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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Vacation Homes in Winchester

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Fridge, microwave, oven, stovetop

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

9.8 out of 10, Exceptional, (55)
"Exactly what we needed. Peaceful, secluded, and relaxing! The trails are an added bonus. The respect for nature, pets, and people spoke to us, which are evident in the aesthetic of the property. We come to Jacksonville often and will definitely be back!"
The price is AED 316
AED 413 total
includes taxes & fees
29 Oct - 30 Oct
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Dining

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

10.0 out of 10, Exceptional, (58)
"We enjoyed our stay at this beautiful country home. "
The price is AED 731
AED 872 total
includes taxes & fees
23 Oct - 24 Oct
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Terrace/patio

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

9.8 out of 10, Exceptional, (79)
"One of the best properties we have rented through VRBO."
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Home with great location
Exterior

Home with great location

10.0 out of 10, Exceptional, (20)
"Great stay for our family - thank you!"
Home with great location
Country Retreat in the heart of Pike County Illinois
Interior

Country Retreat in the heart of Pike County Illinois

Country Retreat in the heart of Pike County Illinois
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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Top Winchester Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Small town feel, felt safe walking around at all times of the day. Was in town for a wedding and the location was perfect. AC worked great and beds were comfortable. "
Melanie 3-night trip
Posted 4 days ago
William Watson Hotel