Kid-friendly vacation rentals in Windsor County
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Top-rated kid-friendly rentals in Windsor County
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windsor County kid-friendly rentals
Kid-friendly house rentals
Home in Ludlow
4.92 out of 5 average rating, 139 reviews149 Upper Crossroad Unit A
Oct 20 – 27
Home in Bethel
4.85 out of 5 average rating, 130 reviewsHike, run, swim or cycle in beautiful Central VT
Aug 14 – 21
Home in West Windsor
4.98 out of 5 average rating, 163 reviewsMeadow View. 35 acres outside your door!
Apr 19 – 26
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
Sep 17 – 24
Home in Mount Holly
4.9 out of 5 average rating, 116 reviewsNewly renovated. Minutes to Slopes & Trails
Sep 25 – Oct 2
Home in Rochester
4.97 out of 5 average rating, 182 reviewsThe Guest House at Sky Hollow
Jan 12 – 19
Home in Hartford
4.95 out of 5 average rating, 130 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
Sep 12 – 19
Home in Barnard
4.92 out of 5 average rating, 141 reviewsCozy 2bd, Tennis Court, Steps to Lake, on 6 acres
Jan 27 – Feb 3
Kid-friendly apartment rentals
Apartment in Tunbridge
4.92 out of 5 average rating, 219 reviewsFairview
Jan 11 – 18
Apartment in Claremont
4.88 out of 5 average rating, 111 reviewsBeautiful 1 bedroom apartment with balcony
Mar 12 – 19
Apartment in Hancock
4.95 out of 5 average rating, 146 reviewsSuite in the Green Mountains
May 15 – 22
Apartment in Weathersfield
4.99 out of 5 average rating, 157 reviewsThe Loft at Weathersfield
Mar 4 – 11
Apartment in Hartland
4.96 out of 5 average rating, 100 reviewsHearth House Farm
Apr 11 – 18
Apartment in Pittsford
4.99 out of 5 average rating, 118 reviewsWaterfront cottage walk-out suite.
Jul 6 – 13
Apartment in Royalton
4.98 out of 5 average rating, 149 reviewsQuiet Vermont Get Away
Nov 25 – Dec 2
Apartment in Bethel
4.96 out of 5 average rating, 170 reviewsFred Eddy Farmhouse
Oct 15 – 22
Kid-friendly condo rentals
Condo in Ludlow
4.92 out of 5 average rating, 122 reviewsAll Season Lovely and Zen Okemo Mt Lodge Condo
May 14 – 21
Condo in Killington
4.81 out of 5 average rating, 140 reviews1BR Modern Condo @ Whiffletree Ground Fl Walkout
May 24 – 31
Condo in Killington
4.89 out of 5 average rating, 203 reviewsKillington-Pico ski in/out Studio at base of Pico
Jul 14 – 21
Condo in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
Jun 11 – 18
Condo in Killington
4.94 out of 5 average rating, 152 reviewsBright Ski on/off Condo Full Kitchen-Free Shuttle!
May 29 – Jun 5
Condo in Killington
4.94 out of 5 average rating, 175 reviewsWalk or Shuttle to Lifts/2BR @ Mt. Green Resort
Aug 17 – 24
Condo in Killington
4.93 out of 5 average rating, 182 reviewsNewly renovated ski retreat at Killington
Sep 1 – 8
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Jul 1 – 8
Destinations to explore
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