Kid-friendly holiday rentals in Windsor County
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Windsor County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Windsor County family-friendly rentals
Kid-friendly house rentals
Home in Mount Holly
4.9 out of 5 average rating, 116 reviewsNewly renovated. Minutes to Slopes & Trails
Home in Bethel
4.85 out of 5 average rating, 131 reviewsHike, run, swim or cycle in beautiful Central VT
Home in Barnard
4.92 out of 5 average rating, 142 reviewsCozy 2bd, Tennis Court, Steps to Lake, on 6 acres
Home in Woodstock
5.0 out of 5 average rating, 111 reviewsBeautiful Woodstock Home-Perfect for entertaining
Home in Cavendish
5.0 out of 5 average rating, 100 reviewsMidcentury Hillside Retreat - Summer Paradise
Home in Hartford
4.95 out of 5 average rating, 130 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
Home in Rochester
4.97 out of 5 average rating, 185 reviewsThe Guest House at Sky Hollow
Home in Hartford
4.86 out of 5 average rating, 154 reviewsBeautiful Historic 1909 Library with a Fireplace
Family-friendly apartment rentals
Flat in Claremont
4.89 out of 5 average rating, 115 reviewsBeautiful 1 bedroom apartment with balcony
Flat in Hartland
4.96 out of 5 average rating, 103 reviewsHearth House Farm
Flat in Tunbridge
4.93 out of 5 average rating, 227 reviewsFairview
Flat in Clarendon
4.95 out of 5 average rating, 266 reviewsDog heavenly! Private, beautiful and relaxing.
Flat in Royalton
4.98 out of 5 average rating, 154 reviewsQuiet Vermont Get Away
Flat in Pittsford
4.99 out of 5 average rating, 120 reviewsWaterfront cottage walk-out suite.
Flat in Hancock
4.95 out of 5 average rating, 147 reviewsSuite in the Green Mountains
Flat in Randolph
4.98 out of 5 average rating, 133 reviewsSam'sPlace: Neat apartment close to downtown
Family-friendly apartment rentals
Apartment in Killington
4.87 out of 5 average rating, 150 reviews⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…
Apartment in Killington
4.81 out of 5 average rating, 141 reviews1BR Modern Condo @ Whiffletree Ground Fl Walkout
Apartment in Ludlow
4.92 out of 5 average rating, 124 reviewsAll Season Lovely and Zen Okemo Mt Lodge Condo
Apartment in Bridgewater
4.89 out of 5 average rating, 114 reviewsSouthgate Healing
Apartment in Killington
4.95 out of 5 average rating, 134 reviews🎿Cozy Fireplace Condo-Mins. to Everything 🚵
Apartment in Killington
4.88 out of 5 average rating, 208 reviewsKillington-Pico ski in/out Studio at base of Pico
Apartment in Killington
4.93 out of 5 average rating, 138 reviewsRenovated unit, prime location! Shuttle on/Ski off
Apartment in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
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