Tiny house vacation rentals in Dutchess County
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Top-rated tiny house rentals in Dutchess County
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Popular amenities for Dutchess County tiny house rentals
Family-friendly tiny house rentals
Cottage in Tivoli
4.96 out of 5 average rating, 194 reviewsClausterhaus
Sep. 5 – 10
Guesthouse in Tivoli
4.94 out of 5 average rating, 210 reviewsLight-filled guest cottage
Jun. 17 – 24
Guesthouse in Millbrook
4.86 out of 5 average rating, 223 reviewsQuaint Cottage near Millbrook Village
Jul. 9 – 16
Tiny homes in Hopewell Junction
4.96 out of 5 average rating, 463 reviewsThe GlassHouse: Hudson Valley Tiny Home w/Firepit
May 17 – 24
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
Sep. 21 – 28
Cottage in Poughkeepsie
4.91 out of 5 average rating, 301 reviewsBe in Nature at this Gorgeous Riverfront Cabin
Jan. 9 – 16
Home in Rhinebeck
4.91 out of 5 average rating, 255 reviewsArchitectural wonder in the woods
Jul. 17 – 24
Tiny house rentals with an outdoor patio
Guesthouse in Rhinebeck
4.79 out of 5 average rating, 14 reviewsCharming Rhinebeck Cottage with Wood Burning Stove
Jan. 24 – 31
Place to stay in Hopewell Junction
4.86 out of 5 average rating, 14 reviewsUnique 1845 Artist Retreat near Appalachian Trail
Jan. 13 – 20
Cabin in Wassaic
4.92 out of 5 average rating, 12 reviewsOffsite Camp - NEW Minimalist Modern Cabin
Jul. 2 – 9
Cottage in Livingston
4.97 out of 5 average rating, 38 reviewsWaterlily Lakehouse - Modern+Waterfront+Retreat
Jul. 23 – 30
Cottage in Pawling
5.0 out of 5 average rating, 62 reviewsTwin Lakes Designer A-frame Stone Cottage
Apr. 12 – 19
Chalet in Wappingers Falls
5.0 out of 5 average rating, 11 reviewsMCM Hudson Valley A-Frame, Near Beacon
Jul. 7 – 14
Tiny house rentals with outdoor seating
Cottage in Saugerties
5.0 out of 5 average rating, 314 reviewsCarriage House on Falls, Walk to Village
Sep. 1 – 8
Cottage in Red Hook
4.98 out of 5 average rating, 211 reviewsCoZy Newly Renovated Cottage in Red Hook Village
Sep. 24 – Oct. 1
Cottage in Red Hook
4.92 out of 5 average rating, 324 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
Mar. 25 – Apr. 1
Cabin in Fishkill
4.97 out of 5 average rating, 68 reviewsSecluded Hilltop Cabin near Beacon & Cold Spring
Jun. 23 – 30
Home in Ancram
5.0 out of 5 average rating, 24 reviewsModern Scandinavian Farmhouse w/ Vintage Camper
Jan. 9 – 16
Island in Pine Plains
4.98 out of 5 average rating, 62 reviewsMagical Private Island Retreat in Pine Plains
Jun. 17 – 24
Home in Rhinebeck
4.94 out of 5 average rating, 51 reviewsRhinebeck Blue Door Cottage
Nov. 16 – 23
Tiny homes in Saugerties
4.94 out of 5 average rating, 70 reviewsTiny Cabin Spring Getaway Experience - Saugerties
Sep. 22 – 29
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