Tiny house holiday rentals in Dutchess County
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Top-rated tiny home rentals in Dutchess County
Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.
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Popular amenities for tiny home rentals in Dutchess County
Family-friendly tiny home rentals
Cottage in Tivoli
4.96 out of 5 average rating, 195 reviewsClausterhaus
Guest house in Tivoli
4.94 out of 5 average rating, 212 reviewsLight-filled guest cottage
Guest house in Millbrook
4.86 out of 5 average rating, 224 reviewsQuaint Cottage near Millbrook Village
Tiny home in Hopewell Junction
4.96 out of 5 average rating, 464 reviewsThe GlassHouse: Hudson Valley Tiny Home w/Firepit
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Home in Rhinebeck
4.91 out of 5 average rating, 258 reviewsArchitectural wonder in the woods
Tiny home rentals with a patio
Guest house in Rhinebeck
4.79 out of 5 average rating, 14 reviewsCharming Rhinebeck Cottage with Wood Burning Stove
Place to stay in Hopewell Junction
4.86 out of 5 average rating, 14 reviewsUnique 1845 Artist Retreat near Appalachian Trail
Cottage in Livingston
4.97 out of 5 average rating, 39 reviewsWaterlily Lakehouse - Modern+Waterfront+Retreat
Cottage in Pawling
5.0 out of 5 average rating, 64 reviewsTwin Lakes Designer A-frame Stone Cottage
Chalet in Wappingers Falls
5.0 out of 5 average rating, 11 reviewsMCM Hudson Valley A-Frame, Near Beacon
Tiny home rentals with outdoor seating
Cottage in Red Hook
4.98 out of 5 average rating, 213 reviewsCoZy Newly Renovated Cottage in Red Hook Village
Cottage in Red Hook
4.92 out of 5 average rating, 325 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
Cabin in Fishkill
4.97 out of 5 average rating, 70 reviewsSecluded Hilltop Cabin near Beacon & Cold Spring
Home in Ancram
5.0 out of 5 average rating, 25 reviewsModern Scandinavian Farmhouse w/ Vintage Camper
Island in Pine Plains
4.98 out of 5 average rating, 63 reviewsMagical Private Island Retreat in Pine Plains
Tiny home in Saugerties
4.95 out of 5 average rating, 73 reviewsTiny Cabin Spring Getaway Experience - Saugerties
Home in Rhinebeck
4.94 out of 5 average rating, 51 reviewsRhinebeck Blue Door Cottage
Campervan/Motorhome in Ulster Park
5.0 out of 5 average rating, 20 reviewsUnique Hudson Valley Luxury Glamping + Firepit
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