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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

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, (5)
"My brother and our families (4 adults, 5 teens) stayed at the Hideaway along with our 2 dogs. Great place! Plenty of comfortable beds for all to have their own space. Living room area and the large dining table was great for playing board games. The dogs (and kids) loved running around in the woods and around the lake. The kitchen is massive, with plenty of room for multiple people to cook and well stocked with every type of pan, utensil or sharp knife you might need! We definitely will...
Idyllic Mt Sterling Retreat w/ Private Lake!
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 731
SAR 825 total
includes taxes & fees
3 Feb - 4 Feb
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
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 512 total
includes taxes & fees
9 Feb - 10 Feb
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Home with great location
Exterior

Home with great location

10.0 out of 10, Exceptional, (16)
"This is one of the best we have ever stayed at. Great neighborhood. Cozy home. Everything and anything you could possible want or need is there. Cute decor. Comfy beds. Our stay was wonderful. Thank you."
Home with great location
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
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
Charming 3-bedroom house in Winchester with WiFi and AC
Exterior

Charming 3-bedroom house in Winchester with WiFi and AC

The price is SAR 267
SAR 342 total
includes taxes & fees
4 Feb - 5 Feb
Charming 3-bedroom house in Winchester with WiFi and AC
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

Charming 3-bedroom house in Winchester with WiFi and AC
Exterior

Charming 3-bedroom house in Winchester with WiFi and AC

The price is SAR 267
SAR 342 total
includes taxes & fees
4 Feb - 5 Feb
Charming 3-bedroom house in Winchester with WiFi and AC
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, (5)
"My brother and our families (4 adults, 5 teens) stayed at the Hideaway along with our 2 dogs. Great place! Plenty of comfortable beds for all to have their own space. Living room area and the large dining table was great for playing board games. The dogs (and kids) loved running around in the woods and around the lake. The kitchen is massive, with plenty of room for multiple people to cook and well stocked with every type of pan, utensil or sharp knife you might need! We definitely will...
Idyllic Mt Sterling Retreat w/ Private Lake!
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 581 total
includes taxes & fees
3 Feb - 4 Feb
The Farmhouse Loft "Greene County's Guesthouse"
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.