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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)
"Beautifully appointed and comfortable. "
Emily Kate G.
The price is £153
includes taxes & fees
8 Jun - 9 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 £312
includes taxes & fees
8 Jun - 9 Jun
Private bed with En-suite bathroom Marigold Room
Private bed with En-suite bathroom Marigold RoomShelburne Falls
The price is £161
includes taxes & fees
8 Jun - 9 Jun
The price is £362
includes taxes & fees
7 Jun - 8 Jun
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 £356
includes taxes & fees
8 Jun - 9 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 £225
includes taxes & fees
10 Jun - 11 Jun
Enjoy your stay in an antique home in an antique toy museum!
Enjoy your stay in an antique home in an antique toy museum!Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
Katja Z.
The price is £288
includes taxes & fees
7 Jun - 8 Jun
Spacious 5BR w/ Hot Tub & Games
Spacious 5BR w/ Hot Tub & GamesColrain
9.8 out of 10, Exceptional, (49 reviews)
"Our 4th week here and our crew could not be happier with the accommodations"
Maureen A.
The price is £456
includes taxes & fees
8 Jun - 9 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
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