Dutchess County vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Dutchess County
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dutchess County vacation rentals
Other great vacation rentals in Dutchess County
Guest favorite
Cottage in Ulster Park
4.94 out of 5 average rating, 187 reviewsHidden Gem Cottage β cozy escape to play or WFH
Guest favorite
Home in Hyde Park
4.85 out of 5 average rating, 186 reviewsVillage Cape Getaway
Guest favorite
Apartment in Rhinebeck
4.99 out of 5 average rating, 162 reviewsRhinebeck Ridge - A Woodland Studio Retreat
Guest favorite
Apartment in Millbrook
4.98 out of 5 average rating, 282 reviewsBlue Cottage Apartment in Village of Millbrook
Guest favorite
Guesthouse in Hyde Park
4.99 out of 5 average rating, 636 reviewsModern cottage with Hudson River view
Guest favorite
Cottage in Pine Plains
4.98 out of 5 average rating, 121 reviewsPine Plains Cottage
Guest favorite
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Guest favorite
Apartment in Kent
4.93 out of 5 average rating, 128 reviewsLoft 22
Other great vacation rentals in Dutchess County
Guest favorite
Guest suite in Marlboro
4.97 out of 5 average rating, 403 reviewsSpacious & Private Hudson Valley Getaway
Guest favorite
Guest suite in Red Hook
4.9 out of 5 average rating, 303 reviewsthe farmhouse suite at gallatin farmstead
Guest favorite
Guesthouse in Stanfordville
4.92 out of 5 average rating, 165 reviewsEco Cottage in the Woods
Guest favorite
Apartment in Kingston
4.96 out of 5 average rating, 189 reviewsDeMew Townhouse in Historic Kingston
Guest favorite
Home in Hyde Park
4.89 out of 5 average rating, 473 reviewsCozy ranch near FDR Historical Site
Guest favorite
Guest suite in Millerton
4.93 out of 5 average rating, 323 reviewsRomantic Sunset-50 mile view!
Guest favorite
Loft in Pleasant Valley
5.0 out of 5 average rating, 18 reviewsBe our guest at The Nest!
Guest favorite
Apartment in Amenia
5.0 out of 5 average rating, 30 reviewsAmenia Main St Cozy Studio
Destinations to explore
- Apartment rentalsΒ Dutchess County
- House rentalsΒ Dutchess County
- Private suite rentalsΒ Dutchess County
- Rentals with a patioΒ Dutchess County
- Waterfront rentalsΒ Dutchess County
- Family-friendly rentalsΒ Dutchess County
- Rentals with breakfastΒ Dutchess County
- Rentals with outdoor seatingΒ Dutchess County
- Rentals with beach accessΒ Dutchess County
- Farmstay rentalsΒ Dutchess County
- Beachfront rentalsΒ Dutchess County
- Cottage rentalsΒ Dutchess County
- Pet-friendly rentalsΒ Dutchess County
- Tiny house rentalsΒ Dutchess County
- Rentals with lake accessΒ Dutchess County
- Rentals with a fire pitΒ Dutchess County
- Rentals with a washer and dryerΒ Dutchess County
- Rentals with a kayakΒ Dutchess County
- Monthly RentalsΒ Dutchess County
- Kid-friendly rentalsΒ Dutchess County
- Cabin rentalsΒ Dutchess County
- Bed and breakfastsΒ Dutchess County
- Rentals with poolsΒ Dutchess County
- Rentals with a hot tubΒ Dutchess County
- Rentals with a fireplaceΒ Dutchess County
- Guesthouse rentalsΒ Dutchess County
- CabinsΒ United States
- TreehousesΒ United States
- GlampingΒ United States
- Tiny HousesΒ United States
- Beach HousesΒ United States
- Campers and RVsΒ United States
- LakehousesΒ United States
- Yurt RentalsΒ United States
- Yurt RentalsΒ United Kingdom
- Castle RentalsΒ United States
- HouseboatsΒ United States
- Holiday CaravansΒ United Kingdom
- Private Island RentalsΒ United States
- Farm HousesΒ United States
- Farm CottagesΒ United Kingdom
- Cabin RentalsΒ Australia
- Luxury CabinsΒ United Kingdom
- Luxury CabinsΒ United States
- Holiday ChaletsΒ United Kingdom
- Cottage RentalsΒ United States
- Holiday CottagesΒ United Kingdom
- Mansion RentalsΒ United States
- Villa RentalsΒ United Kingdom
- Holiday BungalowsΒ United Kingdom
- Bungalow RentalsΒ United States
- Condo RentalsΒ United States
- Holiday ApartmentsΒ Australia
- Holiday HousesΒ United States
- Holiday HousesΒ United Kingdom
- Private Holiday RentalsΒ United Kingdom
- Big House RentalsΒ United States
- Big CottagesΒ Australia
- Large VillasΒ United Kingdom
- House Rentals with a PoolΒ United States
- Cabin Rentals with a PoolΒ United States
- Villas with a PoolΒ United Kingdom
- Apartments with a Hot TubΒ United States
- Holiday Cottages with a Hot TubΒ United Kingdom
- Beach CabinsΒ United States
- Beach CondosΒ United States
- Beachfront RentalsΒ United States
- Beach HousesΒ United Kingdom
- Beach VillasΒ United Kingdom
- Coastal CottagesΒ United Kingdom
- Pet-Friendly Vacation RentalsΒ United States
- Pet-Friendly Beach RentalsΒ United States
- Pet-Friendly Cabin RentalsΒ United States
- Dog-Friendly CottagesΒ United Kingdom
- Luxury Dog-Friendly CottagesΒ United Kingdom
- Family travel hubΒ Tips and inspiration
- Family budget travelΒ Get there for less
- Vacation ideas for any budgetΒ Make it special without making it spendy
- Travel Europe on a budgetΒ How to take the kids to Europe for less
- Outdoor adventureΒ Explore nature with the family
- Bucket list national parksΒ Must-see parks for family travel
- Kid-friendly state parksΒ Check out these family-friendly hikes