Vacation Rentals in Stone Hill Winery, MO: Compare 10+ Sites & Save

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119 Best Vacation Rentals in Stone Hill Winery (Starting from $171)

Alemania Haus - Cozy Rambler on Market Street!
Alemania Haus - Cozy Rambler on Market Street!
House
Hermann, MO, USA
0.8k from Stone Hill Winery center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
8.4

Very Good

5 reviews

$325
Average price / night
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Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
House
Hermann, MO, 65041, United States
0.5k from Stone Hill Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
9.6

Exceptional

109 reviews

$280
Average price / night
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Downtown Hermann Vacation Home Near Wineries!
Downtown Hermann Vacation Home Near Wineries!
House
Hermann, MO, USA
1.4k from Stone Hill Winery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms10 Guests
7.0

Good

1 reviews

$607
Average price / night
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A Charming Home newly remodeled and furnished
A Charming Home newly remodeled and furnished
House
Hermann, MO, 65041, United States
0.5k from Stone Hill Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

74 reviews

$265
Average price / night
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Helming Guest House
Helming Guest House
House
Stone Hill Winery, Hermann, Missouri, USA
1.4k from Stone Hill Winery center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms6 Guests
9.5

Superb

94 reviews

$307
Average price / night
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Magnolia Inn
Magnolia Inn
House
Hermann, MO, 65041, United States
0.5k from Stone Hill Winery center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms8 Guests
9.8

Exceptional

40 reviews

$370
Average price / night
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The Mueller Haus
The Mueller Haus
House
Hermann, MO, USA
1.5k from Stone Hill Winery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms13 Guests
New to Booking
$512
Average price / night
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A Stunning Home, newly constructed & furnished
A Stunning Home, newly constructed & furnished
House
Hermann, MO, 65041, United States
0.5k from Stone Hill Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

70 reviews

$659
Average price / night
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Branson Country B&B
Branson Country B&B
House
Stone Hill Winery, Hermann, Missouri, USA
1.6k from Stone Hill Winery center

Air Conditioner, Balcony/Terrace, Smoking, Security/Safety, Internet, Sports/Activities, Parking

3 Bedrooms10 Guests
9.8

Exceptional

12 reviews

$400
Average price / night
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The Bittersweet Inn: Brand new 6 bed 5 bath house
The Bittersweet Inn: Brand new 6 bed 5 bath house
House
Hermann, MO, 65041, United States
0.6k from Stone Hill Winery center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms14 Guests
10.0

Exceptional

85 reviews

$723
Average price / night
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Hermann Hideout
Hermann Hideout
Cabin
MO, USA
1.7k from Stone Hill Winery center

Security/Safety, Internet, Hot Tub, Wellness Facilities, Air Conditioner, Child Friendly

1 Bedroom6 Guests
New to Booking
$388
Average price / night
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Newly remodeled home in Historic Hermann Wine Counrtry.
Newly remodeled home in Historic Hermann Wine Counrtry.
House
Hermann, MO, 65041, United States
0.6k from Stone Hill Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
10.0

Exceptional

78 reviews

$713
Average price / night
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Jesse James and Billy the kid
Jesse James and Billy the kid
House
MO, USA
1.7k from Stone Hill Winery center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

3 Bedrooms14 Guests
New to Booking
$977
Average price / night
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Hillside Cottage in Beautiful Downtown Hermann
Hillside Cottage in Beautiful Downtown Hermann
House
Hermann, MO, 65041, United States
0.7k from Stone Hill Winery center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
9.2

Superb

25 reviews

$371
Average price / night
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Bottom right Jesse James
Bottom right Jesse James
House
MO, USA
1.7k from Stone Hill Winery center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

2 Bedrooms8 Guests
New to Booking
$546
Average price / night
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In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
House
Hermann, MO, 65041, United States
0.7k from Stone Hill Winery center

AC, Arcade, Extra Bed, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space

2 Bedrooms8 Guests
9.6

Exceptional

7 reviews

$430
Average price / night
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Bonnie n Clyde
Bonnie n Clyde
House
MO, USA
1.7k from Stone Hill Winery center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

3 Bedrooms10 Guests
New to Booking
$661
Average price / night
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Cozy Hermann home that is in town
Cozy Hermann home that is in town
House
Hermann, MO, 65041, United States
0.7k from Stone Hill Winery center

AC, Heater, Internet, Kitchen, Living Area, No Smoking, Patio

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$371
Average price / night
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Bonnie n Clyde and Jesse James
Bonnie n Clyde and Jesse James
House
MO, USA
1.7k from Stone Hill Winery center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

5 Bedrooms16 Guests
New to Booking
$1207
Average price / night
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Spacious House walking distance from downtown Hermann
Spacious House walking distance from downtown Hermann
House
Hermann, MO, 65041, United States
0.8k from Stone Hill Winery center

AC, Arcade, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms18 Guests
10.0

Exceptional

22 reviews

$776
Average price / night
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Gray Stone Guest House- Whole House Rental
Gray Stone Guest House- Whole House Rental
House
Hermann, MO, 65041, United States
0.8k from Stone Hill Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

45 reviews

$335
Average price / night
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7th Heaven Guesthouse
7th Heaven Guesthouse
House
Hermann, MO, 65041, United States
0.8k from Stone Hill Winery center

Dryer, Internet, Laundry, No Smoking, Washer

5 Bedrooms12 Guests
10.0

Exceptional

35 reviews

$746
Average price / night
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Goodale Haus
Goodale Haus
House
Hermann, MO, 65041, United States
0.9k from Stone Hill Winery center

AC, Free Parking, Heater, Internet, Living Area, No Smoking

3 Bedrooms14 Guests
9.6

Exceptional

4 reviews

$627
Average price / night
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Farmhouse on 6th St
Farmhouse on 6th St
House
Hermann, MO, 65041, United States
0.9k from Stone Hill Winery center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
10.0

Exceptional

8 reviews

$942
Average price / night
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Spacious 3 bed 3 bath unit in downtown Hermann
Spacious 3 bed 3 bath unit in downtown Hermann
Apartment
Hermann, MO, 65041, United States
0.9k from Stone Hill Winery center

AC, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Washer

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$305
Average price / night
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The Bloom Suite\n\n
The Bloom Suite\n\n
Apartment
Hermann, MO, 65041, United States
1.0k from Stone Hill Winery center

AC, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.2

Superb

23 reviews

$171
Average price / night
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Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO
House
Hermann, MO, 65041, United States
1.0k from Stone Hill Winery center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

153 reviews

$327
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Stone Hill Winery.

Stone Hill Winery Vacation Rentals on the Map

Frequently Asked Questions

You can explore 119 verified vacation rentals in Stone Hill Winery. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Stone Hill Winery vary depending on the season, property size, and location. Rates typically start from around $171 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Stone Hill Winery include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Stone Hill Winery welcome pets. Currently, 7 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Stone Hill Winery often include amenities such as Fireplace/Heating, Wellness Facilities, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.