Winchester Holiday Rentals
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Holiday Rentals in Winchester
Art Themed Loft Apartment in Jacksonville
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
The Farmhouse Loft "Greene County's Guesthouse"
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
Idyllic Mt Sterling Retreat w/ Private Lake!
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
5 Bedroom Lodge in Illinois
Home with great location
Quiet and comfortable home right in the heart of Pike County, Pittsfield IL
Cozy 3 bedroom family friendly home in pike county IL
Cozy cabin overlooking an exotic animal farm!
River Cottage Along the Illinois River.
Idyllic Mt Sterling Retreat w/ Private Lake!
West Central Lodging
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Other types of properties in Winchester you may be interested in
Sleep Inn & Suites
Best Western Jacksonville Inn
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winchester holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Winchester. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winchester. Seeing all the best attractions is bound to make you fall in love with Winchester. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winchester short-term rentals, that won’t be hard to do.
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