, another has an en suite half bath, and there is also a full hallway bathroom. All have comfy memory foam mattresses. There is also a sleeper sofa and half bath on the main level. The kitchen is fully furnished with all pots, pans, and utensils you would need to prepare a basic meal along with a coffee bar. Enjoy an evening glass of wine on the deck or watch a movie on the 65 in HD TV. brEnjoy the following with your stay:br--Coffee, creamer, sweetener at the coffee barbr--All linens providedbr--Travel size soap and shampoo/conditionerbr--DVD Playerbr--Smart TV for you to login to your favorite streaming service (no cable)br--Charcoal Outside GrillbrBase rates are for up to 8 people (2 in each bedroom). There is a $25 per person per night fee for more than 8 people. There is a max of 10 people at the house. Base rates do not include cleaning and sales tax. br-Parties or events not allowed
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$147.92

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Private Vacation Home

Gipfel Suite - Himmel Haus Bed & Breakfast

Hermann, Missouri, United States

Although located on the same level as the other rooms in Himmel Haus B&B, the Gipfel Suite is a bit more secluded due to the separate, private entrance.brbrThis suite is tastefully decorated with soothing colors and provides a queen-sized bed with memory-foam mattress which is luxuriously appointed with a down-alternative mattress topper as well as comforter. A lovely bistro-style seating area in the room is available to enjoy your complimentary, in-room continental breakfast. The newly-renovated bathroom features a pedestal sink, and stunning walk-in shower with white floor-to-ceiling subway tile (shampoo, body wash, and hairdryer provided). In addition, the Gipfel Suite also contains two bedside tables with reading lamps, a closet to hang your clothing, a 39″ HD LED TV with basic cable, complimentary Wi-Fi, and plenty of convenient electrical outlets for your personal electronics.brbrA local woodworker created the custom cabinet in the Gipfel Suite, which houses the mini-fridge, coffee maker/coffee, a small microwave, toaster, dishes, and basic silverware. This is also where the continental breakfast items will be available in your room upon arrival. This will include such items as pastries, greek yogurt, cereal, milk, fruit, and juice. If there are other items you require, you are welcome to use the kitchenette in the common area of the B&B. In addition to the kitchenette, all guests have access to and use of the other amenities available in the common area: the laundry room, main living area of the B&B, the large porch with multiple seating areas, bicycle storage and cleaning station, as well as convenient, off-street vehicle parking.brbrThis room offers a self-check-in process via a combination keypad lock, which provides convenient access for you to your room at any time without the hassle of keeping track of a room key. Your access code will be emailed to you a few days before your arrival.
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