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
Cottage in Hampshire
5.0 out of 5 average rating, 171 reviewsCosy country cottage with chalk stream charm
1–8 Oct
$308 NZD per night
Guest favourite
Apartment in Compton
4.98 out of 5 average rating, 228 reviewsThe Annexe at Longacre, near Winchester
12–19 Feb
$213 NZD 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
14–21 Oct
$251 NZD per night
Guest favourite
Hut in Winchester
4.97 out of 5 average rating, 463 reviewsThe Pigsty
2–9 Oct
$395 NZD per night
Guest favourite
Guesthouse in Hampshire
4.9 out of 5 average rating, 306 reviewsCosy Annexe in a beautiful part of Winchester
28 Jul – 4 Aug
$166 NZD per night
Guest favourite
Tiny home in Winchester,
4.94 out of 5 average rating, 123 reviewsThe Hidden house in Winchester
17–24 Sep
$311 NZD per night
Guest favourite
Guest suite in Winchester
4.89 out of 5 average rating, 140 reviewsBeautiful guest suite in rural Hampshire
21–28 Nov
$187 NZD per night
Guest favourite
Hut in Winchester
5.0 out of 5 average rating, 157 reviewsNature’s Nook Cosy Couples Woodland Cabin Hursley
10–17 Oct
$318 NZD per night
Quick stats about holiday rentals in Winchester
Total rentals
310 properties
Wi-Fi availability
300 properties include access to Wi-Fi
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
Destinations to explore
- Bournemouth Holiday rentals
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