Dutchess County Accommodations - Hotels & Rentals
About Dutchess County Vacation Rentals
Discover More than 805 Incredible Getaway Rentals Available in Dutchess County. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Dutchess County.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Dutchess County, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Dutchess County. The Average Size of Places to Stay Near Dutchess County is 1142.81 ft², with Prices Averaging US $538 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Dutchess County. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
Top Hotels & Vacation Rentals in Dutchess County
| Type | Count |
|---|---|
| Vacation Homes | 442 |
| Holiday Apartments | 131 |
| Cottages | 39 |
| Villas | 7 |
Use these Quick Filters to Find a Vacation Rental in Dutchess County
★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Dutchess County with Online Reservations.
Weather in Dutchess County, NY
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Activities Dutchess CountyGuest Reviews Local Attractions
A Large Selection of Hotels and Vacation Rentals from Around the World Dutchess CountyGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey
Find Hotels & Vacation Rentals in these Cities and Neighborhoods
Frequently Asked Questions About Dutchess County?
What are the top hotels, lake houses & vacation rentals in Dutchess County?
We provide an array of great vacation destinations in Dutchess County. If you are looking to stay in or around the Dutchess County area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Dutchess County:
- WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
- Quiet Lakefront Retreat only 80 minutes from NYC- with Private Dock
- Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
- Romantic Log Cabin on Privately-Owned Lake with Fireplace
- Charming Brick House -Hudson Valley
- Bluebird Valley Farmhouse
- Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
- PRIVATE 65 ACRE ESTATE - POOL, TENNIS, PICKLEBALL, 4BR BOOK JULY OR AUG 2026 NOW
- Hudson Valley Horse Farm Retreat in Salt Point
- Mid-Century DJ’s Dream
How many Hotels & Vacation Rentals have private pools in Dutchess County?
We have 100 Hotels & Vacation Rentals featuring a private pool in and near Dutchess County. Some of the best destinations to stay that feature or have access to a swimming pool are:
- Home2 Suites By Hilton Poughkeepsie
- SpringHill Suites by Marriott Fishkill
- Residence Inn by Marriott Fishkill
- Hyatt Place Poughkeepsie - Hudson Valley
Which hotel, lake house, or vacation rental in Dutchess County is best for families?
Searching for a family-friendly getaway in Dutchess County? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Dutchess County?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2026 is over 805 in the Dutchess County area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Dutchess County.
