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 8 – 13
Guesthouse in Tivoli
4.94 out of 5 average rating, 211 reviewsLight-filled guest cottage
Jul 20 – 27
Guesthouse in Millbrook
4.86 out of 5 average rating, 223 reviewsQuaint Cottage near Millbrook Village
Jun 6 – 13
Tiny home in Hopewell Junction
4.96 out of 5 average rating, 463 reviewsThe GlassHouse: Hudson Valley Tiny Home w/Firepit
Jul 1 – 8
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
Sep 25 – Oct 2
Cottage in Poughkeepsie
4.91 out of 5 average rating, 301 reviewsBe in Nature at this Gorgeous Riverfront Cabin
Nov 13 – 20
Home in Rhinebeck
4.91 out of 5 average rating, 255 reviewsArchitectural wonder in the woods
Sep 15 – 22
Tiny house rentals with a patio
Guesthouse in Rhinebeck
4.79 out of 5 average rating, 14 reviewsCharming Rhinebeck Cottage with Wood Burning Stove
Apr 23 – 30
Cabin in Wassaic
4.92 out of 5 average rating, 12 reviewsOffsite Camp - NEW Minimalist Modern Cabin
Oct 9 – 16
Place to stay in Hopewell Junction
4.86 out of 5 average rating, 14 reviewsUnique 1845 Artist Retreat near Appalachian Trail
Jan 17 – 24
Cottage in Livingston
4.97 out of 5 average rating, 38 reviewsWaterlily Lakehouse - Modern+Waterfront+Retreat
Oct 9 – 16
Cottage in Pawling
5.0 out of 5 average rating, 62 reviewsTwin Lakes Designer A-frame Stone Cottage
Apr 7 – 14
Chalet in Wappingers Falls
5.0 out of 5 average rating, 11 reviewsMCM Hudson Valley A-Frame, Near Beacon
Jul 15 – 22
Tiny house rentals with outdoor seating
Cottage in Saugerties
5.0 out of 5 average rating, 314 reviewsCarriage House on Falls, Walk to Village
Oct 6 – 13
Cottage in Red Hook
4.98 out of 5 average rating, 211 reviewsCoZy Newly Renovated Cottage in Red Hook Village
Sep 19 – 26
Cottage in Red Hook
4.92 out of 5 average rating, 324 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
Aug 1 – 8
Cabin in Fishkill
4.97 out of 5 average rating, 68 reviewsSecluded Hilltop Cabin near Beacon & Cold Spring
Jul 25 – Aug 1
Home in Ancram
5.0 out of 5 average rating, 24 reviewsModern Scandinavian Farmhouse w/ Vintage Camper
Jul 29 – Aug 5
Island in Pine Plains
4.98 out of 5 average rating, 63 reviewsMagical Private Island Retreat in Pine Plains
Feb 13 – 20
Home in Rhinebeck
4.94 out of 5 average rating, 51 reviewsRhinebeck Blue Door Cottage
Nov 19 – 26
Tiny home in Saugerties
4.94 out of 5 average rating, 70 reviewsTiny Cabin Spring Getaway Experience - Saugerties
Mar 30 – Apr 6
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