Family-friendly vacation rentals in Winchester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winchester
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Lookout Mountain
4.96 out of 5 average rating, 668 reviewsCloudland Cottage
Cabin in Chattanooga
4.82 out of 5 average rating, 269 reviewsCozy Mountain Retreat w/ Spa
Farm stay in Morrison
4.96 out of 5 average rating, 303 reviewsPhelps Pharm Bunkhouse
Bungalow in Wildwood
4.84 out of 5 average rating, 470 reviewsThe Cavern on the Green. Ancient architecture
Bungalow in North Chattanooga
4.96 out of 5 average rating, 122 reviewsNorth Shore Bungalow with hot tub. Great location
Cabin in Bryant
4.87 out of 5 average rating, 95 reviewsElk Ridge No Sunday Check In 25 mi fromChattanooga
Home in Lookout Mountain
4.87 out of 5 average rating, 123 reviews🥇5bdrm HotTub~22ppl🚗⚡️🔌STONE BROOK
Cabin in Spencer
4.78 out of 5 average rating, 89 reviewsHemlocks and a Hot Tub <5mi to Fall Creek Falls SP
Family- and pet-friendly home rentals
Cabin in Tracy City
4.85 out of 5 average rating, 301 reviewsMoonshine Runners Cabin
Guesthouse in Dunlap
4.98 out of 5 average rating, 178 reviewsThe Bird House near Fall Creek Falls State Park
Home in Flintstone
4.94 out of 5 average rating, 362 reviews★ Mountain View Cottage ★
Townhouse in Chattanooga
4.9 out of 5 average rating, 274 reviewsModern, Walkable, Downtown Loft in Front of Park
Farm stay in McMinnville
4.96 out of 5 average rating, 156 reviewsThe Getaway at the Collins River Tree Farm
Home in McMinnville
4.92 out of 5 average rating, 130 reviewsThe Farm House at Pleasant Cove
Guest suite in Chattanooga
4.93 out of 5 average rating, 380 reviewsCity View & Private Entrance
Cabin in Dunlap
4.91 out of 5 average rating, 216 reviewsCagle Mountain Cabin near Fall Creek Falls Park TN
Family-friendly home rentals with a pool
Home in Lookout Valley
4.79 out of 5 average rating, 570 reviewsWauhatchie Blue House | Lookout Mtn. Hot Tub
Cabin in Bryant
4.95 out of 5 average rating, 147 reviewsChatt. Tn 21 miles! Pool*AweSOME*HotTub*FirePit!!!
Home in Chattanooga Valley
4.98 out of 5 average rating, 49 reviewsLookout 3bdrm Chatt Valley Home 5m to TN w/ Pool
Cabin in Dunlap
5 out of 5 average rating, 5 reviewsYeeHaw!!! Family Farm Getaway Cowboy Cabin 2!!!
Cabin in Spencer
4.86 out of 5 average rating, 28 reviewsCABIN:FALL CREEK FALLS STATE PARK
Home in Chattanooga
4.53 out of 5 average rating, 115 reviewsUrban Nest-3BR/2BA-Sleeps 8-W/D-King Bed-Mt. View
Cabin in Bryant
4.82 out of 5 average rating, 51 reviewsPOOL*Hot tub* Rock Climb* Slide! Chatt Tn 21 miles
Cabin in Bryant
4.93 out of 5 average rating, 97 reviewsINDOOR POOL,MAGNIFICENT,HOT TUB! Chatt Tn 21 miles
Quick stats about vacation rentals that are family-friendly in Winchester
Total rentals
110 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2.3K reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
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