A calm lake with autumn foliage, a dock, and houses along the shore.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Winchester cottages

A single-story house with a front porch, a garage, and a small front yard.

1. Lakes, Whiskey & More! Charming Home in Tullahoma

Lakes, Whiskey & More! Charming Home in Tullahoma
3.0 star property
Tullahoma
The price is P7,882
P22,699 total
includes taxes & fees
Oct 16 - Oct 17
Lakes, Whiskey & More! Charming Home in Tullahoma
A single-story house with a front porch, a staircase leading to the entrance, and a small patio area.

2. Tullahoma Whiskey Trail Base w/ Yard & Fire Pit

Tullahoma Whiskey Trail Base w/ Yard & Fire Pit
3.0 star property
Tullahoma
The price is P12,073
P32,100 total
includes taxes & fees
Oct 16 - Oct 17
Tullahoma Whiskey Trail Base w/ Yard & Fire Pit
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

Spark by Hilton Kimball

Spark by Hilton Kimball

8/10 Good
"We had an issue with our air conditioner which reported in the morning since we were able stop the continuous loud knocking sound."
Randi 1-night trip
Posted 9 hours ago
Spark by Hilton Kimball

Find out more about Winchester

Winchester Cottages information

Number of reviews
Accommodation
26 Cottages
Lowest Price
P22,699
Highest Price
P32,100

Frequently asked questions

Why book your cottage in Winchester with Expedia?
Expedia has some excellent cottages in Winchester, so start packing for an unforgettable stay on nature's doorstep. If you have a fixed budget, select how much you're willing to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a kitchen or a pool. We'll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Winchester?
An excellent way to find cheap cottages in Winchester is with Expedia's user-friendly filter tool. Narrow your search by budget, star rating and amenities to take advantage of unbeatable rates in just a few keystrokes.
What is there to do in Winchester near my cottage?
The most useful travel accessory is a well-planned itinerary. Tim's Ford Marina is a terrific place to start your exploration of Winchester.

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