Tiny house vacation rentals in Dutchess County
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Dutchess County
Guests agree: these tiny house rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dutchess County tiny house rentals
Family-friendly tiny house rentals
Cabin in Red Hook
4.96 out of 5 average rating, 335 reviewsModern Upstate Cabin, near Rhinebeck NY
Guesthouse in Tivoli
4.94 out of 5 average rating, 234 reviewsLight-filled guest cottage
Tiny home in Hopewell Junction
4.95 out of 5 average rating, 497 reviewsThe GlassHouse: Hudson Valley Tiny Home w/Firepit
Home in Rhinebeck
4.92 out of 5 average rating, 271 reviewsArchitectural wonder in the woods
Cottage in Tivoli
4.97 out of 5 average rating, 208 reviewsClausterhaus
Tiny house rentals with a patio
Cottage in Livingston
4.99 out of 5 average rating, 67 reviewsWaterlily Lakehouse - Modern+Waterfront+Retreat
Chalet in Wappingers Falls
4.93 out of 5 average rating, 15 reviewsMCM Hudson Valley A-Frame, Near Beacon
Guesthouse in Poughkeepsie
5 out of 5 average rating, 16 reviewsModern Lux Cottage in Hudson Valley!
Guesthouse in Rhinebeck
4.79 out of 5 average rating, 28 reviewsCharming Rhinebeck Cottage with Wood Burning Stove
Place to stay in Hopewell Junction
4.87 out of 5 average rating, 30 reviewsUnique 1845 Artist Retreat near Appalachian Trail
Tiny home in Beacon
4.98 out of 5 average rating, 48 reviewsWolf's Den
Tiny house rentals with outdoor seating
Cottage in Red Hook
4.98 out of 5 average rating, 240 reviewsCoZy Newly Renovated Cottage in Red Hook Village
Treehouse in Hyde Park
4.85 out of 5 average rating, 66 reviewsTreehouse With Outdoor Bathtub & Stream!
Cottage in Rhinebeck
4.92 out of 5 average rating, 142 reviewsIntimate Cottage on Private Estate
Home in Rhinebeck
4.93 out of 5 average rating, 57 reviewsRhinebeck Blue Door Cottage
Cottage in Millbrook
4.87 out of 5 average rating, 67 reviewsSweet Village Cottage, garden views, private patio
Cabin in Rhinebeck
5 out of 5 average rating, 32 reviewsPrivate upstate lake cabin w/ cedar hot tub
Cabin in Fishkill
4.96 out of 5 average rating, 91 reviewsSecluded Hilltop Cabin near Beacon & Cold Spring
Cottage in Saugerties
5 out of 5 average rating, 353 reviewsCarriage House on Falls, Walk to Village
Destinations to explore
- House rentals New York
- Tiny house rentals New York
- House rentals United States
- House rentals Manhattan
- House rentals Brooklyn
- Tiny house rentals New York
- House rentals New York
- Rentals with a fireplace Dutchess County
- Bed and breakfasts Dutchess County
- Apartment rentals Dutchess County
- Monthly Rentals Dutchess County
- Rentals with pools Dutchess County
- Rentals with a hot tub Dutchess County
- House rentals Dutchess County
- Rentals with lake access Dutchess County
- Rentals with a patio Dutchess County
- Cabin rentals Dutchess County
- Private suite rentals Dutchess County
- Rentals with a washer and dryer Dutchess County
- Guesthouse rentals Dutchess County
- Waterfront rentals Dutchess County
- Family-friendly rentals Dutchess County
- Beachfront rentals Dutchess County
- Rentals with beach access Dutchess County
- Farmstay rentals Dutchess County
- Kid-friendly rentals Dutchess County
- Rentals with breakfast Dutchess County
- Rentals with outdoor seating Dutchess County
- Pet-friendly rentals Dutchess County
- Cottage rentals Dutchess County
- Rentals with a kayak Dutchess County
- Rentals with a fire pit Dutchess County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Things to do New York
- Entertainment New York
- Art and culture New York
- Sports activities New York
- Food and drink New York
- Sightseeing New York
- Wellness New York
- Nature and outdoors New York
- Things to do Dutchess County
- Nature and outdoors Dutchess County