How many holiday rentals are available around Dutchess County?

Our 2020 accommodation listings offer a large selection of 674 holiday lettings around Dutchess County. From 481 houses to 63 cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular destinations to visit in Dutchess County?

There are many lovely places to stay for a long holiday or just a weekend break in Dutchess County. From travellers, the popular destinations to visit are:

  • Millbrook: 595 holiday homes
  • Holmes: 50 holiday homes
  • Wappingers Falls: 49 holiday homes
  • Beacon: 196 holiday homes
  • Pawling: 108 holiday homes offers you the possibility to discover many other popular destinations in Dutchess County! Please use our search bar to access the selection of self catering accommodations available in other popular destinations.

What are the main cities to discover in Dutchess County?

Whether you are travelling solo or with family and friends, here are the cities in Dutchess County with the largest selection of holiday lettings for a perfect city break:

  • Millbrook: 595 holiday lettings
  • Holmes: 50 holiday lettings
  • Wappingers Falls: 49 holiday lettings
  • Beacon: 196 holiday lettings
  • Pawling: 108 holiday lettings

For other cities, please use our search bar to access the selection of holiday homes available.

Can I find easy access holiday homes when travelling by plane to Dutchess County?

Yes of course. Our owners offer a large selection of self catering accommodations near to airports. Airports with a large selection of self catering accommodations in Dutchess County are:

  • Poughkeepsie, NY (POU-Dutchess County): 264 self catering accommodations
  • Great Barrington, MA (GBR-Walter J. Koladza): 557 self catering accommodations
  • Montgomery, NY (MGJ-Orange County): 219 self catering accommodations

For other airports, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near in Dutchess County? offers a large selection of holiday lettings near great places to visit in Dutchess County. From travellers, the top popular points of interest to stay for a holiday trip or just for a weekend are:

  • Bardavon 1869 Opera House: 318 holiday rentals
  • Hudson Highlands State Park: 180 holiday rentals
  • Frances Lehman Loeb Art Center: 310 holiday rentals
  • Clinton House State Historic Site: 318 holiday rentals
  • Franklin D. Roosevelt Presidential Library and Museum: 353 holiday rentals

But there are many other points of interest around Dutchess County listed on where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday accommodations.

Explore destinations around Dutchess County

595 holiday rentals
50 holiday rentals
Wappingers Falls
49 holiday rentals
196 holiday rentals
108 holiday rentals
Salt Point
110 holiday rentals
625 holiday rentals
741 holiday rentals
270 holiday rentals
Red Hook
494 holiday rentals
Pine Plains
493 holiday rentals
154 holiday rentals
126 holiday rentals
548 holiday rentals
Dover Plains
77 holiday rentals
Hyde Park
307 holiday rentals
Clinton Corners
163 holiday rentals
50 holiday rentals
93 holiday rentals
64 holiday rentals