Vacation Home Rentals By Owner In Hermann, MO

Showing 40 Of 51 Vacation Rentals

$500.15

2 Guesthouses, One Location! The Shanty & The Shed, Hermann Mo-Sleeps 4-8

Hermann, Missouri, United States

Welcome to our little slice of Hermann!brbrThe Shanty and the Shed oﬀer a unique Guest Experience, customizable to fit your event orbroccasion-or just enhance your Escape!brbrEnjoy one or both homes-brbrThe Shanty is spacious and bright with a large bath that easily can accommodate severalbrpeople getting ready at same time (privately)brbrThe Shed is a couples dream with a warm cozy romantic vibe and beautiful soft lighting!brbrSome of our Features and Amenities include:brSuper Cozy King BedsbrIKEA Trundle Queen Pull Out SleepersbrLots of Pillows and BlanketsbrFully stocked kitchens include all you need to create a mealbrCoﬀee/Tea BarbrSmart TvsbrElectric FireplacesbrCentral HVACbrCeiling and Portable FansbrBluetooth SpeakersbrShared Yard with Fire Pit AreabrPrivate Patios/SeatingbrGrillsbrAdult Coloring BooksbrGamesbrSpa Quality Shower/Hair ProductsbrPersonal Hygiene ProductsbrIron/Ironing BoardsbrTowelsbrBlow DryersbrWaster SoftenerbrNest Thermostat for your comfortbrShared Driveway and Street ParkingbrLarge Flat Yardbrbr@ The Shed:brNo Barrier to entrybrRoll/Walk in Showerbr36 entrybrbrCreate your perfect experience with our concierge service!brOrder fresh food, baked goods, flowers and more! Let our local culinary experts create flavorsbrthat will delight the soul!brbrGetting Married We have a local Oﬃciate!brAdd a photo session with a local photographer!brbrWedding PartiesbrBirthdaysbrHoneymoonsbrEngagementsbrMarriages PerformedbrRetreatsbrTeam buildingbrAll Special occasions...brbrWe can help create an Escape to remember!brbrWhile in Hermann:brEnjoy a stroll or ride The Katy Trail-(electric bikes can be rented)brTour historical homes and museumsbrTour wine cellarsbrEnjoy one of many festivals and eventsbrTake a class at Wurst Haus or The Blank Canvas Art GallerybrListen to live musicbrShop local boutiques, antique stores and more!brGrab an old school ice cream from The Downtown DelibrTaste around town at one of many distilleries, wineries and breweries!bror.....brJust sit back and relax! Enjoy hanging out by the fire, binge your favorite series or sleep the daybraway!brWhatever you desire, we are thrilled to help make your Escape the best ever!

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Bath

Sleeps

$419.02

/ Nightly

Private Vacation Home

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Hermann, Missouri, United States

Built in 1880, the Historic District Inn was updated in 2021. This 2200 square foot, 4 bedroom home is walking distance to the trolley, Hermannhof Vineyards, Black Shire Distillery, Tin Mill and more! br-- No Hidden Booking Fees br-- Check In Thursday or Friday br-- No Split Weekend Bookings br-- IF you have / require a unique or longer stay, please message directly and we can make accommodations.br--This is an OLD home, if you have medical equipment that requires a 220 plug in or even an a 110 oxygen system, this home is not a good fit for you.

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Bath

Sleeps

Exceptional(9)

$174.28

/ Nightly

Private Vacation Home

Carriage House at the Mansion on Market Street

Hermann, Missouri, United States

Beautiful newly renovated Carriage House located on 2nd and Market st in downtown Hermann. Two blocks from Hermannhof Winery. This guest house features large king size bed, private bathroom, large shower and parking on the premises.brThis Carriage house features a cozy gas fireplace and privacy for a romantic weekend get away! There is a hot tub on the property that is shared with the main house as well. However, due to the high maintenance of the hot tub we can not guarantee it will be usable at your time of stay.brWe recently added a mini fridge, smart tv, and coffee bar. We also have added a flat top grill outside if you would like to use. However, we do not provide propane.brGuest accessbrThere are key pad locks on the unit . We will give you the code approximately 20 minutes before your check in time.brThere is parking in the driveway in front of the unit or 6 spaces directly of the street on 2nd street

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Bath

Sleeps

$225.16

/ Nightly

Private Vacation Home

Private Logcabin All To Yourself With Lake View

Hermann, Missouri, United States

This one of a kind log cabin property is located in the heart of wine country, 12 miles south of historic Hermann Mo. just off highway 19 in the town of Swiss. You get the whole cabin to yourself and it is very private. This two bedroom one bathroom log cabin is nestled on 35 acres of woods and ponds. The view from the front porch is breathtaking overlooking the three acre lake and rolling hills. This cabin was built from trees on the property. Inside you will find a large stone fireplace, large rooms, custom cabinets, hardwood flooring, and much more. The bedrooms are up in the loft, which overlooks the family room and fireplace. The lake is stocked for great fishing and there is an abundance of wildlife. Whether you are seeking a quiet retreat, a romantic getaway, or just want to rest after a day of antiquing and wine tasting, you will find what you are looking for at The Drewarosa brB & B.

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Sleeps

$563.16

/ Nightly

Private Vacation Home

Quiet, country experience - 5 miles from Hermann.

Hermann, Missouri, United States

Newly remodeled ranch home. Open floor plan for the living, dining, and kitchen areas. Great view of our working century black angus/hereford farm. From the deck, enjoy the view of the rolling hills, and evenings enjoying the view of your favorite constellations!

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Bath

Sleeps

Exceptional(1)

$420.37

/ Nightly

Private Vacation Home

First Creek Hideaway Fire Pit Wine Country

Hermann, Missouri, United States

Enjoy the peace and quiet of the country while being just a short drive from downtown Hermann and its many local wineries, restaurants, and shops. First Creek Hideaway is calling your name to spend the weekend if you're in town for a girl's trip, friend's trip, wedding, or just a weekend getaway. The house was designed with your comfort and convenience in mind while experiencing all Hermann has to offer!brbrEnjoy additional space as the lower level was just finished! brbrThe upstairs has an expansive living room with massive fireplace. The loft space has 2 full beds, 1 twin bed, and a full sized futon couch bed. The main level has two bedrooms. The master bedroom has a king size bed. The second bedroom has a full size bed.brbrThe lower level has two bedrooms as well. The first has a queen size bed. The second has a trundle bed. The lower level has an additional full size bathroom. brbrThe house will sleep 10 people with plenty of space to spread out.brbrI am just a phone call or text away. Feel free to contact me with questions or concerns.

Bed

Bath

Sleeps

Exceptional(11)

$604.86

/ Nightly

Private Vacation Home

Eduard Haus in the Downtown Historic District of Hermann, Missouri

Hermann, Missouri, United States

You will be close to everything when you stay at our downtown home in the historic district of Hermann, Missouri. Many shops, restaurants, bars, the Amtrak station, and attractions are easily within walking distance. This home is perfect for large families and groups of friends!brbrWelcome to the Eduard Haus located downtown in the historic district of Hermann, Missouri.brbrThe Eduard Haus:br- 3 bedrooms totaling 8 queen beds can sleep up to 16 guestsbr- 2.5 bathrooms including a large custom bathroom with two showers and a double vanity on the main levelbr- Full kitchenbr- Dining areabr- Living roombr- Back patio with a picnic tablebrbr- Equipped with keyless entry. Check-in code will be sent to you prior to arrival.brbrPlease note the backyard and fire pit are shared with a detached, single cottage that can be rented out separately known as Hanna's Cottage which can also be found online.brbrHouse rules:br- No smoking or pets pleasebr- Out of respect for our neighbors, we ask to limit noise after 10:00pmbrbrGuest access:brThis listing of the Eduard Haus will allow you access to the entire home all to yourself. The backyard will be available to you and the guests at the separate cottage (Hanna's Cottage) located behind the Eduard Haus.

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Sleeps

$383.25

/ Nightly

Private Vacation Home

Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

Hermann, Missouri, United States

Come stay in this cozy, updated 1.5 story 100-year-old bungalow, in the heart of beautiful historic downtown Hermann, MO!!! The house has three queen beds, along with a pullout futon in the living room, as well as all the character and charm you'd expect a Hermann home to have. Enjoy your morning coffee on the 2nd floor balcony, overlooking the beautiful backyard and landscape, on the screened-in sun porch with swinging bed, or on the private patio. Take the trolly to the wineries during the day or stay in town and be just around the corner from everything downtown Hermann has to offer! Come stay at Helen's House!

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Bath

Sleeps

Exceptional(15)

$390.7

/ Nightly

Private Vacation Home

The Black Magnolia - downtown with a charming patio to enjoy

Hermann, Missouri, United States

Lots of original charm & updated amenities come together in this renovated 1907 home located in Hermann’s downtown Historic District.brbrShort walking distance to restaurants, shops, Amtrak Station, bars, coffee shops, distilleries, wineries, & local entertainment.brbrThis home features an open kitchen/eating area with plenty of essentials & Keurig barbrbrSleeping spaces in this quant home include the main bedroom with a comfy queen bed, accompanied by a daybed in the living room. You can sleep on the twin mattresses separately or pop one up to create a king size sleeping space. brbrA worry free stay includes off street parking, secure bike storage on request, a patio with a fire-pit, and prime trolley trail pickup/drop off!

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Bath

Sleeps

Exceptional(8)

$381.13

/ Nightly

Private Vacation Home

In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people

Hermann, Missouri, United States

This rental is close to the downtown area (1.2 miles). The trolley will pick you up right next to the house. It is a downstairs space w/a private entrance.There are 2 bedrooms, 2 sofa beds, 1 bath, a game room, and a dining table. Both rooms have TV's. (fits 8 people)brbrThe top floor is a separate unit but it is completely closed off from the bottom to ensure your privacy. We want our guests to have fun. We have a bluetooth speaker, karaoke machine and games downstairs so you can keep your party going even after a night out. We work hard to make sure all our guests leave happy. :) brbrThe common area offers you a place to hang out with your group even after you return. We have playing cards, board games and of course our Fußball table and table tennis. There is also a mini fridge and microwave so you can easily bring your leftovers home and eat them later. :)brbrEnjoy your morning coffee outside in our gated in backyard. There is a picnic table back there as well as a fire pit. brbrThe private entrance is accessible through the backyard. You will need to go down a few stairs to get there. Our backyard has a small downhill slant ( therefore I did not suggest this accommodation if you have any walking difficulties).brbrCheck in and out times are super flexible- if we don't have back to back bookings. 95 percent of the time we can say yes to early checking and noon checkout.

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Bath

Sleeps

Exceptional(7)

$1112.98

/ Nightly

Private Vacation Home

Mansion on market street! Downtown Hermann MO

Hermann, Missouri, United States

Historic Victorian style mansion within 3 min walk to Hermanoff winery and downtown shops! This massive house has 7 bedrooms with queen size beds ( 1 king size bed) 3 baths, spacious living room and dining room to spend time with friends,brFamily or wedding party! The house is located within the trolley route. The Hermann trolley will pick you up from this house and take you to any winery you would like and drop you back off at home. There is a large carriage house with an additional suite including 1 king size bed and bath . This additional unit must be requested . brthere is also a 6 person hot tub on site, however we due to the heavy maintenance of a hot tub we can not guarantee that it is operational for your visit.

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Bath

Sleeps

Exceptional(18)

$328.35

/ Nightly

Private Vacation Home

The Bloom House

Hermann, Missouri, United States

Beautifully restored brick Cape Cod style home with room for fourteen adults. Walkable to Stone Hill or downtown Hermann, and the home is also on the Hermann Trolley route, so getting around is a breeze.brbrYou'll love the comfortable beds, large living room space, and fully-equipped kitchen and coffee, everything you need for an amazing weekend.brbrThe Bloom Suite was recently built onto the back of the house (last picture). If you’d like to book both spaces together, message me!

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Bath

Sleeps

Exceptional(11)

$260.94

/ Nightly

Private Vacation Home

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Hermann, Missouri, United States

Missouri wine country is waiting for you at this charming 3-bedroom house. Step inside to find 1 king bed, 1 queen bed, loft bunk beds, and 1 futon, perfect for a cozy night's sleep. With 2 bathrooms featuring a jetted bathtub and shower, relaxation is just a soak away. The living room offers 2 queen pull out beds for extra guests. brRelax with the whole family at this peaceful home on 4 acres, enjoy a girls weekend, or use as base camp to access many Missouri conservation areas for hunting, fishing and hiking. Close to Hermann, the Katy trail, Daniel Boone Conservation area and local wineries. Nestled in the wooded hills, just a few miles from town along beautiful Massas Creek you’re sure to make unforgettable memories. We're happy to assist with any questions.

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Sleeps

$257.74

/ Nightly

Private Vacation Home

Total Privacy in the Heart of Historic Hermann

Hermann, Missouri, United States

Unlike a traditional B&B, the Grapevine Guest Suite is entirely yours to enjoy. Located at 4th and Schiller in Hermann's historic district, this 1897 cottage for two offers complete privacy—just steps away from restaurants, shops, museums, and more.brbrThe three-room property, decorated in a comfortably traditional style, provides a king bed, gas fireplace, Jacuzzi tub, modern kitchen, and private patio. You'll find everything you need to make your visit complete.brbrSpending your wedding night in Hermann Celebrating an anniversary Looking for a quiet getaway for two The Grapevine Guest Suite is the place for you!

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Bath

Sleeps

Exceptional(52)

$228.2

/ Nightly

Private Vacation Home

Cozy Riverview Cottage. 5 minute walk to downtown

Hermann, Missouri, United States

Hilltop Cottage, formally known as Autzie’s Riverview Cottage is a beautifully updated, charming guest house rental in historic Hermann, MO. One bedroom, one bath cottage was built in 1850 and is just a very short walk to downtown Hermann where guests can enjoy wineries, museums, shopping and restaurants. You an also enjoy the amazing view of the Missouri River, peaceful and quiet neighborhood when you are ready to relax and unwind. brbrThere are several different restaurants in town to grab breakfast, lunch and dinner, or bring your own groceries and take advantage of our full, modern kitchen.brbrHistoric home built in 1850, exposed brick & timber, wide plank wood floors, pocket doors, wine cellar, amazing view of the Missouri River. We are right next to the steps at Hermannhof Winery and Hermann Farm, so you can walk right into town if you would like. Quiet peaceful outdoor sitting area.brbrGuest accessbrbrEntire cottage - bedroom, kitchen, bath, foyer, dining area, and living room. brGuests will access property with passcode given to them by property owner the morning of check-in. brbrPeaceful residential neighborhood allows guests to get away from it all, yet just a short walk to many popular attractions such as Hermann Farm ( our neighbors!), Hermannhof Winery, Tin Mill Brewery, Hermann Trolley, Missouri Riverfront, many antique stores and much more!brbrParking available at the cottage. 5 min walk from the Amtrak station (you will have to go up the Hermannof Winery Steps if you walk from the station OR you can call Uber). Hermann offers several forms of public transportation, they will even personally pick up and drop off guests who make prior arrangements. Public trolleys run throughout the day - traveling between wineries, restaurants and downtown!brbrFully equipped kitchen if you want to bring groceries and cook, BBQ charcoal grill, and a pull out sleeper sofa for 2 more guest.brbrPlease note: an exterior security camera is located over the driveway for safety and property protectionbrbrAutzie's Riverview Cottage Story: Recently under new ownership but same great place! Story from previous owners: This was my grandparent's home for over 40 years from the mid 1940s to 1986. I have so many wonderful, magical memories of spending weekends and summers here, so when I had the opportunity to purchase the cottage in April 2017, there was no question in my mind I had to do it! We lost my grandmother in March of 2016, so the cottage has been lovingly decorated as a tribute to an amazing woman who touched the lives of everyone who knew her. Guests will enjoy stories and pictures of Autzie during their stay, as well as all the fun Hermann MO has to offer!brbrAlthough “official” check-in is 4pm, we can almost always accommodate an earlier check-in time.brbrOther accommodations offered at this cottage: DVD player and coffee/tea makers. Kitchens offer refrigerator, stovetop, microwave, and cookware/dishes/utensils. Bathrooms include shower/tub combinations and hair dryers.

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Bath

Sleeps

Exceptional(59)

$522.27

/ Nightly

Private Vacation Home

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Hermann, Missouri, United States

Newly built Split Level home. Main floor features open kitchen and living room area with a half bath off the kitchen. Also, one bedroom with private bathroom. Lower lever features two more Queen bedrooms with private bathrooms. All bedrooms have Roku TVs so you can stream your favorite shows after a long day exploring. Also on lower level you will find a laundry room with washer and dryer for your use. brThis home is close to everything. Located in the Historic district.

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Sleeps

$415.71

/ Nightly

Private Vacation Home

Studio 1892 Guesthouse Step out front door into Historic Downtown Hermann!

Hermann, Missouri, United States

A totally renovated photography studio, circa 1892! Enjoy the cozy warmth and simplicity characterized by a modern farmhouse style and decor, original pine floors and exposed brick walls. We have 3 bedrooms each with their private bath. Step out your door into the downtown Historic District of Herman and within minutes of walking distance to Amtrak, restaurants, wineries, distilleries, shopping and the Trolley service. Our guesthouse was designed with your comfort and convivence in mind.

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Bath

Sleeps

$321.93

/ Nightly

Private Vacation Home

The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

Hermann, Missouri, United States

The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house in beautiful Hermann, MO. It is decked out top to bottom in Gorgeous Shabby Chic decor. Conveniently located on 6th street. We are a short walk to all the shops, restaurants, and bars in downtown Hermann, less than a mile from Stonehill and Hermannhoff Wineries, and are along the trolley route. We will comfortably sleep 6 and have additional accommodations for extra guests. The Hermann Trolley will pick you up right at the front door! The base price is for up to 6 people (2 people per room). For more than 6 people, there is a $25 per person, per night extra guest fee. Roku TV for you to login to your favorite streaming service (no cable).

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Bath

Sleeps

Exceptional(89)

$723.19

/ Nightly

Private Vacation Home

The Bittersweet Inn: Brand new 6 bed 5 bath house

Hermann, Missouri, United States

Plenty of room for everyone in this brand new house. The Bittersweet Inn is a 6 bed, 5 bath house perched perfectly on a hillside with a picturesque view of beautiful Hermann, MO. The entire house has been decked out in mid century modern decor. The lower level features a bar with a 2 second full size refrigerator so guests on both levels of the house will have a place to relax.brAlthough you likely will not see me during your stay, I am always available via phone or text if you have a question or concern.brPlenty of parking at the house. Easily walk to Stone Hill winery or take the Hermann Trolley around town!Roku TV for you to login to your favorite streaming service (no cable).

Bed

Bath

Sleeps

Exceptional(58)

$676.67

/ Nightly

Private Vacation Home

The Laughing Boar, perfectly located downtown

Hermann, Missouri, United States

A charming home built in 1872, The Laughing Boar is nestled in the heart of the downtown Hermann Historic District. Come home to 4 bedrooms, 5 bathrooms (3 Full & 2 Half), and a loft area. Accommodating up to 11 guests. The Laughing Boar is walking distance from the Amtrak Station, along with an easy stroll to the best local shops, museums, restaurants, coffee shops, bars, wineries, and nightlife. The Boar looks forward to hosting you!br*The Laughing Boar is under new ownership! The entire house has been extensively cleaned, new bed linens and towels, a full refresh completed in Fall 2024. brCheck out The Boar's video tour: https://listings.aaronkranzpho...

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Rent a place that suits your needs

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Vacation Home Rentals By Owner In Hermann, MO

$500.15

$419.02

$174.28

$225.16

$563.16

$420.37

$604.86

$383.25

$390.7

$381.13

$1112.98

$328.35

$260.94

$257.74

$228.2

$522.27

$415.71

$321.93

$723.19

$676.67

Rent a place that suits your needs

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