
Vacation Rentals in Dutchess County
- Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
- OneKeyCashEarn OneKeyCash on all your eligible bookings
- Upfront pricingWe are not like the others - we include taxes and fees
Top Cities in Dutchess County

Poughkeepsie
Our top choices for Dutchess County vacation rentals

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hudson Valley Farm Getaway- West/Llama Lover Lane
Hudson Valley Farm Getaway- West/Llama Lover Lane
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
"Country outside the city " 3 bedrooms 2 full bathrooms
"Country outside the city " 3 bedrooms 2 full bathroomsFind vacation rentals that suit your style
Top Dutchess County Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center
Find out more about Dutchess County
Discover your perfect Dutchess County vacation rental with Expedia
How many vacation rentals are available in Dutchess County?
Expedia has plenty of vacation rentals to choose from in and around Dutchess County, so you’re guaranteed to find the right one for you.
How much is a vacation rental in Dutchess County?
The selection of Dutchess County vacation rentals we have selected for you start as low as $152 per night. Entering your travel dates in the search wizard you might find even better deals!
What type of vacation rental can I get in Dutchess County?
Vacation rentals in Dutchess County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Dutchess County vacation rentals to suit everyone.
Why should I choose a vacation rental in Dutchess County?
Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Dutchess County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.
How do I find the best deal on a vacation rental in Dutchess County?
Find vacation rentals in Dutchess County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Dutchess County.
What amenities are available in a vacation rental in Dutchess County?
The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Dutchess County vacation rentals designed to suit every budget and trip type.
When is the best time to stay in a vacation rental in Dutchess County?
Everytime is a great time to head to Dutchess County! Staying in a Dutchess County vacation rentals you will always find lots going on to keep you entertained.
Why book a vacation rental with Expedia?
Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Dutchess County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Dutchess County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Dutchess County, you can save even more.
Can I cancel my vacation rental through Expedia?
Yes, you can cancel or change your Dutchess County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.
Explore a world of travel with Expedia
- Poughkeepsie Vacation Rentals
- Rhinebeck Vacation Rentals
- Beacon Vacation Rentals
- Fishkill Vacation Rentals
- Hyde Park Vacation Rentals
- Wappingers Falls Vacation Rentals
- Millbrook Vacation Rentals
- Red Hook Vacation Rentals
- Hopewell Junction Vacation Rentals
- Pawling Vacation Rentals
- Millerton Vacation Rentals
- Pleasant Valley Vacation Rentals
- Amenia Vacation Rentals
- Staatsburg Vacation Rentals
- Clinton Corners Vacation Rentals
- Dover Plains Vacation Rentals
- Holmes Vacation Rentals
- Stormville Vacation Rentals
- Annandale-on-Hudson Vacation Rentals
- Vacation Homes in Dutchess County
- Apartments in Dutchess County
- Cottages in Dutchess County
- B&B in Dutchess County
- Cabin Rentals in Dutchess County
- Motels in Dutchess County
- Lodges in Dutchess County
- RV Parks in Dutchess County
- Inns in Dutchess County
- Farmstay in Dutchess County
- Guest Houses in Dutchess County
- Villas in Dutchess County
- Condo Rentals in Dutchess County




















































































