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 favourite
Cottage in Hampshire
5.0 out of 5 average rating, 171 reviewsCosy country cottage with chalk stream charm
Oct. 1 – 8
$250 CAD per night
Guest favourite
Apartment in Compton
4.98 out of 5 average rating, 228 reviewsThe Annexe at Longacre, near Winchester
Feb. 12 – 19
$172 CAD per night
Guest favourite
Shepherd’s hut in Winchester
4.96 out of 5 average rating, 331 reviewsShepherd's Hut with Hot Tub near Winchester
Oct. 14 – 21
$204 CAD per night
Guest favourite
Hut in Winchester
4.97 out of 5 average rating, 463 reviewsThe Pigsty
Oct. 2 – 9
$320 CAD per night
Guest favourite
Guesthouse in Hampshire
4.9 out of 5 average rating, 306 reviewsCosy Annexe in a beautiful part of Winchester
Jul. 28 – Aug. 4
$130 CAD per night
Guest favourite
Tiny homes in Winchester,
4.94 out of 5 average rating, 123 reviewsThe Hidden house in Winchester
Sep. 17 – 24
$251 CAD per night
Guest favourite
Guest suite in Winchester
4.89 out of 5 average rating, 140 reviewsBeautiful guest suite in rural Hampshire
Nov. 21 – 28
$151 CAD per night
Guest favourite
Hut in Winchester
5.0 out of 5 average rating, 157 reviewsNature’s Nook Cosy Couples Woodland Cabin Hursley
Oct. 10 – 17
$256 CAD per night
Quick stats about vacation rentals in Winchester
Total rentals
310 properties
Wifi availability
300 properties include access to wifi
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
16K reviews
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