Kid-friendly holiday rentals in Dutchess County
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Top-rated family-friendly rentals in Dutchess County
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Popular amenities for Dutchess County family-friendly rentals
Kid-friendly house rentals
Home in Millerton
4.96 out of 5 average rating, 113 reviewsVacation Home In Millerton
25 Feb – 4 Mar
Home in Hyde Park
4.89 out of 5 average rating, 471 reviewsCozy ranch near FDR Historical Site
4–11 Oct
Home in Highland
4.96 out of 5 average rating, 141 reviewsThe Grove: beautiful two bedroom home
29 Sept – 6 Oct
Home in Kingston
4.98 out of 5 average rating, 216 reviewsDeMew House in Historic Kingston
10–17 Oct
Home in Staatsburg
4.97 out of 5 average rating, 101 reviewsRestored 1850 farmhouse w light & colonial charm
16–23 Aug
Home in Rhinebeck
4.91 out of 5 average rating, 254 reviewsArchitectural wonder in the woods
10–17 Oct
Home in Highland
4.96 out of 5 average rating, 107 reviewsHouse in Highland: Secluded Retreat
14–21 Apr
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
15–22 Oct
Family-friendly apartment rentals
Flat in Kent
4.93 out of 5 average rating, 127 reviewsLoft 22
5–12 Mar
Flat in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
1–8 Oct
Flat in Dover Plains
4.95 out of 5 average rating, 138 reviews*The Ridge House*
10–17 Oct
Flat in Millerton
4.8 out of 5 average rating, 230 reviewsGardens Galore and Village Whimsy Retreat
7–14 Dec
Flat in Wappingers Falls
4.84 out of 5 average rating, 218 reviewsPrivate Spacious Strawberry Hill Loft Home
3–10 Sept
Flat in Beacon
4.93 out of 5 average rating, 139 reviewsSunny 1 Bedroom
17–24 May
Flat in Beacon
4.99 out of 5 average rating, 152 reviewsSunlit Apartment close to Beacon’s Main Street
13–20 Jul
Flat in Red Hook
4.85 out of 5 average rating, 193 reviewsA&A's Upper Red Hook
15–22 Jun
Family-friendly apartment rentals
Apartment in Kingston
4.91 out of 5 average rating, 103 reviewsCozy home walking distance to cafés & waterfront
21–28 Aug
Apartment in Lloyd
4.57 out of 5 average rating, 7 reviewsNew! Inn at Applewood ~ Modern Rustic Getaway
4–11 Feb
Apartment in Fishkill
5.0 out of 5 average rating, 4 reviewsFishkill Living
17–24 May
Room in Saugerties
4.86 out of 5 average rating, 138 reviewsHudson Valley Hiker’s Loft-Private Room Queen Bed
7–14 Sept
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