Holiday houses in Winchester
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Top-rated holiday rentals in Winchester
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Holiday rentals for every style
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Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester
Apartment in Winchester
4.93 out of 5 average rating, 73 reviewsThe Carriage Inn - 1-bdrm apt in historic downtown
17 – 24 Dec
Loft in Winchester
4.98 out of 5 average rating, 58 reviewsStylish Loft Historic Downtown 2Bdrm Winchester KY
15 – 22 July
Farm stay in Winchester
4.88 out of 5 average rating, 42 reviewsRenovated historic home on working cattle farm
4 – 11 Sept
Farm stay in Winchester
4.86 out of 5 average rating, 44 reviewsThe Winchester Retreat
28 June – 5 July
Home in Winchester
4.86 out of 5 average rating, 14 reviewsCute 2 Story Home in Winchester
5 – 12 Jan
Loft in Winchester
5.0 out of 5 average rating, 13 reviewsHanna’s 1,400 SQ FT Downtown Royal Retreat Loft
20 – 27 Sept
Cabin in Waco
5.0 out of 5 average rating, 58 reviewsStunning Cedar Cabin, Hot Tub, Amazing Views!
18 – 25 July
Farm stay in Winchester
5.0 out of 5 average rating, 54 reviewsDT Winchester 5 min.*2Rm Farm Cottage-Comfy King*
3 – 10 Sept
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
$77 AUD before taxes and fees
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