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

Idyllic Mt Sterling Retreat w/ Private Lake!
Mt Sterling Vacation Rental | 4BR | 3.5BA | Stairs Required | 4,200 Sq Ft

Idyllic Mt Sterling Retreat w/ Private Lake!

10.0 out of 10, Exceptional, (4)
"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!
Blue Creek's pool in the heart of the summer!

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!
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, (48)
"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 513 total
includes taxes & fees
25 Dec - 26 Dec
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Summertime

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

10.0 out of 10, Exceptional, (50)
"We stayed a few nights. House is clean and in very good shape. People are very nice and easy to work with."
The price is SAR 733
SAR 830 total
includes taxes & fees
26 Dec - 27 Dec
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
5 Bedroom Lodge in Illinois

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
Home with great location
Exterior

Home with great location

10.0 out of 10, Exceptional, (15)
"Such a wonderful home. The decor is charming. Great location"
Home with great location
Cozy 3 bedroom family friendly home in pike county IL
Interior

Cozy 3 bedroom family friendly home in pike county IL

10.0 out of 10, Exceptional, (2)
"The house was older as expected in Pleasant Hill. Very quiet neighborhood and ample space. Stayed three nights everything was as expected. Owners were awesome and responsive. We have booked for two more stays in the fall. Everything is close for groceries. "
Cozy 3 bedroom family friendly home in pike county IL
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"
Room

The Farmhouse Loft "Greene County's Guesthouse"

9.8 out of 10, Exceptional, (53)
"We had an overnight stay during a very long roadtrip, the loft was perfect and we were able to have a very relaxing night after eating some of the best pizza I have ever had, highly recommend the place just a few hundred feet away. Communication with owners was perfect."
The price is SAR 319
SAR 582 total
includes taxes & fees
12 Jan - 13 January 2025
The Farmhouse Loft "Greene County's Guesthouse"
Idyllic Mt Sterling Retreat w/ Private Lake!
Mt Sterling Vacation Rental | 4BR | 3.5BA | Stairs Required | 4,200 Sq Ft

Idyllic Mt Sterling Retreat w/ Private Lake!

10.0 out of 10, Exceptional, (4)
"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!
Home with great location
Exterior

Home with great location

10.0 out of 10, Exceptional, (15)
"Such a wonderful home. The decor is charming. Great location"
Home with great location
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.