Vacation rentals in Winchester
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Top-rated vacation rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester vacation rentals
Other great vacation rentals in Winchester
Guest favorite
Cabin in Canterbury
4.94 out of 5 average rating, 145 reviewsHot tub @ Fiery Peak Eco-Retreat
Aug 9 – 16
G$38,433 GYD per night
Guest favorite
Townhouse in Geraldine
4.92 out of 5 average rating, 121 reviewsWarm and Sunny in Geraldine
Oct 6 – 13
G$16,341 GYD per night
Guest favorite
Bungalow in Timaru
4.89 out of 5 average rating, 544 reviewsBeach Bungalow
Jun 4 – 11
G$24,418 GYD per night
Guest favorite
Farm stay in Cave
4.93 out of 5 average rating, 124 reviewsDelightful 1-bed barn with stunning mountain views
Mar 4 – 11
G$20,872 GYD per night
Guest favorite
Guesthouse in Timaru
4.92 out of 5 average rating, 437 reviewsElm Cottage
Jun 16 – 23
G$14,526 GYD per night
Guest favorite
Cottage in Ashwick Flat
4.98 out of 5 average rating, 188 reviewsGrandview Farm Cottage
Mar 9 – 16
G$21,403 GYD per night
Guest favorite
Guest suite in Fairlie
4.83 out of 5 average rating, 405 reviewsMichaelvale Bed & Breakfast
May 16 – 23
G$18,333 GYD per night
Guest favorite
Guest suite in Huntingdon
4.98 out of 5 average rating, 412 reviewsA private self-contained studio at Lake Hood
Jun 2 – 9
G$12,692 GYD per night
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