Holiday rentals in Winchester
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Top-rated holiday rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester
Guest favourite
Flat in Arlington
4.98 out of 5 average rating, 177 reviewsLakeside apartment, patio, hot tub, outside shower
Guest favourite
Guest suite in Arlington
4.91 out of 5 average rating, 162 reviewsCozy 1 bed apt Cambridge/Somerville/Arlington line
Guest favourite
Home in Lynn
4.91 out of 5 average rating, 230 reviewsClean, spacious In-Law Suite -Near Everything
Guest favourite
Flat in Medford
4.99 out of 5 average rating, 207 reviewsCharming Colonial Two Bedroom Basement Apartment
Guest favourite
Guest suite in Newton
4.98 out of 5 average rating, 570 reviewsSpacious suite with private entrance, parking spot
Guest favourite
Home in Framingham
4.97 out of 5 average rating, 129 reviews1BR—Brookside Loft—Quiet&Clean—25 Mins to Boston
Guest favourite
Cottage in Arlington
4.94 out of 5 average rating, 134 reviewsHistoric 1880 Carriage House
Guest favourite
Guest suite in Tyngsborough
4.98 out of 5 average rating, 222 reviewsLakefront Suite Two-Room, Comfy, Tranquil
Quick stats about holiday rentals in Winchester
Total rentals
20 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
940 reviews
Nightly prices starting at
£24 before taxes and fees
Destinations to explore
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