Family-friendly holiday rentals in Dutchess County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dutchess County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Dutchess County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Beacon
4.96 out of 5 average rating, 310 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
17–24 Dec
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
7–14 Apr
Farm stay in Kent
4.87 out of 5 average rating, 263 reviews(°) The Wandering Peacock (°)
25 Nov – 2 Dec
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
29 Mar – 5 Apr
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
8–15 Mar
Guest house in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
26 Feb – 5 Mar
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
20–27 Sep
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
17–24 Jan
Family- and pet-friendly home rentals
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
14–21 Jun
Home in Millbrook
4.9 out of 5 average rating, 139 reviewsSerene Waterfront Mill House, Stroll to Village
1–8 Mar
Home in Poughquag
4.98 out of 5 average rating, 132 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
26 Aug – 2 Sep
Flat in Saugerties
4.91 out of 5 average rating, 171 reviewsEsopus Bend Getaway - 4 min to HITS
12–19 Nov
Home in Millerton
4.88 out of 5 average rating, 137 reviewsThe 1913 House, book 6 days get the 7th free.
26 Oct – 2 Nov
Campervan/Motorhome in Wappingers Falls
4.89 out of 5 average rating, 186 reviewsCamping(Pebble base camp) private campsite
23–30 May
Home in Beacon
4.97 out of 5 average rating, 211 reviewsMt hikes, city strolls river walks
11–18 Dec
Home in Tivoli
4.98 out of 5 average rating, 146 reviews1900's victorian farmhouse.
24 Apr – 1 May
Family-friendly home rentals with a pool
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
27 Sep – 4 Oct
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
19–26 Jun
Home in Lagrangeville
5.0 out of 5 average rating, 11 reviewsA-Frame w/ 3 Bedrooms, 2 Full Baths, Swimming Pond
9–16 Jan
Home in Saugerties
4.91 out of 5 average rating, 94 reviewsPeaceful Hudson Valley Getaway
6–13 Jun
Home in Barrytown
4.84 out of 5 average rating, 19 reviewsGorgeous 4 BR-4BR House and Pool/ Unique Location
3–10 Dec
Home in Saugerties
5.0 out of 5 average rating, 92 reviewsSaugerties Luxury Rental, Close to Skiing
10–17 Sep
Cottage in Dover Plains
5.0 out of 5 average rating, 12 reviewsCharming Country House
18–25 Nov
Home in Clinton Corners
4.94 out of 5 average rating, 17 reviewsGorgeous Hudson Valley Farmhouse with heated pool
13–20 Nov
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