Search Vacation Homes in Winchester

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Check prices for these dates

Next weekend
16 Jum. I - 18 Jum. I
In two weeks
23 Jum. I - 25 Jum. I
In one month
6 Jum. II - 8 Jum. II
In two months
4 Raj. - 6 Raj.

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

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

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

9.8 out of 10, Exceptional, (51)
"Cozy quiet location as described. The trails seem to be substantial, more than I had time for in a single evening. Very well-maintained accommodations. "
The price is SAR 413
SAR 512 total
includes taxes & fees
6 May - 7 May
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Fridge, microwave, oven, stovetop

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

10.0 out of 10, Exceptional, (52)
"The house was great and the people were very nice and helpful. "
The price is SAR 746
SAR 851 total
includes taxes & fees
6 May - 7 May
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Home with great location
Exterior

Home with great location

10.0 out of 10, Exceptional, (18)
"Valarie’s VRBO is beautiful, Clean, Comfortable and great location!!! Cannot say enough!!"
Home with great location
Idyllic Mt Sterling Retreat w/ Private Lake!
4 bedrooms, bed sheets

Idyllic Mt Sterling Retreat w/ Private Lake!

10.0 out of 10, Exceptional, (5)
"It was a delightful stay - games on the patio, corn hole on the desk, swimming, fishing, walks, and sitting around the fire. Also, we greatly appreciated the ample fridge and freezer space."
Idyllic Mt Sterling Retreat w/ Private Lake!
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, (71)
"Thanks for having us"
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Cozy 3 bedroom family friendly home in pike county IL
Exterior

Cozy 3 bedroom family friendly home in pike county IL

10.0 out of 10, Exceptional, (2)
"Clean and nice location"
Cozy 3 bedroom family friendly home in pike county IL
5 Bedroom Lodge in Illinois
Pool

5 Bedroom Lodge in Illinois

9.8 out of 10, Exceptional, (29)
"Wonderful property, great hosts. We will be back."
5 Bedroom Lodge in 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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Other property types in Winchester

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Interior

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

10.0 out of 10, Exceptional, (3)
"Absolutely loved our stay! Comfortable and cozy! Felt like we were staying in the Ingalls little house, but with modern conveniences. It really was a hidden gem! Can’t recommend enough! My only feedback is that the master bed wasn’t super comfy. Great stay and great host"
The price is SAR 484
SAR 589 total
includes taxes & fees
6 May - 7 May
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Aerial view

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

10.0 out of 10, Exceptional, (5)
"Perfect spot for my spouse and I for an overnight stay. Clean and comfortable and just on the outskirts of town. We appreciated and loved the surprise coffee cake! "
The price is SAR 334
SAR 429 total
includes taxes & fees
7 May - 8 May
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
Fridge, microwave, oven, stovetop

Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

10.0 out of 10, Exceptional, (23)
"Great spot for our weekend away!"
The price is SAR 285
SAR 377 total
includes taxes & fees
6 May - 7 May
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
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.