Book Holiday Homes in Winchester
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Featured Holiday Homes in Winchester
![Panoramic Views Dock Kayaks SUPs](https://images.trvl-media.com/lodging/104000000/103060000/103058300/103058282/166b5eab_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Panoramic Views Dock Kayaks SUPs
![Mountain Memories to provide a cozy retreat on your vacation!](https://images.trvl-media.com/lodging/105000000/104180000/104175000/104174999/fb1f075d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Mountain Memories to provide a cozy retreat on your vacation!
![Luxurious Waterfront Oasis on Tims Ford Lake!](https://images.trvl-media.com/lodging/67000000/66870000/66865500/66865460/1bc6d2da_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Luxurious Waterfront Oasis on Tims Ford Lake!
![Hillside Haven at The Retreat at Water's Edge](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107468/19a010fb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hillside Haven at The Retreat at Water's Edge
![Lakeside Comfort with Private Dock! Close to local marinas!!](https://images.trvl-media.com/lodging/102000000/101830000/101828000/101827953/2f68fc8b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lakeside Comfort with Private Dock! Close to local marinas!!
![The Sewanee House: Serene Oasis 5 minutes from Campus](https://images.trvl-media.com/lodging/67000000/66790000/66789800/66789775/d578ac60_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Sewanee House: Serene Oasis 5 minutes from Campus
![Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!](https://images.trvl-media.com/lodging/77000000/76250000/76247400/76247330/d76faec2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!
![Tennessee Getaway (near Jack Daniel’s and Nearest Green distilleries)](https://images.trvl-media.com/lodging/68000000/67440000/67433400/67433367/5aad032d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Tennessee Getaway (near Jack Daniel’s and Nearest Green distilleries)
![LAKESIDE at Twin Creeks- 2 King Primary En-Suites + six-person golf cart!](https://images.trvl-media.com/lodging/69000000/68100000/68096200/68096138/8bc82f0b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
LAKESIDE at Twin Creeks- 2 King Primary En-Suites + six-person golf cart!
Winchester Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winchester vacation homes are the perfect way for you to wing it.
Holiday houses in Winchester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winchester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winchester adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winchester with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winchester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Winchester Holiday Homes essential information
Accommodation | 311 Holiday Homes |
---|---|
Lowest Price | AU$189 |
Highest Price | AU$538 |
Popular accommodation | Panoramic Views Dock Kayaks SUPs, Mountain Memories to provide a cozy retreat on your vacation!, Luxurious Waterfront Oasis on Tims Ford Lake!, Hillside Haven at The Retreat at Water's Edge, Lakeside Comfort with Private Dock! Close to local marinas!!, The Sewanee House: Serene Oasis 5 minutes from Campus, Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!, Tennessee Getaway (near Jack Daniel’s and Nearest Green distilleries), LAKESIDE at Twin Creeks- 2 King Primary En-Suites + six-person golf cart! |
Holiday Homes in Winchester
Top Locations for Holiday Homes in Winchester
More accommodations in Winchester
Top trending hotels in Winchester
![Best Western Inn](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/c5083647_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Best Western Inn
![Luxurious Waterfront Oasis on Tims Ford Lake!](https://images.trvl-media.com/lodging/67000000/66870000/66865500/66865460/1bc6d2da_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Luxurious Waterfront Oasis on Tims Ford Lake!
![Family friendly lake front home with private dock in a cove](https://images.trvl-media.com/lodging/79000000/78220000/78210900/78210825/0589d5fa_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Family friendly lake front home with private dock in a cove
![Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK](https://images.trvl-media.com/lodging/82000000/81750000/81748200/81748162/799226d8_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
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^Subject to availability and chosen travel dates.