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Holiday Rentals near Hermann Wine Trail

150A Market St, Hermann, Missouri 65041-1054
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    Travellers to Hermann are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 27 Rentals in Hermann
    Graystone Guesthouse1 / 14
    (17)Excellent
    Hermann
    0.4 kilometres from Hermann Wine Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Ash Creek Suite - Downtown Historic Hermann1 / 8
    (1)Very good
    Hermann
    0.3 kilometres from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Ash Creek Guesthouse1 / 16
    (3)Very good
    Hermann
    0.3 kilometres from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Hillside Cottage1 / 13
    (2)Very good
    Hermann
    0.2 kilometres from Hermann Wine Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • Private Garden
    • Housekeeping Included
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2019
    Booked this cottage for a family reunion. The outside is in need of a sprucing up but the inside is clean and tidy. The four bedrooms is what drew me to the property as we were...
    Reviewed 19 September 2018
    House is located near the downtown area so able to enjoy the stores within walking distance. Kitchen/living room was a nice gathering space to catch up with friends. The...
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    About this property
    Hillside Cottage is a whole house rental in downtown Hermann. It is walking distance to the restaurants, bars, wineries, museums and shopping. The Trolley will even pick you up out front. There are 4 bedrooms and 2 full bathrooms. It has a full kitchen with all the appliances and untencils, a cozy...
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    Hermann, Missouri
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Autzie's Riverview Cottage1 / 44
    (4)Excellent
    Hermann
    0.8 kilometres from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Private Garden
    • Patio
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2019
    You will definitely feel like you are stepping back in time. The floors creak, some of the electricity and plumbing needs updating but it just adds to the experience. I found...
    Reviewed 8 April 2019
    Most beautiful and charming cottage ever, I could not get over the attention to detail personal touch and how thoughtful, and hospitaable the host is to accommodate her guests...
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    About this property
    Autzie's - 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. Amazing view of the Missouri River, peaceful and...
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    Hermann, Missouri
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Spirit Hill Guest House in lovely Hermann Missouri1 / 17
    (14)Excellent
    Hermann
    0.8 kilometres from Hermann Wine Trail
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    My family and I have been staying at Spirit Hill every Oktoberfest for the last 7 years and we love it. The owners are some of the nicest genuine people you can meet and they...
    Reviewed 31 October 2016
    The home was much more than I ever imagined. The owners attention to detail throughout the grounds and home was over the top. With every turn I found something new. The design...
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    About this property
    Spirit Hill Guest House & Gardens offers stunning Missouri River views and fresh, contemporary design in the heart of beautiful Hermann, Missouri, one of America's prettiest towns. Completely remodeled and expanded, it's a quiet, in-town retreat just 5 minutes from wineries, restaurants, shops and...
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    Hermann, Missouri
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Hermann
    0.3 kilometres from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful historic home with original woodwork and transom windows has 3 upstairs bedrooms and one large bathroom. The main floor has a very large eat in kitchen with all the amenities, a large living room for gathering with friends and family and a half bath. The front and back porch are...
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    Hermann, Missouri
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Wine Country Cottage ~ Cute 2 Bedroom Private Vacation Home1 / 30
    (4)Excellent
    Hermann
    0.7 kilometres from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Garden
    • Wi-Fi
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2018
    We have rented several places in Hermann over the years, and the Wine Country Cottage is by far the best yet. It is beautifully decorated and the owners have thought of...
    Reviewed 3 May 2018
    My daughter and son in law gave us a weekend here as a thank you for their wedding. The owners were friendly and replied to any questions quickly. The cottage is comfortable...
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    About this property
    Our Cottage... ​ Our guest cottage welcomes you to a whole-house rental. The perfect place to escape for a fully private stay with all the comforts of home! At the Wine Country Cottage, the whole cottage is yours! Nestled atop of Market Street, the newly renovated and decorated cottage offers a...
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    Hermann, Missouri
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Hermann
    0.3 kilometres from Hermann Wine Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 10
    Village View Suites - Whole House Rental1 / 15
    (1)Excellent
    Hermann
    0.0 kilometres from Hermann Wine Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2020
    We had a wonderful stay in the loft at Village View over the Christmas holiday. The room is very comfortable and well-appointed. Curtis was incredibly helpful and built fires...
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    About this property
    After undergoing a major renovation, Village View Suites is ready to welcome you with a unique “Fixer Upper” feel that you won't find anywhere else in Hermann. The small cottage encompasses 'industrial farmhouse' at it's finest to give you a cozy 'at home' ease while you travel through wine...
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    Location Information
    Hermann, Missouri
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peaceful River View, Walking Distance to Downtown, Quaint Cottage Built In 18501 / 33
    (32)Excellent
    Hermann
    0.8 kilometres from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Just Renovated 2020 Home! Free Breakfasts, Perfect Location Downtown, & Drinks1 / 23
    (21)Excellent
    Hermann
    0.3 kilometres from Hermann Wine Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Total Privacy in the Heart of Historic Hermann1 / 19
    (19)Excellent
    Hermann
    0.3 kilometres from Hermann Wine Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    • DVD Player
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Wine Alley West Suite1 / 10
    (9)Excellent
    Hermann
    0.2 kilometres 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 & $5 Shuttle1 / 28
    (31)Very good
    Hermann
    0.3 kilometres from Hermann Wine Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Washer
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Brick Bungalow In Heart Of Hermann.1 / 18
    (42)Very good
    Hermann
    0.4 kilometres from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hermann, Missouri
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Suite 5 -2 BR suite in the heart of all the action1 / 15
    (3)Excellent
    Hermann
    0.2 kilometres from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hermann, Missouri
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Your home away from home! The Branson Country B&B in Hermann,Mo1 / 25
    (6)Excellent
    Hermann
    1.0 kilometres from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    The Stone Cottage - The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath1 / 24
    (73)Excellent
    Hermann
    0.4 kilometres from Hermann Wine Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    House on Wine Alley1 / 16
    (14)Very good
    Hermann
    0.2 kilometres from Hermann Wine Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hermann, Missouri
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!1 / 45
    (15)Excellent
    Hermann
    0.8 kilometres from Hermann Wine Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    The Bittersweet Inn: Brand new 6 bed 5 bath house1 / 16
    (8)Excellent
    Hermann
    1.0 kilometres from Hermann Wine Trail
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
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    • Balcony
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Wine Alley East Suite1 / 11
    (5)Excellent
    Hermann
    0.2 kilometres 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
    (28)Excellent
    Hermann
    0.3 kilometres from Hermann Wine Trail
    1 Bedroom, 3 Bathrooms, Sleeps 8 Quick View
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    Hermann, Missouri
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 8
    Downtown Location, Free Door to Door Shuttle, Hermann View, & Free Breakfasts1 / 28
    (18)Excellent
    Hermann
    0.3 kilometres from Hermann Wine Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
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    Hermann, Missouri
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Angels on 3rd Street - extended stay Guest Suites1 / 9
    (1)Excellent
    Hermann
    0.2 kilometres from Hermann Wine Trail
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Reviewed 23 August 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
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
    Black Oak Inn Guest House1 / 6
    (5)Excellent
    Hermann
    0.1 kilometres from Hermann Wine Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Patio
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 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 13 April 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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    Location Information
    Hermann, Missouri
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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