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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Cottages in Winchester

Outdoor spa tub
Thunder Hill Retreat - Spacious/Deck/Hot tub

Cottage in Lincoln University

10.0 out of 10, Exceptional, (16)
"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."
United States
Heidi Z.
$404 nightly
The price is $446
Dec 10 - Dec 11
Total with taxes and fees
Thunder Hill Retreat - Spacious/Deck/Hot tub
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

Cottage in Port Deposit

10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
$205 nightly
The price is $217
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior
Charming Carriage House in the Heart of Kennett

Cottage in Kennett Square

10.0 out of 10, Exceptional, (37)
"Just what we were hoping for."
United States
Anonymous traveler
$401 nightly
The price is $443
Dec 10 - Dec 11
Total with taxes and fees
Charming Carriage House in the Heart of Kennett
Exterior
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Cottage in Port Deposit

10.0 out of 10, Exceptional, (31)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
$198 nightly
The price is $209
Dec 10 - Dec 11
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Cottage in Charlestown

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
$353 nightly
The price is $368
Dec 10 - Dec 11
Total with taxes and fees
Long Beach Cottage, (romantic couple’s getaway)
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

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

10/10 Excellent
"Easy check-in, friendly staff, clean comfortable rooms, good breakfast. "
alice 1-night trip
Posted 3 days ago
Comfort Inn & Suites Newark - Wilmington

Find out more about Winchester

Winchester Cottages information

Number of reviews
98
Accommodation
24 Cottages
Lowest Price
$209
Highest Price
$446

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