Search Cottages in Winchester

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

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

Your luxury cottage in the country - Murphin Ridge - Amish built
Interior

Your luxury cottage in the country - Murphin Ridge - Amish built

9.8 out of 10, Exceptional, (97)
"The architectural design allows light to come in from three sides. The light in this cabin is therapeutic. We loved our stay. "
Your luxury cottage in the country - Murphin Ridge - Amish built
Hillsboro Hideaway w/ Private Hot Tub & Bunkhouse!
House (4 Bedrooms) | Interior

Hillsboro Hideaway w/ Private Hot Tub & Bunkhouse!

3.0 star property
Hillsboro Hideaway w/ Private Hot Tub & Bunkhouse!
1 Mi to Hunting: Cozy & Secluded Stout Cabin
Interior

1 Mi to Hunting: Cozy & Secluded Stout Cabin

3.0 star property
1 Mi to Hunting: Cozy & Secluded Stout Cabin
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Interior

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

3.0 star property
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Manchester Getaway on Ohio River Scenic Byway
Miscellaneous

Manchester Getaway on Ohio River Scenic Byway

3.0 star property
Manchester Getaway on Ohio River Scenic Byway
Lucky Hooks
Private kitchen

Lucky Hooks

Lucky Hooks
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your cottage in Winchester with Expedia?
We think that a vacay should be hassle-free, so if you’re after cottages in Winchester at an affordable price, Expedia has got your back. Keep costs down and stay in a wallet-friendly option far away from the downtown buzz, or splurge on a luxury cottage to treat your loved ones.
How can I find cheap cottages in Winchester?
Expedia is here to help you easily locate cheap cottages in Winchester. To find a fantastic stay in a few quick clicks, use our handy filter tool to tailor your search results by budget, amenities and star rating.