A snow-covered town with a river running through it, surrounded by mountains and trees.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Winchester cottages

A wooden deck with two chairs and a table, overlooking a lake with trees in the background.

1. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Excellent property, really enjoyed this beautiful home."
United States
Susan G.
The price is AED 716
AED 1,379 total
includes taxes & fees
9 Nov - 10 Nov
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
A small, single-story building with a front door and a small window.

2. Cozy Tiny House on Main Street. Fully Renovated.

Cozy Tiny House on Main Street. Fully Renovated.
Dublin
10.0 out of 10, Exceptional, (5 reviews)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
United States
David W.
The price is AED 771
AED 1,100 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Tiny House on Main Street. Fully Renovated.
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"I was very impressed with this site. New, clean and very friendly staff. The breakfast hit the spot before we went to our event. We had never stayed here before but we will be back 100%!"
Jennifer 1-night trip
Posted 5 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

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