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Holiday Rentals in Painesville

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50 rentals in Painesville.
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34+ Acre Lodge Located In Beautiful Ohio Wine Country, holiday rental in Painesville
34+ Acre Lodge Located In Beautiful Ohio Wine Country, holiday rental in Painesville
34+ Acre Lodge Located In Beautiful Ohio Wine Country, holiday rental in Painesville

34+ Acre Lodge Located In Beautiful Ohio Wine Country

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Family-friendly 5-Star Rated 19th Century Restored Mansion, holiday rental in Painesville
Family-friendly 5-Star Rated 19th Century Restored Mansion, holiday rental in Painesville
Family-friendly 5-Star Rated 19th Century Restored Mansion, holiday rental in Painesville

Family-friendly 5-Star Rated 19th Century Restored Mansion

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 5
Match: Sleeps
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RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly, holiday rental in Painesville
RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly, holiday rental in Painesville
RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly, holiday rental in Painesville

RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Comfy Updated Historic Gem Pets OK 3B Vibrant Area, holiday rental in Painesville
Comfy Updated Historic Gem Pets OK 3B Vibrant Area, holiday rental in Painesville
Comfy Updated Historic Gem Pets OK 3B Vibrant Area, holiday rental in Painesville

Comfy Updated Historic Gem Pets OK 3B Vibrant Area

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Candoren Guest House, holiday rental in Painesville
Candoren Guest House, holiday rental in Painesville
Candoren Guest House, holiday rental in Painesville

Candoren Guest House

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Geauga Maple Cottage, holiday rental in Painesville
Geauga Maple Cottage, holiday rental in Painesville
Geauga Maple Cottage, holiday rental in Painesville

Geauga Maple Cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Great location to enjoy winery hopping, and close to the Spire Institute!, holiday rental in Painesville
Great location to enjoy winery hopping, and close to the Spire Institute!, holiday rental in Painesville
Great location to enjoy winery hopping, and close to the Spire Institute!, holiday rental in Painesville

Great location to enjoy winery hopping, and close to the Spire Institute!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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SUPER UPSCALE HOUSE!, holiday rental in Painesville
SUPER UPSCALE HOUSE!, holiday rental in Painesville
SUPER UPSCALE HOUSE!, holiday rental in Painesville

SUPER UPSCALE HOUSE!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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AWESOME REMODELED HOUSE!, holiday rental in Painesville
AWESOME REMODELED HOUSE!, holiday rental in Painesville
AWESOME REMODELED HOUSE!, holiday rental in Painesville

AWESOME REMODELED HOUSE!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Romantic Park-Like Setting, holiday rental in Painesville
Romantic Park-Like Setting, holiday rental in Painesville
Romantic Park-Like Setting, holiday rental in Painesville

Romantic Park-Like Setting

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
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Nice Home with Private Beach, holiday rental in Painesville
Nice Home with Private Beach, holiday rental in Painesville
Nice Home with Private Beach, holiday rental in Painesville

Nice Home with Private Beach

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Waterfront Family Lake Erie House Ready for Your Relaxing Getaway, holiday rental in Painesville
Waterfront Family Lake Erie House Ready for Your Relaxing Getaway, holiday rental in Painesville
Waterfront Family Lake Erie House Ready for Your Relaxing Getaway, holiday rental in Painesville

Waterfront Family Lake Erie House Ready for Your Relaxing Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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PET FRIENDLY 3BR/3.5Bath, Close to golf, wineries, lake erie, parks and more!, holiday rental in Painesville
PET FRIENDLY 3BR/3.5Bath, Close to golf, wineries, lake erie, parks and more!, holiday rental in Painesville
PET FRIENDLY 3BR/3.5Bath, Close to golf, wineries, lake erie, parks and more!, holiday rental in Painesville

PET FRIENDLY 3BR/3.5Bath, Close to golf, wineries, lake erie, parks and more!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Comfy Clean w/ Hot Tub PRIME location PETS ok 3br, holiday rental in Painesville
Comfy Clean w/ Hot Tub PRIME location PETS ok 3br, holiday rental in Painesville
Comfy Clean w/ Hot Tub PRIME location PETS ok 3br, holiday rental in Painesville

Comfy Clean w/ Hot Tub PRIME location PETS ok 3br

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Property, Family Friendly and Pet Friendly, holiday rental in Painesville
Lakefront Property, Family Friendly and Pet Friendly, holiday rental in Painesville
Lakefront Property, Family Friendly and Pet Friendly, holiday rental in Painesville

Lakefront Property, Family Friendly and Pet Friendly

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Lakefront Vacation Home!, holiday rental in Painesville
Lakefront Vacation Home!, holiday rental in Painesville
Lakefront Vacation Home!, holiday rental in Painesville

Lakefront Vacation Home!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Family Summers, Lake Front on Lake Erie, holiday rental in Painesville
Family Summers, Lake Front on Lake Erie, holiday rental in Painesville
Family Summers, Lake Front on Lake Erie, holiday rental in Painesville

Family Summers, Lake Front on Lake Erie

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Madison Lakehouse – Spectacular Sunsets, Triple Lot, Fall/Winter Discounts NOW!, holiday rental in Painesville
Madison Lakehouse – Spectacular Sunsets, Triple Lot, Fall/Winter Discounts NOW!, holiday rental in Painesville
Madison Lakehouse – Spectacular Sunsets, Triple Lot, Fall/Winter Discounts NOW!, holiday rental in Painesville

Madison Lakehouse – Spectacular Sunsets, Triple Lot, Fall/Winter Discounts NOW!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Historic Century Home on Chardon Square, holiday rental in Painesville
Historic Century Home on Chardon Square, holiday rental in Painesville
Historic Century Home on Chardon Square, holiday rental in Painesville

Historic Century Home on Chardon Square

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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"Gull Cottage" - Lake Erie waterfront - Expansive Views,  Historic Cottage Charm, holiday rental in Painesville
"Gull Cottage" - Lake Erie waterfront - Expansive Views,  Historic Cottage Charm, holiday rental in Painesville
"Gull Cottage" - Lake Erie waterfront - Expansive Views,  Historic Cottage Charm, holiday rental in Painesville

"Gull Cottage" - Lake Erie waterfront - Expansive Views, Historic Cottage Charm

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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A Romantic Getaway Or Artist Retreat, holiday rental in Painesville
A Romantic Getaway Or Artist Retreat, holiday rental in Painesville
A Romantic Getaway Or Artist Retreat, holiday rental in Painesville

A Romantic Getaway Or Artist Retreat

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Vineyard View-Walking Distance to Wineries & River, holiday rental in Painesville
Vineyard View-Walking Distance to Wineries & River, holiday rental in Painesville
Vineyard View-Walking Distance to Wineries & River, holiday rental in Painesville

Vineyard View-Walking Distance to Wineries & River

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bonnie's Guesthouse * Peridot Equine Sanctuary, holiday rental in Painesville
Bonnie's Guesthouse * Peridot Equine Sanctuary, holiday rental in Painesville
Bonnie's Guesthouse * Peridot Equine Sanctuary, holiday rental in Painesville

Bonnie's Guesthouse * Peridot Equine Sanctuary

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Tony and Rose's Vineyard Cottage overlooking Debevc Farms and Debonne Vineyards, holiday rental in Painesville
Tony and Rose's Vineyard Cottage overlooking Debevc Farms and Debonne Vineyards, holiday rental in Painesville
Tony and Rose's Vineyard Cottage overlooking Debevc Farms and Debonne Vineyards, holiday rental in Painesville

Tony and Rose's Vineyard Cottage overlooking Debevc Farms and Debonne Vineyards

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Large 2 Story Home Walk to Lake, holiday rental in Painesville
Large 2 Story Home Walk to Lake, holiday rental in Painesville
Large 2 Story Home Walk to Lake, holiday rental in Painesville

Large 2 Story Home Walk to Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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COLONIAL IN HEART OF WINE COUNTRY, holiday rental in Painesville
COLONIAL IN HEART OF WINE COUNTRY, holiday rental in Painesville
COLONIAL IN HEART OF WINE COUNTRY, holiday rental in Painesville

COLONIAL IN HEART OF WINE COUNTRY

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Charming century home in the heart of Willoughby walking distance to everything!, holiday rental in Painesville
Charming century home in the heart of Willoughby walking distance to everything!, holiday rental in Painesville
Charming century home in the heart of Willoughby walking distance to everything!, holiday rental in Painesville

Charming century home in the heart of Willoughby walking distance to everything!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lakefront Bungalow with Amazing Views, holiday rental in Painesville
Lakefront Bungalow with Amazing Views, holiday rental in Painesville
Lakefront Bungalow with Amazing Views, holiday rental in Painesville

Lakefront Bungalow with Amazing Views

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Updated Home 1/2 Mile to Downtown Willoughby!, holiday rental in Painesville
Updated Home 1/2 Mile to Downtown Willoughby!, holiday rental in Painesville
Updated Home 1/2 Mile to Downtown Willoughby!, holiday rental in Painesville

Updated Home 1/2 Mile to Downtown Willoughby!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Rosko Ranch 1/4 mi from Lake Erie. Minutes from wineries & GOTL, holiday rental in Painesville
Rosko Ranch 1/4 mi from Lake Erie. Minutes from wineries & GOTL, holiday rental in Painesville
Rosko Ranch 1/4 mi from Lake Erie. Minutes from wineries & GOTL, holiday rental in Painesville

Rosko Ranch 1/4 mi from Lake Erie. Minutes from wineries & GOTL

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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The Thistle House off Chardon Square, holiday rental in Painesville
The Thistle House off Chardon Square, holiday rental in Painesville
The Thistle House off Chardon Square, holiday rental in Painesville

The Thistle House off Chardon Square

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site, holiday rental in Painesville
Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site, holiday rental in Painesville
Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site, holiday rental in Painesville

Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Melodic Forest Retreat~Close to GOL, Wineries, Erie, Cleveland, holiday rental in Painesville
Melodic Forest Retreat~Close to GOL, Wineries, Erie, Cleveland, holiday rental in Painesville
Melodic Forest Retreat~Close to GOL, Wineries, Erie, Cleveland, holiday rental in Painesville

Melodic Forest Retreat~Close to GOL, Wineries, Erie, Cleveland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Breezy Paradise, 3 Bedroom with Shared Beach, holiday rental in Painesville
Breezy Paradise, 3 Bedroom with Shared Beach, holiday rental in Painesville
Breezy Paradise, 3 Bedroom with Shared Beach, holiday rental in Painesville

Breezy Paradise, 3 Bedroom with Shared Beach

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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NEW! Beautifully breezy cottage home with the beach in your back yard!, holiday rental in Painesville
NEW! Beautifully breezy cottage home with the beach in your back yard!, holiday rental in Painesville
NEW! Beautifully breezy cottage home with the beach in your back yard!, holiday rental in Painesville

NEW! Beautifully breezy cottage home with the beach in your back yard!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Century Old Lake House, holiday rental in Painesville
Century Old Lake House, holiday rental in Painesville
Century Old Lake House, holiday rental in Painesville

Century Old Lake House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Coop Farmhouse/A Modern Farmhouse, holiday rental in Painesville
The Coop Farmhouse/A Modern Farmhouse, holiday rental in Painesville
The Coop Farmhouse/A Modern Farmhouse, holiday rental in Painesville

The Coop Farmhouse/A Modern Farmhouse

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site, holiday rental in Painesville
Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site, holiday rental in Painesville
Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site, holiday rental in Painesville

Tentrr Signature Site - Wine Country Treasure - Coleman Outfitted Site

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Large 2 Story Home Walk to Lake, holiday rental in Painesville
Large 2 Story Home Walk to Lake, holiday rental in Painesville
Large 2 Story Home Walk to Lake, holiday rental in Painesville

Large 2 Story Home Walk to Lake

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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The Farm * Grand River, holiday rental in Painesville
The Farm * Grand River, holiday rental in Painesville
The Farm * Grand River, holiday rental in Painesville

The Farm * Grand River

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Free Kayaks! Lakeview Nautical private guest suite., holiday rental in Painesville
Free Kayaks! Lakeview Nautical private guest suite., holiday rental in Painesville
Free Kayaks! Lakeview Nautical private guest suite., holiday rental in Painesville

Free Kayaks! Lakeview Nautical private guest suite.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cabin in the Vineyard. Very private!, holiday rental in Painesville
Cabin in the Vineyard. Very private!, holiday rental in Painesville
Cabin in the Vineyard. Very private!, holiday rental in Painesville

Cabin in the Vineyard. Very private!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Beautiful New Lake House on Lake Erie., holiday rental in Painesville
Beautiful New Lake House on Lake Erie., holiday rental in Painesville
Beautiful New Lake House on Lake Erie., holiday rental in Painesville

Beautiful New Lake House on Lake Erie.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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NEW! ❄️Cozy Fireplace Cottage Near Wineries + Lake ❄️, holiday rental in Painesville
NEW! ❄️Cozy Fireplace Cottage Near Wineries + Lake ❄️, holiday rental in Painesville
NEW! ❄️Cozy Fireplace Cottage Near Wineries + Lake ❄️, holiday rental in Painesville

NEW! ❄️Cozy Fireplace Cottage Near Wineries + Lake ❄️

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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This is mentor home inn & suites, holiday rental in Painesville
This is mentor home inn & suites, holiday rental in Painesville
This is mentor home inn & suites, holiday rental in Painesville

This is mentor home inn & suites

Holiday Rental House
49 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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1br-1bth- Furnished Apartment in Chardon, holiday rental in Painesville
1br-1bth- Furnished Apartment in Chardon, holiday rental in Painesville
1br-1bth- Furnished Apartment in Chardon, holiday rental in Painesville

1br-1bth- Furnished Apartment in Chardon

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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great golf course views safe private setting close to everything, holiday rental in Painesville
great golf course views safe private setting close to everything, holiday rental in Painesville
great golf course views safe private setting close to everything, holiday rental in Painesville

great golf course views safe private setting close to everything

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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2 BR in Carlenroy Drive, holiday rental in Painesville
2 BR in Carlenroy Drive, holiday rental in Painesville
2 BR in Carlenroy Drive, holiday rental in Painesville

2 BR in Carlenroy Drive

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cabin in the vineyards. Very private!, holiday rental in Painesville
Cabin in the vineyards. Very private!, holiday rental in Painesville
Cabin in the vineyards. Very private!, holiday rental in Painesville

Cabin in the vineyards. Very private!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Wellington Arbor, holiday rental in Painesville
Wellington Arbor, holiday rental in Painesville
Wellington Arbor, holiday rental in Painesville

Wellington Arbor

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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