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
Home in Winchester
5.0 out of 5 average rating, 19 reviewsPeaceful Lakehouse Perfect for a Getaway at TFL
30 Oct – 6 Nov
$497 NZD per night
Guest favourite
Farm stay in Shelbyville
4.99 out of 5 average rating, 71 reviewsCircle C Alpaca Farm - Entire apartment
7–14 Sep
$193 NZD per night
Guest favourite
Home in Decherd
5.0 out of 5 average rating, 61 reviewsNear The Caverns and Sewanee w/ Tesla / EV charger
1–8 Oct
$351 NZD per night
Guest favourite
Home in Winchester
5.0 out of 5 average rating, 18 reviewsLuxurious New Build LakeHouse Tim’s Ford 4BR4Bath
15–22 Feb
$606 NZD per night
Guest favourite
Home in Tullahoma
5.0 out of 5 average rating, 5 reviewsSerene Lake House Retreat
28 May – 4 Jun
$320 NZD per night
Guest favourite
Home in Winchester
4.97 out of 5 average rating, 35 reviewsBasecamp Retreat TimsFordLake
29 Oct – 5 Nov
$545 NZD per night
Guest favourite
Guesthouse in Tullahoma
4.98 out of 5 average rating, 85 reviewsWoodland Ct. Cottage
25 Nov – 2 Dec
$306 NZD per night
Guest favourite
Guesthouse in Manchester
5.0 out of 5 average rating, 16 reviews1 Bed 1 Bath Carriage House
2–9 Jul
$185 NZD per night
Quick stats about holiday rentals in Winchester
Total rentals
120 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
$33 NZD before taxes and fees
Destinations to explore
- Chattanooga Holiday rentals
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- Franklin Holiday rentals
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- Guntersville Holiday rentals
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- Rentals with a kayak Winchester
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- Monthly Rentals Winchester
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- House rentals Winchester
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