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Compare 7 Vacation Homes in Winchester with updated reviews, rates, and availability.

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
9.8 out of 10, Exceptional, (51)
The price is AED 404
AED 502 total
includes taxes & fees
4 Apr - 5 Apr

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
10.0 out of 10, Exceptional, (51)
The price is AED 731
AED 837 total
includes taxes & fees
4 Apr - 5 Apr

Home with great location
Home with great location
10.0 out of 10, Exceptional, (16)

Idyllic Mt Sterling Retreat w/ Private Lake!
Idyllic Mt Sterling Retreat w/ Private Lake!
10.0 out of 10, Exceptional, (5)

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
9.8 out of 10, Exceptional, (71)

Cozy 3 bedroom family friendly home in pike county IL
Cozy 3 bedroom family friendly home in pike county IL
10.0 out of 10, Exceptional, (2)

5 Bedroom Lodge in Illinois
5 Bedroom Lodge in Illinois
9.8 out of 10, Exceptional, (29)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winchester

The Farmhouse Loft "Greene County's Guesthouse"
The Farmhouse Loft "Greene County's Guesthouse"
9.8 out of 10, Exceptional, (53)
The price is AED 312
AED 569 total
includes taxes & fees
6 Apr - 7 Apr

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
9.8 out of 10, Exceptional, (51)
The price is AED 404
AED 502 total
includes taxes & fees
4 Apr - 5 Apr

Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
10.0 out of 10, Exceptional, (21)
The price is AED 349
AED 443 total
includes taxes & fees
4 Apr - 5 Apr
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels

Sleep Inn & Suites
5/5 Excellent
"the front desk lady was super nice and very helpful during our stay. our room was clean and i appreciate the hard work the employees do to keep this hotel nice."
A verified traveler stayed at Sleep Inn & Suites
Posted 1 day ago