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Pet Friendly Holiday Rentals in Winchester

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24 rentals in Winchester.
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Big Lake Views Tims Ford Lake! Lots of space and great for family get togethers, holiday rental in Winchester
Big Lake Views Tims Ford Lake! Lots of space and great for family get togethers, holiday rental in Winchester
Big Lake Views Tims Ford Lake! Lots of space and great for family get togethers, holiday rental in Winchester

Big Lake Views Tims Ford Lake! Lots of space and great for family get togethers

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Pet friendly
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Enjoy fireside sunset & walk to movies, shops, restaurants!, holiday rental in Winchester
Enjoy fireside sunset & walk to movies, shops, restaurants!, holiday rental in Winchester
Enjoy fireside sunset & walk to movies, shops, restaurants!, holiday rental in Winchester

Enjoy fireside sunset & walk to movies, shops, restaurants!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps, Pet friendly
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Beautiful Lake Views at Twin Creeks!, holiday rental in Winchester
Beautiful Lake Views at Twin Creeks!, holiday rental in Winchester
Beautiful Lake Views at Twin Creeks!, holiday rental in Winchester

Beautiful Lake Views at Twin Creeks!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps, Pet friendly
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our unique cozy cabin, holiday rental in Winchester
our unique cozy cabin, holiday rental in Winchester
our unique cozy cabin, holiday rental in Winchester

our unique cozy cabin

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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NEW 2021 Tims Ford Lake Home -  Private covered dock - Hot Tub, holiday rental in Winchester
NEW 2021 Tims Ford Lake Home -  Private covered dock - Hot Tub, holiday rental in Winchester
NEW 2021 Tims Ford Lake Home -  Private covered dock - Hot Tub, holiday rental in Winchester

NEW 2021 Tims Ford Lake Home - Private covered dock - Hot Tub

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Georgous 2br Cabin Steps Away from Tim's Ford Lake, holiday rental in Winchester
Georgous 2br Cabin Steps Away from Tim's Ford Lake, holiday rental in Winchester
Georgous 2br Cabin Steps Away from Tim's Ford Lake, holiday rental in Winchester

Georgous 2br Cabin Steps Away from Tim's Ford Lake

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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On the water with  Dock & Great Location, holiday rental in Winchester
On the water with  Dock & Great Location, holiday rental in Winchester
On the water with  Dock & Great Location, holiday rental in Winchester

On the water with Dock & Great Location

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Enjoy Farm life by Tim Ford’s Lake, holiday rental in Winchester
Enjoy Farm life by Tim Ford’s Lake, holiday rental in Winchester
Enjoy Farm life by Tim Ford’s Lake, holiday rental in Winchester

Enjoy Farm life by Tim Ford’s Lake

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
More info
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Louella Clark Farm Boat, RV, Horse Trailer/Barn Space, holiday rental in Winchester
Louella Clark Farm Boat, RV, Horse Trailer/Barn Space, holiday rental in Winchester
Louella Clark Farm Boat, RV, Horse Trailer/Barn Space, holiday rental in Winchester

Louella Clark Farm Boat, RV, Horse Trailer/Barn Space

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Pet friendly
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Beautiful Lake house on Tims Ford Lake Remodeled 2022,  Boat rental is available, holiday rental in Winchester
Beautiful Lake house on Tims Ford Lake Remodeled 2022,  Boat rental is available, holiday rental in Winchester
Beautiful Lake house on Tims Ford Lake Remodeled 2022,  Boat rental is available, holiday rental in Winchester

Beautiful Lake house on Tims Ford Lake Remodeled 2022, Boat rental is available

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Lake House with Dock, holiday rental in Winchester
Lake House with Dock, holiday rental in Winchester
Lake House with Dock, holiday rental in Winchester

Lake House with Dock

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Beautiful & Spacious Fully Renovated Farmhouse, holiday rental in Winchester
Beautiful & Spacious Fully Renovated Farmhouse, holiday rental in Winchester
Beautiful & Spacious Fully Renovated Farmhouse, holiday rental in Winchester

Beautiful & Spacious Fully Renovated Farmhouse

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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The Yellow Cottage by Tims Ford Lake, holiday rental in Winchester
The Yellow Cottage by Tims Ford Lake, holiday rental in Winchester
The Yellow Cottage by Tims Ford Lake, holiday rental in Winchester

The Yellow Cottage by Tims Ford Lake

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Jack Daniels Hideaway , holiday rental in Winchester
Jack Daniels Hideaway , holiday rental in Winchester
Jack Daniels Hideaway , holiday rental in Winchester

Jack Daniels Hideaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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New! close to town lake view home! Gorgeous water views w/ dock/boat slip., holiday rental in Winchester
New! close to town lake view home! Gorgeous water views w/ dock/boat slip., holiday rental in Winchester
New! close to town lake view home! Gorgeous water views w/ dock/boat slip., holiday rental in Winchester

New! close to town lake view home! Gorgeous water views w/ dock/boat slip.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Renovated Home with Fenced in yard in walking distance to the lake, holiday rental in Winchester
Renovated Home with Fenced in yard in walking distance to the lake, holiday rental in Winchester
Renovated Home with Fenced in yard in walking distance to the lake, holiday rental in Winchester

Renovated Home with Fenced in yard in walking distance to the lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING, holiday rental in Winchester
FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING, holiday rental in Winchester
FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING, holiday rental in Winchester

FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Pet friendly
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NEW! Luxe Home w/ Boat Dock, Tims Ford Lake Views!, holiday rental in Winchester
NEW! Luxe Home w/ Boat Dock, Tims Ford Lake Views!, holiday rental in Winchester
NEW! Luxe Home w/ Boat Dock, Tims Ford Lake Views!, holiday rental in Winchester

NEW! Luxe Home w/ Boat Dock, Tims Ford Lake Views!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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"The Hawk Nest" cabin on Tims Ford Lake, holiday rental in Winchester
"The Hawk Nest" cabin on Tims Ford Lake, holiday rental in Winchester
"The Hawk Nest" cabin on Tims Ford Lake, holiday rental in Winchester

"The Hawk Nest" cabin on Tims Ford Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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That View! *Hopkin's Point, holiday rental in Winchester
That View! *Hopkin's Point, holiday rental in Winchester
That View! *Hopkin's Point, holiday rental in Winchester

That View! *Hopkin's Point

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps, Pet friendly
More info
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Luxury Lakefront House with Dock, Pool, and Hot Tub, holiday rental in Winchester
Luxury Lakefront House with Dock, Pool, and Hot Tub, holiday rental in Winchester
Luxury Lakefront House with Dock, Pool, and Hot Tub, holiday rental in Winchester

Luxury Lakefront House with Dock, Pool, and Hot Tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Pet friendly
More info
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Lake Life Getaway!, holiday rental in Winchester
Lake Life Getaway!, holiday rental in Winchester
Lake Life Getaway!, holiday rental in Winchester

Lake Life Getaway!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
More info
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NEW! Cute Dog- & Family-Friendly Cabin: Boat Slip!, holiday rental in Winchester
NEW! Cute Dog- & Family-Friendly Cabin: Boat Slip!, holiday rental in Winchester
NEW! Cute Dog- & Family-Friendly Cabin: Boat Slip!, holiday rental in Winchester

NEW! Cute Dog- & Family-Friendly Cabin: Boat Slip!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
More info
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NEW! Dog-Friendly Lakefront Cabin w/ Deck Dining!, holiday rental in Winchester
NEW! Dog-Friendly Lakefront Cabin w/ Deck Dining!, holiday rental in Winchester
NEW! Dog-Friendly Lakefront Cabin w/ Deck Dining!, holiday rental in Winchester

NEW! Dog-Friendly Lakefront Cabin w/ Deck Dining!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
More info
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Beautiful Lake Townhouse at Twin Creeks Resort, holiday rental in Winchester
Beautiful Lake Townhouse at Twin Creeks Resort, holiday rental in Winchester
Beautiful Lake Townhouse at Twin Creeks Resort, holiday rental in Winchester

Beautiful Lake Townhouse at Twin Creeks Resort

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Escape to the Best Kept Secret at Tims Ford Lake!, holiday rental in Winchester
Escape to the Best Kept Secret at Tims Ford Lake!, holiday rental in Winchester
Escape to the Best Kept Secret at Tims Ford Lake!, holiday rental in Winchester

Escape to the Best Kept Secret at Tims Ford Lake!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxurious Waterfront Oasis on Tims Ford Lake!, holiday rental in Winchester
Luxurious Waterfront Oasis on Tims Ford Lake!, holiday rental in Winchester
Luxurious Waterfront Oasis on Tims Ford Lake!, holiday rental in Winchester

Luxurious Waterfront Oasis on Tims Ford Lake!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Edge o’ Lake, holiday rental in Winchester
Edge o’ Lake, holiday rental in Winchester
Edge o’ Lake, holiday rental in Winchester

Edge o’ Lake

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Easy Peasy -lakefront home Tim’s Ford Lake *golf cart seats 6, in Twin Creeks, holiday rental in Winchester
Easy Peasy -lakefront home Tim’s Ford Lake *golf cart seats 6, in Twin Creeks, holiday rental in Winchester
Easy Peasy -lakefront home Tim’s Ford Lake *golf cart seats 6, in Twin Creeks, holiday rental in Winchester

Easy Peasy -lakefront home Tim’s Ford Lake *golf cart seats 6, in Twin Creeks

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Unique Lg /multifamily Lake front home enticing fun and great memories, holiday rental in Winchester
Unique Lg /multifamily Lake front home enticing fun and great memories, holiday rental in Winchester
Unique Lg /multifamily Lake front home enticing fun and great memories, holiday rental in Winchester

Unique Lg /multifamily Lake front home enticing fun and great memories

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Escape to Hickory Hideaway on Tim's Ford Lake, Boat Rental Available, holiday rental in Winchester
Escape to Hickory Hideaway on Tim's Ford Lake, Boat Rental Available, holiday rental in Winchester
Escape to Hickory Hideaway on Tim's Ford Lake, Boat Rental Available, holiday rental in Winchester

Escape to Hickory Hideaway on Tim's Ford Lake, Boat Rental Available

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Best views on the lakeJust steps down to the water and private boat dock, holiday rental in Winchester
Best views on the lakeJust steps down to the water and private boat dock, holiday rental in Winchester
Best views on the lakeJust steps down to the water and private boat dock, holiday rental in Winchester

Best views on the lakeJust steps down to the water and private boat dock

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Resort-Style Home on Tims Ford Lake, Steps to Dock, holiday rental in Winchester
Resort-Style Home on Tims Ford Lake, Steps to Dock, holiday rental in Winchester
Resort-Style Home on Tims Ford Lake, Steps to Dock, holiday rental in Winchester

Resort-Style Home on Tims Ford Lake, Steps to Dock

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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NEW! Twin Creeks Marina Resort Southern Charmer, holiday rental in Winchester
NEW! Twin Creeks Marina Resort Southern Charmer, holiday rental in Winchester
NEW! Twin Creeks Marina Resort Southern Charmer, holiday rental in Winchester

NEW! Twin Creeks Marina Resort Southern Charmer

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Spectacular Lake Townhouse at Twin Creeks Resort ! Walk to marina and pool !, holiday rental in Winchester
Spectacular Lake Townhouse at Twin Creeks Resort ! Walk to marina and pool !, holiday rental in Winchester
Spectacular Lake Townhouse at Twin Creeks Resort ! Walk to marina and pool !, holiday rental in Winchester

Spectacular Lake Townhouse at Twin Creeks Resort ! Walk to marina and pool !

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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NEW!!! Lake Life Retreat with all the top amenities, holiday rental in Winchester
NEW!!! Lake Life Retreat with all the top amenities, holiday rental in Winchester
NEW!!! Lake Life Retreat with all the top amenities, holiday rental in Winchester

NEW!!! Lake Life Retreat with all the top amenities

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Unbeatable Luxury Lake Views + Private Dock + Best Location on Tims Ford Lake, holiday rental in Winchester
Unbeatable Luxury Lake Views + Private Dock + Best Location on Tims Ford Lake, holiday rental in Winchester
Unbeatable Luxury Lake Views + Private Dock + Best Location on Tims Ford Lake, holiday rental in Winchester

Unbeatable Luxury Lake Views + Private Dock + Best Location on Tims Ford Lake

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
More info
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Million Dollar Views: Lakefront, Dock, Kayaks, Hot Tub, Fire Pit & Theatre, holiday rental in Winchester
Million Dollar Views: Lakefront, Dock, Kayaks, Hot Tub, Fire Pit & Theatre, holiday rental in Winchester
Million Dollar Views: Lakefront, Dock, Kayaks, Hot Tub, Fire Pit & Theatre, holiday rental in Winchester

Million Dollar Views: Lakefront, Dock, Kayaks, Hot Tub, Fire Pit & Theatre

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Cabin on Cline at Tims Ford Lake, holiday rental in Winchester
Cabin on Cline at Tims Ford Lake, holiday rental in Winchester
Cabin on Cline at Tims Ford Lake, holiday rental in Winchester

Cabin on Cline at Tims Ford Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Your Vacation on Tims Ford Lake, holiday rental in Winchester
Enjoy Your Vacation on Tims Ford Lake, holiday rental in Winchester
Enjoy Your Vacation on Tims Ford Lake, holiday rental in Winchester

Enjoy Your Vacation on Tims Ford Lake

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Lake House that sits on Tims Ford Lake, holiday rental in Winchester
Beautiful Lake House that sits on Tims Ford Lake, holiday rental in Winchester
Beautiful Lake House that sits on Tims Ford Lake, holiday rental in Winchester

Beautiful Lake House that sits on Tims Ford Lake

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 19
Match: Sleeps
More info
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Tim's Ford Lakefront Home! Backyard is On the water!, holiday rental in Winchester
Tim's Ford Lakefront Home! Backyard is On the water!, holiday rental in Winchester
Tim's Ford Lakefront Home! Backyard is On the water!, holiday rental in Winchester

Tim's Ford Lakefront Home! Backyard is On the water!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Lake it Oar Leave it- NEW!! Lake front Tim's Ford Lake with DOCK, holiday rental in Winchester
Lake it Oar Leave it- NEW!! Lake front Tim's Ford Lake with DOCK, holiday rental in Winchester
Lake it Oar Leave it- NEW!! Lake front Tim's Ford Lake with DOCK, holiday rental in Winchester

Lake it Oar Leave it- NEW!! Lake front Tim's Ford Lake with DOCK

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Someday House at Tims Ford Lake, holiday rental in Winchester
The Someday House at Tims Ford Lake, holiday rental in Winchester
The Someday House at Tims Ford Lake, holiday rental in Winchester

The Someday House at Tims Ford Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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LAKESIDE at Twin Creeks- 7 minute walk to marina!, holiday rental in Winchester
LAKESIDE at Twin Creeks- 7 minute walk to marina!, holiday rental in Winchester
LAKESIDE at Twin Creeks- 7 minute walk to marina!, holiday rental in Winchester

LAKESIDE at Twin Creeks- 7 minute walk to marina!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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⭐Tims Ford Bliss⭐ Glorious Lakefront View, Private Dock, Beach, 2 decks, Firepit, holiday rental in Winchester
⭐Tims Ford Bliss⭐ Glorious Lakefront View, Private Dock, Beach, 2 decks, Firepit, holiday rental in Winchester
⭐Tims Ford Bliss⭐ Glorious Lakefront View, Private Dock, Beach, 2 decks, Firepit, holiday rental in Winchester

⭐Tims Ford Bliss⭐ Glorious Lakefront View, Private Dock, Beach, 2 decks, Firepit

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*NEW* Twin Creeks Modern Farmhouse with Golf Cart!, holiday rental in Winchester
*NEW* Twin Creeks Modern Farmhouse with Golf Cart!, holiday rental in Winchester
*NEW* Twin Creeks Modern Farmhouse with Golf Cart!, holiday rental in Winchester

*NEW* Twin Creeks Modern Farmhouse with Golf Cart!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Quiet neighborhood minutes to parks, beaches, boat launch, shopping and dining., holiday rental in Winchester
Quiet neighborhood minutes to parks, beaches, boat launch, shopping and dining., holiday rental in Winchester
Quiet neighborhood minutes to parks, beaches, boat launch, shopping and dining., holiday rental in Winchester

Quiet neighborhood minutes to parks, beaches, boat launch, shopping and dining.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tranquility, holiday rental in Winchester
Tranquility, holiday rental in Winchester
Tranquility, holiday rental in Winchester

Tranquility

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Tims Ford Lake Getway - Winchester, holiday rental in Winchester
Tims Ford Lake Getway - Winchester, holiday rental in Winchester
Tims Ford Lake Getway - Winchester, holiday rental in Winchester

Tims Ford Lake Getway - Winchester

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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