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Cottages in Winchester

House (1 Bedroom) | Interior
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
3.0 star property
10.0 out of 10, Exceptional, (2)
"This cabin was 100% the cleanest and nicest I’ve ever stayed in. Adorable, had everything needed for a comfortable stay. "
United States
Amy
$216 nightly
The price is $239
Nov 13 - Nov 14
Total with taxes and fees
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
Exterior
Mountaintop Cottage
Mountaintop Cottage
2.0 star property
10.0 out of 10, Exceptional, (24)
"The cabin was in an excellent location and was very clean! The host was super helpful with providing directions and answering questions."
United States
Brandylynn M.
$177 nightly
The price is $195
Nov 9 - Nov 10
Total with taxes and fees
Mountaintop Cottage
Exterior
Unique, Cozy Stay near Red River Gorge
Unique, Cozy Stay near Red River Gorge
7.4 out of 10, Good, (9)
"Love it ❤️"
United States
Barbara S.
$133 nightly
The price is $146
Nov 8 - Nov 9
Total with taxes and fees
Unique, Cozy Stay near Red River Gorge
Interior
Bungalow | 1 Bed, 0.5 Bath
Bungalow | 1 Bed, 0.5 Bath
9.6 out of 10, Exceptional, (5)
"If you're looking for an off grid sleeping porch in the red river gorge, this one has a nice wooded view."
United States
Paul B.
$189 nightly
The price is $202
Nov 7 - Nov 8
Total with taxes and fees
Bungalow | 1 Bed, 0.5 Bath
Exterior
Springside BoHo Getaway
Springside BoHo Getaway
10.0 out of 10, Exceptional, (53)
"Jonathon provided a great stay. "
United States
Christine V.
$265 nightly
The price is $292
Nov 9 - Nov 10
Total with taxes and fees
Springside BoHo Getaway
Interior
Cozy Cottage Perfect for Girls Night Away
Cozy Cottage Perfect for Girls Night Away
10.0 out of 10, Exceptional, (13)
"This place is just charming. We were in town for our daughter’s graduation from UK and your place was perfect. Spacious and so comfy. "
United States
jodi i.
$571 nightly
The price is $663
Nov 17 - Nov 18
Total with taxes and fees
Cozy Cottage Perfect for Girls Night Away
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

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent
"Very nice"
djekou 2-night trip
Posted 2 days ago
DoubleTree Suites by Hilton Hotel Lexington

Find out more about Winchester

Winchester Cottages information

Number of reviews
106
Accommodation
34 Cottages
Lowest Price
$146
Highest Price
$663

Frequently asked questions

Why book your cottage in Winchester with Expedia?
We think that a vacation should be simple, so if you're after cottages in Winchester at a nice price, Expedia has your back. Keep the budget under control and opt for a low-cost option far away from the hustle and bustle, or splurge on an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Winchester?
With Expedia's useful filter tool, sourcing cheap cottages in Winchester couldn't be simpler. To discover properties that'll make your wallet smile, narrow your search by budget, amenities and star rating.
What is there to do in Winchester near my cottage?
The most useful travel accessory is a well-planned schedule. Southwind Golf Course is a good spot to start your adventures in Winchester.

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