Holiday Homes in Winchester
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Our top choices for Winchester holiday homes
Lovely 2nd Floor Apartment
Lovely 2nd Floor ApartmentGreenfield
10.0 out of 10, Exceptional, (55 reviews)
"We really enjoyed your place. It was clean and quiet, with some nice design touches. Beautiful woodwork coming up the stairs!! We used it for a self-crafted meditation retreat."
E Kelly S.
The price is €178
includes taxes & fees
15 Jun - 16 Jun
Private bed with En-suite bathroom Marigold Room
Private bed with En-suite bathroom Marigold RoomShelburne Falls
The price is €188
includes taxes & fees
14 Jun - 15 Jun
John's Mountain Hideaway
John's Mountain HideawayJaffrey
10.0 out of 10, Exceptional, (1 review)
"Everything we needed"
Lori S.
The price is €419
includes taxes & fees
16 Jun - 17 Jun
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Modern Downtown Escape HotTub Fire Pit Games 12pplKeene
9.2 out of 10, Wonderful, (26 reviews)
"Amazing property and just what we needed for a recharging weekend!"
Jackie D.
The price is €294
includes taxes & fees
15 Jun - 16 Jun
Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney VermontPutney
9.4 out of 10, Exceptional, (60 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
Susan O.
The price is €265
includes taxes & fees
17 Jun - 18 Jun
Stunning Glass House nestled in the Vermont wilderness!
Stunning Glass House nestled in the Vermont wilderness!Guilford
10.0 out of 10, Exceptional, (1 review)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
Grant D.
The price is €409
includes taxes & fees
6 Jul - 7 Jul
Spacious 5BR w/ Hot Tub & Games
Spacious 5BR w/ Hot Tub & GamesColrain
9.8 out of 10, Exceptional, (50 reviews)
"Our 4th week here and our crew could not be happier with the accommodations"
Maureen A.
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!Keene
10.0 out of 10, Exceptional, (3 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
Jeremy S.
The price is €419
includes taxes & fees
15 Jun - 16 Jun
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
Econo Lodge Brattleboro South
2/10 Terrible
Find out more about Winchester
Winchester Holiday Homes information
Number of reviews | 204 |
|---|---|
Accommodation | 123 Holiday Homes |
Lowest Price | €178 |
Highest Price | €419 |