Holiday houses 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
Home in Chesterfield
4.97 out of 5 average rating, 229 reviewsCharming Country Home
11–18 Mar
$344 NZD per night
Guest favourite
Home in Putney
4.95 out of 5 average rating, 308 reviewsCozy Train Depot in Putney Vermont
2–9 Jul
$275 NZD per night
Guest favourite
Cottage in Petersham
4.99 out of 5 average rating, 152 reviewsCider House Cottage
20–27 Jan
$272 NZD per night
Guest favourite
Place to stay in Bernardston
4.95 out of 5 average rating, 334 reviewsStylish Private Studio w/Queen bed and Coded Locks
22–29 Sep
$248 NZD per night
Guest favourite
Apartment in Dummerston
4.93 out of 5 average rating, 366 reviews~Serene Barn Retreat~
2–9 Oct
$200 NZD per night
Guest favourite
Cottage in Orange
4.94 out of 5 average rating, 132 reviewsThe Lake Cottage: A Sweetwater Stay
26 Apr – 3 May
$254 NZD per night
Guest favourite
Apartment in Guilford
4.89 out of 5 average rating, 370 reviewsApartment with a view
14–21 Jun
$157 NZD per night
Guest favourite
Apartment in Brattleboro
4.96 out of 5 average rating, 284 reviewsApt in town 2 BR/2 levels in Victorian Farmhouse
20–27 May
$293 NZD per night
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