Family-friendly vacation rentals in Litchfield County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Litchfield County
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 Litchfield County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Goshen
4.9 out of 5 average rating, 48 reviewsCharming renovated farmhouse with hot-tub
Oct 1 – 8
Home in Litchfield
4.7 out of 5 average rating, 100 reviewsPrana Residence Spa Indoor Pool
Feb 3 – 10
Home in Roxbury
5.0 out of 5 average rating, 8 reviewsZoom In Map Best Roxbury "Painter Hill" PoshPadsCT
Jun 22 – 29
Home in Sharon
4.72 out of 5 average rating, 18 reviews1700's Historical Home on Quiet 26 Acres w/ River
Nov 13 – 20
Home in Litchfield
4.95 out of 5 average rating, 88 reviewsHome in historic Litchfield village
Apr 15 – 22
Home in Washington
4.96 out of 5 average rating, 25 reviewsGlorious Washington Country Estate
Aug 12 – 19
Home in Warren
4.38 out of 5 average rating, 13 reviewsStrawberry Ridge Chalet with Hot Tub & Sauna!
Jan 3 – 10
Home in Washington
4.79 out of 5 average rating, 19 reviewsZoomIn Map BestTown Washington "Kirby" PoshPadsCT
May 31 – Jun 7
Family- and pet-friendly home rentals
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Oct 5 – 12
Home in Millerton
4.88 out of 5 average rating, 137 reviewsThe 1913 House, book 6 days get the 7th free.
Oct 28 – Nov 4
Home in Warren
4.93 out of 5 average rating, 103 reviewsLitchfield County Getaway
Nov 28 – Dec 5
Home in New Milford
4.88 out of 5 average rating, 165 reviewsRenovated, one level home in an excellent location
Jan 13 – 20
Cabin in New Milford
4.82 out of 5 average rating, 116 reviewsA-Frame Cottage off Candlewood Lake
Sep 28 – Oct 5
Home in Litchfield
4.74 out of 5 average rating, 142 reviewsRiverfront Farmhouse
Aug 23 – 30
Cottage in Litchfield
4.99 out of 5 average rating, 77 reviewsThe House on the Hill
May 9 – 16
Home in Warren
4.94 out of 5 average rating, 98 reviewsBliss Cottage on Lake Waramug
Apr 22 – 29
Family-friendly home rentals with a pool
Cottage in Litchfield
4.98 out of 5 average rating, 65 reviewsCottage on Litchfield Farm
Dec 27 – Jan 3
Farm stay in Kent
4.77 out of 5 average rating, 305 reviewsThe Spirit Horse Farm in Kent, Ct.
Mar 16 – 23
Home in Sharon
5.0 out of 5 average rating, 35 reviewsCharming, peaceful cottage + magical view + pool
Home in Washington
4.75 out of 5 average rating, 20 reviewsFallen Fence 40 Private Acres Heated Pool & EVC!
Jul 10 – 17
Cottage in New Milford
4.9 out of 5 average rating, 52 reviewsBUNTING HOUSE : CANDLEWOOD LAKEFRONT! 3BR CHALET
Aug 30 – Sep 6
Home in Millerton
4.98 out of 5 average rating, 52 reviewsScandinavian Modern Upstate House w/Pool & Sauna
Jul 24 – 31
Home in Millerton
4.81 out of 5 average rating, 48 reviews1893 village farmhouse with pool
May 12 – 19
Home in Washington
4.96 out of 5 average rating, 24 reviewsSimply Serene: 5 ensuite bdrm and maximum coziness
Oct 11 – 18
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