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
Cabin in Bryant
4.98 out of 5 average rating, 81 reviewsWILDFLOWER CABIN, NO SUNDAY CHECK INS, HOT TUB
Feb 15 – 22
Cabin in Bryant
4.91 out of 5 average rating, 172 reviewsSpectacular! INDOOR POOL,HOTTUB! Chatt Tn 21 miles
Jan 13 – 20
Cabin in Bryant
4.89 out of 5 average rating, 92 reviewsLuXuRioUs! Pool*Hot tub*FirePit! Chatt TN 21 miles
Nov 12 – 19
Cabin in Bryant
4.92 out of 5 average rating, 78 reviewsHeaVenLy!!*Pool*HotTub*Fire pit*Chatt. Tn 21 miles
Mar 3 – 10
Cabin in Bryant
4.93 out of 5 average rating, 72 reviews*POOL*BREATHTAKING*VIEW*Hot Tub! Chatt TN 21 miles
Jan 26 – Feb 2
Cabin in Bryant
4.87 out of 5 average rating, 95 reviewsElk Ridge No Sunday Check In 25 mi fromChattanooga
Sep 24 – Oct 1
Campsite in Morrison
The Happy Camper
Mar 4 – 11
Family- and pet-friendly home rentals
Home in Lynchburg
4.98 out of 5 average rating, 99 reviewsWalk to town square/JD, Pet friendly & Hottub
Sep 8 – 15
Home in Winchester
4.83 out of 5 average rating, 83 reviewsONLY 30 steps to the Lake! Quiet Secluded Private
Dec 13 – 20
Cabin in Tracy City
4.91 out of 5 average rating, 357 reviewsEco Container Cabin
Sep 4 – 11
Cabin in Lynchburg
4.95 out of 5 average rating, 149 reviewsCozy Cabin on Tims Ford Lake
Jul 28 – Aug 4
Cottage in Fayetteville
4.97 out of 5 average rating, 203 reviewsCountry Cottage Hideaway near Lynchburg
Jul 2 – 9
Apartment in Tracy City
4.94 out of 5 average rating, 108 reviewsCarriage House Farm
Apr 16 – 23
Cabin in Tracy City
4.86 out of 5 average rating, 296 reviewsMoonshine Runners Cabin
Oct 2 – 9
Home in South Pittsburg
4.89 out of 5 average rating, 403 reviewsMartin Springs Cabin.
Sep 9 – 16
Family-friendly home rentals with a pool
Cabin in Bryant
4.95 out of 5 average rating, 142 reviewsChatt. Tn 21 miles! Pool*AweSOME*HotTub*FirePit!!!
Sep 23 – 30
Cabin in Bryant
4.93 out of 5 average rating, 95 reviewsINDOOR POOL,MAGNIFICENT,HOT TUB! Chatt Tn 21 miles
Dec 21 – 28
Cabin in Bryant
4.82 out of 5 average rating, 51 reviewsPOOL*Hot tub* Rock Climb* Slide! Chatt Tn 21 miles
Jun 3 – 10
Barn in Unionville
4.97 out of 5 average rating, 198 reviewsWhiskey River Retreat-The Barn with minis
Oct 7 – 14
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
G$14,593 GYD before taxes and fees
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