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Winesburg Vacation Rentals

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50 rentals in Winesburg.
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Christi's Hideaway Cabin in Winesburg, Ohio, vacation rental in Winesburg
Christi's Hideaway Cabin in Winesburg, Ohio, vacation rental in Winesburg
Christi's Hideaway Cabin in Winesburg, Ohio, vacation rental in Winesburg

Christi's Hideaway Cabin in Winesburg, Ohio

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wrap Around Decks w/Beautiful View & Hot Tub, vacation rental in Winesburg
Wrap Around Decks w/Beautiful View & Hot Tub, vacation rental in Winesburg
Wrap Around Decks w/Beautiful View & Hot Tub, vacation rental in Winesburg

Wrap Around Decks w/Beautiful View & Hot Tub

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Luxe Amish Country Apartment with Rooftop Terrace!, vacation rental in Winesburg
Luxe Amish Country Apartment with Rooftop Terrace!, vacation rental in Winesburg
Luxe Amish Country Apartment with Rooftop Terrace!, vacation rental in Winesburg

Luxe Amish Country Apartment with Rooftop Terrace!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Chestnut Barn built in 1830 is nestled in the quaint Amish town of Winesburg, vacation rental in Winesburg
The Chestnut Barn built in 1830 is nestled in the quaint Amish town of Winesburg, vacation rental in Winesburg
The Chestnut Barn built in 1830 is nestled in the quaint Amish town of Winesburg, vacation rental in Winesburg

The Chestnut Barn built in 1830 is nestled in the quaint Amish town of Winesburg

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Modern Apartment w/ Rooftop Patio & Sweeping Views, vacation rental in Winesburg
Modern Apartment w/ Rooftop Patio & Sweeping Views, vacation rental in Winesburg
Modern Apartment w/ Rooftop Patio & Sweeping Views, vacation rental in Winesburg

Modern Apartment w/ Rooftop Patio & Sweeping Views

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Chestnut Barn, Quaint, 1830s in Amish Country , vacation rental in Winesburg
The Chestnut Barn, Quaint, 1830s in Amish Country , vacation rental in Winesburg
The Chestnut Barn, Quaint, 1830s in Amish Country , vacation rental in Winesburg

The Chestnut Barn, Quaint, 1830s in Amish Country

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Cowgirl Quarters, vacation rental in Winesburg
Cowgirl Quarters, vacation rental in Winesburg
Cowgirl Quarters, vacation rental in Winesburg

Cowgirl Quarters

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Copper Creek Lodge * Lux-Crete Ranch, vacation rental in Winesburg
Copper Creek Lodge * Lux-Crete Ranch, vacation rental in Winesburg
Copper Creek Lodge * Lux-Crete Ranch, vacation rental in Winesburg

Copper Creek Lodge * Lux-Crete Ranch

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3 Bed, 1 bath home with private inground pool in the heart of Amish country, vacation rental in Winesburg
3 Bed, 1 bath home with private inground pool in the heart of Amish country, vacation rental in Winesburg
3 Bed, 1 bath home with private inground pool in the heart of Amish country, vacation rental in Winesburg

3 Bed, 1 bath home with private inground pool in the heart of Amish country

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Jemma’s Hideaway in Amish Country, vacation rental in Winesburg
Jemma’s Hideaway in Amish Country, vacation rental in Winesburg
Jemma’s Hideaway in Amish Country, vacation rental in Winesburg

Jemma’s Hideaway in Amish Country

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kingsway Guesthouse. Come, relax, and enjoy your time in Amish country!, vacation rental in Winesburg
Kingsway Guesthouse. Come, relax, and enjoy your time in Amish country!, vacation rental in Winesburg
Kingsway Guesthouse. Come, relax, and enjoy your time in Amish country!, vacation rental in Winesburg

Kingsway Guesthouse. Come, relax, and enjoy your time in Amish country!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful guest house in Berlin, the ❤️ of Ohio’s Amish country

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Escape to our romantic stone cottage by a pond overlooking Amish country, vacation rental in Winesburg
Escape to our romantic stone cottage by a pond overlooking Amish country, vacation rental in Winesburg
Escape to our romantic stone cottage by a pond overlooking Amish country, vacation rental in Winesburg

Escape to our romantic stone cottage by a pond overlooking Amish country

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Peaceful, Spacious, Historic Stone Cottage Getaway, vacation rental in Winesburg
Peaceful, Spacious, Historic Stone Cottage Getaway, vacation rental in Winesburg
Peaceful, Spacious, Historic Stone Cottage Getaway, vacation rental in Winesburg

Peaceful, Spacious, Historic Stone Cottage Getaway

Rental Home
2 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Luxurious, Spacious, Peaceful, Spectacular Sunrises/Sunsets, Ideal for Families, vacation rental in Winesburg
Luxurious, Spacious, Peaceful, Spectacular Sunrises/Sunsets, Ideal for Families, vacation rental in Winesburg
Luxurious, Spacious, Peaceful, Spectacular Sunrises/Sunsets, Ideal for Families, vacation rental in Winesburg

Luxurious, Spacious, Peaceful, Spectacular Sunrises/Sunsets, Ideal for Families

Rental Home
5 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country, vacation rental in Winesburg
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country, vacation rental in Winesburg
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country, vacation rental in Winesburg

Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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The Cabin at Saltcreek Pond ~ 20 minutes from Berlin~ Enjoy the outdoor hotub!, vacation rental in Winesburg
The Cabin at Saltcreek Pond ~ 20 minutes from Berlin~ Enjoy the outdoor hotub!, vacation rental in Winesburg
The Cabin at Saltcreek Pond ~ 20 minutes from Berlin~ Enjoy the outdoor hotub!, vacation rental in Winesburg

The Cabin at Saltcreek Pond ~ 20 minutes from Berlin~ Enjoy the outdoor hotub!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Vista Cottage - Walnut Creek,  walking distance to restaurants, shops., vacation rental in Winesburg
Romantic Vista Cottage - Walnut Creek,  walking distance to restaurants, shops., vacation rental in Winesburg
Romantic Vista Cottage - Walnut Creek,  walking distance to restaurants, shops., vacation rental in Winesburg

Romantic Vista Cottage - Walnut Creek, walking distance to restaurants, shops.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Cottage in Amish Country, vacation rental in Winesburg
Romantic Cottage in Amish Country, vacation rental in Winesburg
Romantic Cottage in Amish Country, vacation rental in Winesburg

Romantic Cottage in Amish Country

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pine Valley Guesthouse newly -updated home, vacation rental in Winesburg
Pine Valley Guesthouse newly -updated home, vacation rental in Winesburg
Pine Valley Guesthouse newly -updated home, vacation rental in Winesburg

Pine Valley Guesthouse newly -updated home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Unit in Amish Country, vacation rental in Winesburg
Beautiful Unit in Amish Country, vacation rental in Winesburg
Beautiful Unit in Amish Country, vacation rental in Winesburg

Beautiful Unit in Amish Country

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Family Friendly Barndominium in Amish Country (Sleeps 8), vacation rental in Winesburg
Family Friendly Barndominium in Amish Country (Sleeps 8), vacation rental in Winesburg
Family Friendly Barndominium in Amish Country (Sleeps 8), vacation rental in Winesburg

Family Friendly Barndominium in Amish Country (Sleeps 8)

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!, vacation rental in Winesburg
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!, vacation rental in Winesburg
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!, vacation rental in Winesburg

Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Remodeled Amish home in Wilmot

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Log cabin in Amish country, vacation rental in Winesburg
Log cabin in Amish country, vacation rental in Winesburg
Log cabin in Amish country, vacation rental in Winesburg

Log cabin in Amish country

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Your Home Away From Home, vacation rental in Winesburg
Your Home Away From Home, vacation rental in Winesburg
Your Home Away From Home, vacation rental in Winesburg

Your Home Away From Home

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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NEW! Millersburg Home w/ Covered Porch & Fire Pit!, vacation rental in Winesburg
NEW! Millersburg Home w/ Covered Porch & Fire Pit!, vacation rental in Winesburg
NEW! Millersburg Home w/ Covered Porch & Fire Pit!, vacation rental in Winesburg

NEW! Millersburg Home w/ Covered Porch & Fire Pit!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Charming Amish Country Getaway w/ Fire Pit!, vacation rental in Winesburg
NEW! Charming Amish Country Getaway w/ Fire Pit!, vacation rental in Winesburg
NEW! Charming Amish Country Getaway w/ Fire Pit!, vacation rental in Winesburg

NEW! Charming Amish Country Getaway w/ Fire Pit!

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Entire House, vacation rental in Winesburg
Entire House, vacation rental in Winesburg
Entire House, vacation rental in Winesburg

Entire House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Newly Renovated Home w/ Farm Views in Amish Area!, vacation rental in Winesburg
Newly Renovated Home w/ Farm Views in Amish Area!, vacation rental in Winesburg
Newly Renovated Home w/ Farm Views in Amish Area!, vacation rental in Winesburg

Newly Renovated Home w/ Farm Views in Amish Area!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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fresh modern 3/Bd wk end getaway in Amish country, vacation rental in Winesburg
fresh modern 3/Bd wk end getaway in Amish country, vacation rental in Winesburg
fresh modern 3/Bd wk end getaway in Amish country, vacation rental in Winesburg

fresh modern 3/Bd wk end getaway in Amish country

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Log Cabin  Suite  A, vacation rental in Winesburg
Log Cabin  Suite  A, vacation rental in Winesburg
Log Cabin  Suite  A, vacation rental in Winesburg

Log Cabin Suite A

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully appointed Lodge with handcrafted decor in the heart of Berlin, vacation rental in Winesburg
Beautifully appointed Lodge with handcrafted decor in the heart of Berlin, vacation rental in Winesburg
Beautifully appointed Lodge with handcrafted decor in the heart of Berlin, vacation rental in Winesburg

Beautifully appointed Lodge with handcrafted decor in the heart of Berlin

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sanctum Inn: 6 bedrooms, 7 1/2 bath vacation house in heart of Amish country, vacation rental in Winesburg
Sanctum Inn: 6 bedrooms, 7 1/2 bath vacation house in heart of Amish country, vacation rental in Winesburg
Sanctum Inn: 6 bedrooms, 7 1/2 bath vacation house in heart of Amish country, vacation rental in Winesburg

Sanctum Inn: 6 bedrooms, 7 1/2 bath vacation house in heart of Amish country

Rental Home
6 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
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Log Cabin  Suite  B, vacation rental in Winesburg
Log Cabin  Suite  B, vacation rental in Winesburg
Log Cabin  Suite  B, vacation rental in Winesburg

Log Cabin Suite B

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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NEW! Quaint Winesburg Cottage w/ Porch & Pond!, vacation rental in Winesburg
NEW! Quaint Winesburg Cottage w/ Porch & Pond!, vacation rental in Winesburg
NEW! Quaint Winesburg Cottage w/ Porch & Pond!, vacation rental in Winesburg

NEW! Quaint Winesburg Cottage w/ Porch & Pond!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Farmhouse of Blessing, vacation rental in Winesburg
Farmhouse of Blessing, vacation rental in Winesburg
Farmhouse of Blessing, vacation rental in Winesburg

Farmhouse of Blessing

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Deluxe Lodge Suite 102, vacation rental in Winesburg
Deluxe Lodge Suite 102, vacation rental in Winesburg
Deluxe Lodge Suite 102, vacation rental in Winesburg

Deluxe Lodge Suite 102

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Deluxe Lodge Suite 204, vacation rental in Winesburg
Deluxe Lodge Suite 204, vacation rental in Winesburg
Deluxe Lodge Suite 204, vacation rental in Winesburg

Deluxe Lodge Suite 204

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Deluxe Lodge Suite 203, vacation rental in Winesburg
Deluxe Lodge Suite 203, vacation rental in Winesburg
Deluxe Lodge Suite 203, vacation rental in Winesburg

Deluxe Lodge Suite 203

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Deluxe Lodge Suite 101, vacation rental in Winesburg
Deluxe Lodge Suite 101, vacation rental in Winesburg
Deluxe Lodge Suite 101, vacation rental in Winesburg

Deluxe Lodge Suite 101

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Wildwood Hill Cabin. Secluded in Woods. Hot Tub, vacation rental in Winesburg
Wildwood Hill Cabin. Secluded in Woods. Hot Tub, vacation rental in Winesburg
Wildwood Hill Cabin. Secluded in Woods. Hot Tub, vacation rental in Winesburg

Wildwood Hill Cabin. Secluded in Woods. Hot Tub

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 2
Match: Sleeps
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NEW! Timeless Winesburg House with Private Balcony, vacation rental in Winesburg
NEW! Timeless Winesburg House with Private Balcony, vacation rental in Winesburg
NEW! Timeless Winesburg House with Private Balcony, vacation rental in Winesburg

NEW! Timeless Winesburg House with Private Balcony

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEWLY RENOVATED space sitting within walking distance to all the Berlin has to o, vacation rental in Winesburg
NEWLY RENOVATED space sitting within walking distance to all the Berlin has to o, vacation rental in Winesburg
NEWLY RENOVATED space sitting within walking distance to all the Berlin has to o, vacation rental in Winesburg

NEWLY RENOVATED space sitting within walking distance to all the Berlin has to o

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Dreamy Vintage Cottage near Amish Country, Ohio, vacation rental in Winesburg
Dreamy Vintage Cottage near Amish Country, Ohio, vacation rental in Winesburg
Dreamy Vintage Cottage near Amish Country, Ohio, vacation rental in Winesburg

Dreamy Vintage Cottage near Amish Country, Ohio

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beyond Cute Cottage, vacation rental in Winesburg
Beyond Cute Cottage, vacation rental in Winesburg
Beyond Cute Cottage, vacation rental in Winesburg

Beyond Cute Cottage

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Spacious, Newly renovated home in Winesburg OH., vacation rental in Winesburg
Spacious, Newly renovated home in Winesburg OH., vacation rental in Winesburg
Spacious, Newly renovated home in Winesburg OH., vacation rental in Winesburg

Spacious, Newly renovated home in Winesburg OH.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3Bedroom 2bath Amish farmhouse, vacation rental in Winesburg
3Bedroom 2bath Amish farmhouse, vacation rental in Winesburg
3Bedroom 2bath Amish farmhouse, vacation rental in Winesburg

3Bedroom 2bath Amish farmhouse

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Romantic Bridal Suite Rentals - Bridal Suite 1, vacation rental in Winesburg
Romantic Bridal Suite Rentals - Bridal Suite 1, vacation rental in Winesburg
Romantic Bridal Suite Rentals - Bridal Suite 1, vacation rental in Winesburg

Romantic Bridal Suite Rentals - Bridal Suite 1

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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The Magnolia House in Wilmot Ohio, vacation rental in Winesburg
The Magnolia House in Wilmot Ohio, vacation rental in Winesburg
The Magnolia House in Wilmot Ohio, vacation rental in Winesburg

The Magnolia House in Wilmot Ohio

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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