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Painesville Holiday Rentals

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50 rentals in Painesville.
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Candoren Guest House, holiday rental in Painesville

Candoren Guest House

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Driftwood Cottage: Walk to attractions! Sleeps 10, holiday rental in Painesville

Driftwood Cottage: Walk to attractions! Sleeps 10

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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DewDrop Cottage: Walk to the strip!  2 bed 1 bath, sleeps 5, holiday rental in Painesville

DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Firefly Cottage: WALK TO THE STRIP, 3 BED 1 1/2 BATH  sleeps up to 7, holiday rental in Painesville

Firefly Cottage: WALK TO THE STRIP, 3 BED 1 1/2 BATH sleeps up to 7

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lake Grove Cottage: Walk to the Strip! 2 bed 1 bath sleeps 7, holiday rental in Painesville

Lake Grove Cottage: Walk to the Strip! 2 bed 1 bath sleeps 7

2 bedrooms
1 bathroom
Sleeps 5
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!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Ezmeralda's ~ Classic  1920's Renovated Bungalow ~  'A Hidden Gem of Geneva', holiday rental in Painesville

Ezmeralda's ~ Classic 1920's Renovated Bungalow ~ 'A Hidden Gem of Geneva'

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Strip/Lake View Pets AC Sauna Whirlpool Tub Deck Gas Fire Pit Wine Country, holiday rental in Painesville

Strip/Lake View Pets AC Sauna Whirlpool Tub Deck Gas Fire Pit Wine Country

9 bedrooms
3 bathrooms
Sleeps 22
Match: Sleeps
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Madison On The Lake Home with a View of Lake Erie One House from Arcola Beach, holiday rental in Painesville

Madison On The Lake Home with a View of Lake Erie One House from Arcola Beach

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Gretchen's Getaway Cottage:   Family-friendly, Close to Lake Erie and The Strip, holiday rental in Painesville

Gretchen's Getaway Cottage: Family-friendly, Close to Lake Erie and The Strip

2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Vineview Inn-Farm Experience in the Heart of Wine Country, holiday rental in Painesville

Vineview Inn-Farm Experience in the Heart of Wine Country

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Nice Home with Private Beach, holiday rental in Painesville

Nice Home with Private Beach

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Pet Friendly Cable, WiFi, AC, Grill, Walking dist. to the Park/Lake Wine Country, holiday rental in Painesville

Pet Friendly Cable, WiFi, AC, Grill, Walking dist. to the Park/Lake Wine Country

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lakefront Property, Family Friendly and Pet Friendly, holiday rental in Painesville

Lakefront Property, Family Friendly and Pet Friendly

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

Lakefront Vacation Home!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Farmhouse in the Vineyards! Sleeps 8!, holiday rental in Painesville

Farmhouse in the Vineyards! Sleeps 8!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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CLEAN ,SANITIZE, BRIGHT, SAFE , ,SPACIOUS COZY HOME TO STAY, holiday rental in Painesville

CLEAN ,SANITIZE, BRIGHT, SAFE , ,SPACIOUS COZY HOME TO STAY

2 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Right On The Main Strip Pet Friendly AC, Cable, Wifi Steps from Winery, holiday rental in Painesville

Right On The Main Strip Pet Friendly AC, Cable, Wifi Steps from Winery

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Middle of the strip! Lake Escape Cottage, Sleeps 10, Private Lane with Lake View, holiday rental in Painesville

Middle of the strip! Lake Escape Cottage, Sleeps 10, Private Lane with Lake View

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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On Strip Pet Friendly AC, WiFi, Cable, Fire Pit, Wine Country, holiday rental in Painesville

On Strip Pet Friendly AC, WiFi, Cable, Fire Pit, Wine Country

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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GREAT GETAWAY ! a 3200 sq. ft. LAKEFRONT HOUSE, LARGE YARD 176ft. OF WATERFRONT, holiday rental in Painesville

GREAT GETAWAY ! a 3200 sq. ft. LAKEFRONT HOUSE, LARGE YARD 176ft. OF WATERFRONT

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Center Strip Pet friendly Fire pit AC,Wifi,Cable, Steps from Winery, holiday rental in Painesville

Center Strip Pet friendly Fire pit AC,Wifi,Cable, Steps from Winery

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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***NEW*** 3 Story House Directly On GOTL Strip!!, holiday rental in Painesville

***NEW*** 3 Story House Directly On GOTL Strip!!

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Best of Two Worlds - The Strip and The Beach, holiday rental in Painesville

Best of Two Worlds - The Strip and The Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly, holiday rental in Painesville

3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly

6 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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The Colonial Premium Home Center of the Strip Sleeps 20.AC, Wifi, Cable, Firepit, holiday rental in Painesville

The Colonial Premium Home Center of the Strip Sleeps 20.AC, Wifi, Cable, Firepit

7 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Log Cabin Retreat In The Vineyards, holiday rental in Painesville

Log Cabin Retreat In The Vineyards

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Lakefront Home Pet Friendly Steps From Winery AC Cable WiFi Firepit, holiday rental in Painesville

Lakefront Home Pet Friendly Steps From Winery AC Cable WiFi Firepit

4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Whirlpool Pet FriendyPrivate Lake Access AC,Wifi,Cable,Fire Pit Wineries, holiday rental in Painesville

Whirlpool Pet FriendyPrivate Lake Access AC,Wifi,Cable,Fire Pit Wineries

10 bedrooms
4 bathrooms
Sleeps 26
Match: Sleeps
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Bonnie's Guesthouse * Peridot Equine Sanctuary, holiday rental in Painesville

Bonnie's Guesthouse * Peridot Equine Sanctuary

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront renovated Geneva-On-The-Lake OH 4 BR home, by the strip, yet private., holiday rental in Painesville

Lakefront renovated Geneva-On-The-Lake OH 4 BR home, by the strip, yet private.

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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In the Heart of Ohio Wine Country! 10 Minutes to Lake Erie!, holiday rental in Painesville

In the Heart of Ohio Wine Country! 10 Minutes to Lake Erie!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Middle of the strip! Lake Escape TOO, Sleeps 11, on private lane with lake view., holiday rental in Painesville

Middle of the strip! Lake Escape TOO, Sleeps 11, on private lane with lake view.

4 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Large 2 Story Home Walk to Lake, holiday rental in Painesville

Large 2 Story Home Walk to Lake

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious home steps away from 'The Strip' in GOTL with 1 acre of seclusion!, holiday rental in Painesville

Spacious home steps away from 'The Strip' in GOTL with 1 acre of seclusion!

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Buckeye Bill’s Summer Winter Wonderland, holiday rental in Painesville

Buckeye Bill’s Summer Winter Wonderland

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Enjoy all of Geneva on the lake from this cottage, holiday rental in Painesville

Enjoy all of Geneva on the lake from this cottage

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Bungalow with Amazing Views, holiday rental in Painesville

Lakefront Bungalow with Amazing Views

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Perfect Getaway with a View, holiday rental in Painesville

Perfect Getaway with a View

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lovely Cottage on GOTL Strip, holiday rental in Painesville

Lovely Cottage on GOTL Strip

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Apartment On The ‘Strip’ By Lake Erie!, holiday rental in Painesville

Charming Apartment On The ‘Strip’ By Lake Erie!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Explore Lake Erie & 'Strip' From Quaint Apartment!, holiday rental in Painesville

Explore Lake Erie & 'Strip' From Quaint Apartment!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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SUMNER SANDS COTTAGE: newly renovated. 600 walking steps from the strip!, holiday rental in Painesville

SUMNER SANDS COTTAGE: newly renovated. 600 walking steps from the strip!

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Loft Unplugged w/ Outdoor Space in Amish Country!, holiday rental in Painesville

Loft Unplugged w/ Outdoor Space in Amish Country!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Cottage On GOTL Strip, holiday rental in Painesville

Charming Cottage On GOTL Strip

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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“The GrandView” Wineries, Lake & Spire, holiday rental in Painesville

“The GrandView” Wineries, Lake & Spire

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Wine County Treasure, holiday rental in Painesville

Tentrr Signature Site - Wine County Treasure

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Large 2 Story Home Walk to Lake, holiday rental in Painesville

Large 2 Story Home Walk to Lake

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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NEW! Updated Home Near Cleveland - Pets Welcome!, holiday rental in Painesville

NEW! Updated Home Near Cleveland - Pets Welcome!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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