House vacation rentals in Winchester
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Top-rated house rentals in Winchester
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winchester house rentals
House rentals with a pool
Home in Chattanooga
4.79 out of 5 average rating, 565 reviewsWauhatchie Blue House | Lookout Mtn. Hot Tub
Feb. 10 – 17
Home in Winchester
4.97 out of 5 average rating, 34 reviewsBasecamp Retreat TimsFordLake
Jan. 8 – 15
Home in Winchester
5.0 out of 5 average rating, 18 reviewsLuxurious New Build LakeHouse Tim’s Ford 4BR4Bath
Mar. 25 – Apr. 1
Home in Winchester
5.0 out of 5 average rating, 24 reviewsCozy Lake Cottage W/ Kayaks, SUPs, Pool & Firepit
Sep. 5 – 12
Home in Winchester
4.99 out of 5 average rating, 71 reviewsSerenity by the lake...your home away from home!
Sep. 11 – 18
Home in Winchester
4.89 out of 5 average rating, 35 reviewsGorgeous lake home in Twin Creeks with Lake View
Oct. 14 – 21
Home in Winchester
4.93 out of 5 average rating, 99 reviewsLovely Lake View Home at Twin Creeks Marina
Apr. 23 – 30
Home in Winchester
5.0 out of 5 average rating, 13 reviewsLuxury 3BR lakeside escape
Jan. 24 – 31
Weekly house rentals
Home in Winchester
5.0 out of 5 average rating, 19 reviewsPeaceful Lakehouse Perfect for a Getaway at TFL
Oct. 27 – Nov. 3
Home in Winchester
4.92 out of 5 average rating, 13 reviewsRoger Haven Retreat
Apr. 15 – 22
Home in Winchester
4.93 out of 5 average rating, 30 reviewsTims Ford Lake,TN Fish-Golf-Hike-Relax Farmhouse
Jan. 26 – Feb. 2
Home in Estill Springs
5.0 out of 5 average rating, 23 reviewsCountry CharmerNear LakeNEW hot tub:HandicapAccess
Jan. 13 – 20
Home in Decherd
5.0 out of 5 average rating, 61 reviewsNear The Caverns and Sewanee w/ Tesla / EV charger
Feb. 22 – Mar. 1
Home in Winchester
5.0 out of 5 average rating, 9 reviewsHopkins Point Lake View
Oct. 7 – 14
Home in Winchester
5.0 out of 5 average rating, 3 reviewsPrivate Cove and Dock at Tim's Ford
May 11 – 18
Home in Winchester
4.94 out of 5 average rating, 17 reviewsHuge Lake house great for entertaining views &dock
May 19 – 26
Private house rentals
Home in Winchester
4.88 out of 5 average rating, 8 reviewsBrandi Way Lake House
Feb. 17 – 24
Home in Tullahoma
5.0 out of 5 average rating, 5 reviewsSerene Lake House Retreat
Aug. 25 – Sep. 1
Home in Hillsboro
5.0 out of 5 average rating, 40 reviewsNanny’s House
Jan. 4 – 11
Home in Manchester
4.83 out of 5 average rating, 52 reviewsChalet 638 - state park, golf & The Caverns
Jul. 17 – 24
Home in Sewanee
4.91 out of 5 average rating, 88 reviewsClean & Cozy Home, Fenced Yard - 7 mins from I-24
May 24 – 31
Home in Winchester
5.0 out of 5 average rating, 8 reviewsSweet Retreat-across from Twin Creeks Marina
Jan. 21 – 28
Home in Lynchburg
4.98 out of 5 average rating, 46 reviewsSunshine’s House-walk to town square & JD
Jul. 16 – 23
Home in Morrison
4.96 out of 5 average rating, 81 reviewsEntire home in Morrison/Viola
Aug. 11 – 18
Quick stats about house rentals in Winchester
Total rentals
80 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
$55 CAD before taxes and fees
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