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Vacation Rentals near Hermann Wine Trail

150A Market St, Hermann, Missouri 65041-1054
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    Travelers to Hermann are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    All 34 Rentals in Hermann
    Graystone Guesthouse1 / 12
    (18)Excellent
    0.2 miles from Hermann Wine Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Autzie's Riverview Cottage1 / 44
    (6)Excellent
    0.5 miles from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Peaceful River View, Walking Distance to Downtown, Quaint Cottage Built In 18501 / 33
    (64)Excellent
    0.5 miles from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Just Renovated 2020 Home! Free Breakfasts, Perfect Location Downtown, & Drinks1 / 23
    (37)Very good
    0.2 miles from Hermann Wine Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Wine Alley West Suite1 / 10
    (12)Very good
    0.1 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    Hermann, Missouri
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    DeFlorin Stone Cottage, Hermann's Downtown Stone Home, Free Wine & $10 Shuttle1 / 28
    (57)Excellent
    0.1 miles from Hermann Wine Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Reviewed June 11, 2021
    Though this is a neat little old cottage, the stairs are extremely narrow and steep! Elderly should not try staying on the upper level. There is no restroom up there either...
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    Hermann, Missouri
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Suite 5 -2 BR suite in the heart of all the action1 / 15
    (38)Excellent
    0.1 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hermann, Missouri
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    The Stone Cottage - The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath1 / 24
    (96)Excellent
    0.2 miles from Hermann Wine Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    House on Wine Alley1 / 16
    (17)Very good
    0.1 miles from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hermann, Missouri
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!1 / 45
    (30)Excellent
    0.5 miles from Hermann Wine Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Bittersweet Inn: Brand new 6 bed 5 bath house1 / 16
    (29)Excellent
    0.6 miles from Hermann Wine Trail
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Terrace
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    Hermann, Missouri
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Wine Alley East Suite1 / 11
    (18)Excellent
    0.1 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hermann, Missouri
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    The Farmhouse Inn: 3 bed, 3.5 whole house rental1 / 15
    (46)Excellent
    0.2 miles from Hermann Wine Trail
    1 Bedroom, 3 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 1 Bedroom, 3 Bathrooms, Sleeps 8
    Downtown Location, Door to Door Shuttle, Hermann View, & Free Breakfasts1 / 28
    (38)Excellent
    0.1 miles from Hermann Wine Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Angels on 3rd Street - extended stay Guest Suites1 / 9
    (1)Excellent
    0.1 miles from Hermann Wine Trail
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    Reviewed August 22, 2017
    My husband and I stayed in the Bridal Suite. It was on the 2nd floor, and was spacious, clean, and quiet. The 3rd Annual Hermann Wine and Jazz Festival was in town, and our room...
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    About this property
    Angels on 3rd Street is an extended stay Guest House housed in an 1879 brick building located in Hermann's Historic District. You'll be staying in one of our spacious apartment/suites.. Each apartment/suite will sleep from 2 to 6 people (choose the one that fits your needs). Each...
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    Hermann, Missouri
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 16
    Beautiful Farmhouse Stay!1 / 17
    (5)Excellent
    12.4 miles from Hermann Wine Trail
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Hermann, Missouri
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Suite #3 - 2 Bed 1 Bath Suite at Suites on 3rd1 / 17
    (23)Excellent
    0.1 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hermann, Missouri
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Mozart House - Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Dow1 / 30
    (75)Excellent
    0.2 miles from Hermann Wine Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    In The Heart of Hermann - The Christmann House Suite1 / 12
    (14)Excellent
    0.1 miles from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hermann, Missouri
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Suite 4 - Adorable 2 Bed Suite in Downtown Hermann1 / 19
    (12)Excellent
    0.1 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hermann, Missouri
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    A beautiful flower � garden cottage�1 / 17
    (5)Excellent
    0.1 miles from Hermann Wine Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hermann, Missouri
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Suite #1 - 1 Bed 1 Bath in the middle of Downtown1 / 13
    (14)Excellent
    0.1 miles from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hermann, Missouri
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Kork Haus - Whole house rental in Downtown Hermann1 / 23
    (4)Excellent
    0.2 miles from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Hermann, Missouri
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Suite #2 - 1 Bed 1 Bath in Downtonw Hermann1 / 11
    (16)Excellent
    0.1 miles from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hermann, Missouri
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Room with private bath and private entrance, seasonal gas fireplace.
    (3)Excellent
    0.0 miles from Hermann Wine Trail
    Studio Quick View
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    Hermann, Missouri
    Rental Home -
    The Laughing Boar, perfectly located in downtown.1 / 17
    (17)Excellent
    0.0 miles from Hermann Wine Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Hermann, Missouri
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
    Frene Valley Guest House1 / 22
    (27)Excellent
    0.2 miles from Hermann Wine Trail
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Hermann, Missouri
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Hillside Cottage in Beautiful Downtown Hermann1 / 15
    (12)Very good
    0.1 miles from Hermann Wine Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    7th Heaven Guesthouse1 / 35
    (46)Excellent
    0.6 miles from Hermann Wine Trail
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Hermann, Missouri
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Black Oak Inn Guest House1 / 6
    (5)Excellent
    0.1 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    • Housekeeping Included
    • Central Heating
    • Grill
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    Reviewed April 13, 2020
    This is the best B&B ever. Clean, homey and has everything we needed. In walking distance to so many venues. Our favorite spot to hang out was on the patio. The owners treated...
    Reviewed April 13, 2020
    I can’t say enough wonderful things about my weekend at this inn! It was such a cozy and warm house and had every amenity you could want! We went for a girls weekend and had...
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    About this property
    This cottage is the perfect place to stay in Hermann, & in the middle of town. You have the room and privacy of the whole house for up to 4. Nice comfortable rooms, with games, tv, wi fi, and patio for relaxing. Great decor. Barbecue on the grill or cook a meal in the fully stocked kitchen. Sit by...
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    Hermann, Missouri
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Private Logcabin All To Yourself With Lake View1 / 43
    (138)Excellent
    11.0 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Hermann, Missouri
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 9
    SPACIOUS HISTORIC DOWNTOWN LOFT!  BEST LOCATION IN THE HEART OF TOWN!1 / 17
    (39)Excellent
    0.1 miles from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hermann, Missouri
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Ash Creek Suite - In Downtown Historic Hermann1 / 13
    (19)Excellent
    0.2 miles from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hermann, Missouri
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Charming 3 Bedroom 2 Bath Home in Historic Downtown Hermann, Mo.1 / 12
    (54)Excellent
    0.2 miles from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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