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
Superhost
Farm stay in Winchester
4.85 out of 5 average rating, 48 reviewsThe Winchester Retreat
4–11 Jan
$202 NZD per night
Guest favourite
Farm stay in Winchester
4.89 out of 5 average rating, 44 reviewsRenovated historic home on working cattle farm
9–16 Dec
$259 NZD per night
Guest favourite
Farm stay in Winchester
5.0 out of 5 average rating, 54 reviewsDT Winchester 5 min.*2Rm Farm Cottage- *King Bed*
23–30 Aug
$255 NZD per night
Guest favourite
Home in Winchester
4.87 out of 5 average rating, 15 reviewsCute 2 Story Home in Winchester
29 Nov – 6 Dec
$341 NZD per night
Guest favourite
Loft in Winchester
5.0 out of 5 average rating, 13 reviewsHanna’s 1,400 SQ FT Downtown Royal Retreat Loft
3–10 Oct
$279 NZD per night
Guest favourite
Loft in Mount Sterling
4.95 out of 5 average rating, 83 reviewsCozy Loft in downtown Mt. Sterling, KY
12–19 May
$175 NZD per night
Guest favourite
Cabin in Waco
4.98 out of 5 average rating, 59 reviewsStunning Cedar Cabin, Hot Tub, Amazing Views!
13–20 Nov
$287 NZD per night
Guest favourite
Tiny home in Richmond
5.0 out of 5 average rating, 15 reviewsTiny Home; Mini Farm Getaway
10–17 Jul
$235 NZD per night
Quick stats about holiday rentals in Winchester
Total rentals
10 properties
Wi-Fi availability
10 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1.2K reviews
Nightly prices starting at
$83 NZD before taxes and fees
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