Title: Dutchess County Vacation Rentals from CA $200: Short-Term Rentals for 2026 | Expedia.ca

[Dutchess County Hotels](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Hotel-Destinations)[Dutchess County Car Rentals](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Car-Rental-Destinations)[Dutchess County Vacations](https://expedia.ca/Dutchess-County.d553248635083914455.Destination-Travel-Guides)

![B06FJJ Business district of Beacon New York Hudson Valley. Image shot 2008. Exact date unknown.](https://images.trvl-media.com/place/6173904/55c8df06-2cd9-4a33-bcb7-e73edea8924b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Dutchess County Vacation Rentals

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## Top Cities in Dutchess County

![Franklin D. Roosevelt Presidential Library and Museum showing heritage architecture and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92764-Franklin-D-Roosevelt-Presidential-Library-And-Museum.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Hyde Park

[](https://expedia.ca/Hyde-Park-Vacation-Rentals.d117834.Travel-Guide-VacationRentals)

![Rhinebeck featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92721-Rhinebeck.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Rhinebeck

[](https://expedia.ca/Rhinebeck-Vacation-Rentals.d55927.Travel-Guide-VacationRentals)

![](https://mediaim.expedia.com/destination/2/5ed4e498e823f3c45f8a5b89326df92e.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Beacon

[](https://expedia.ca/Beacon-Vacation-Rentals.d6173904.Travel-Guide-VacationRentals)

![](https://mediaim.expedia.com/destination/2/fc4f510130aae06862919d0e1b6237b6.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Millbrook

[](https://expedia.ca/Millbrook-Vacation-Rentals.d6051715.Travel-Guide-VacationRentals)

## Our top choices for Dutchess County vacation rentals

![Exterior](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/2937aa9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/cfe1db7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/c9c9184b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/75238cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Staatsburg

[](https://www.expedia.ca/Staatsburg-Hotels-The-Church-Circa-1880s.h88066557.Hotel-Information)

9.8/10

Exceptional

(86)

"Nice stay in an interesting building in an amazing setting. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen S.

[](https://www.expedia.ca/Staatsburg-Hotels-The-Church-Circa-1880s.h88066557.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/1bd3c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/86da8ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/7aae90a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

9.6/10

Exceptional

(50)

"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen K.

CA $340

CA $433 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/f03c48b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/fb817471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/d0114772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/3837d8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Staatsburg

[](https://www.expedia.ca/Hyde-Park-Hotels-Mid-Century-DJs-Dream.h92355918.Hotel-Information)

10/10

Exceptional

(44)

"Location is well furnished and near many attractionHost versatile and well versed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alberto M.

CA $154

CA $270 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Hyde-Park-Hotels-Mid-Century-DJs-Dream.h92355918.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/0589087f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/59aad7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/02b6e736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/4acf5981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Fishkill

[](https://www.expedia.ca/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information)

10/10

Exceptional

(3)

"Ideal cabin getaway. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nadja E.

CA $416

CA $622 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/75b18da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/62a1e2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/9c93ce23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/f3de8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Stunning-5-Bedroom-House-With-AC-Heat-In-Charming-Poughkeepsie-NY.h120384809.Hotel-Information)

10/10

Exceptional

(2)

"Great host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsey F.

CA $297

CA $886 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Stunning-5-Bedroom-House-With-AC-Heat-In-Charming-Poughkeepsie-NY.h120384809.Hotel-Information)

![Standard Cabin, 1 Queen Bed | Exterior](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/128ce2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Cabin, 2 Queen Beds | Private kitchen](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/608763ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/e46ce1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/390658f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Catskill

[](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

9.6/10

Exceptional

(109)

"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yessica

CA $164

CA $236 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d78d1e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/287e98ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/4eca1141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Hudson

[](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

9.2/10

Wonderful

(132)

"Clean, pet friendly , just an overall super nice place to stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gail

CA $179

CA $200 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/87bd4bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/40b283f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/35f82f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/d5b9ea3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Woodstock

[](https://www.expedia.ca/Woodstock-Hotels-Streamside-Cottage-Half-Mile-To-Town-Of-Woodstock.h34340496.Hotel-Information)

10/10

Exceptional

(262)

"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

[](https://www.expedia.ca/Woodstock-Hotels-Streamside-Cottage-Half-Mile-To-Town-Of-Woodstock.h34340496.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/8c96124e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/8ea1adb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/2914f4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/abf51a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kingston

[](https://www.expedia.ca/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information)

9.8/10

Exceptional

(62)

"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca

CA $227

CA $357 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/5d0b5fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/6fe4c639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/cd08754d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in woodstock

[](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information)

9.0/10

Wonderful

(46)

"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon F.

CA $248

CA $427 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/1a3bc4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/992f7c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/86e324f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/fd38f49c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Saugerties

[](https://www.expedia.ca/Kingston-Hotels-A-Place-In-The-Woods-Cabin-On-Chloes-Lake-On-20-Acres-Near-Woodstock.h34016618.Hotel-Information)

8.2/10

Very good

(46)

"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Josh M.

CA $172

CA $223 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Kingston-Hotels-A-Place-In-The-Woods-Cabin-On-Chloes-Lake-On-20-Acres-Near-Woodstock.h34016618.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/33000000/32993700/32993694/27eb39a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/33000000/32993700/32993694/a165532b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/33000000/32993700/32993694/04318812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/33000000/32993700/32993694/a2ab229d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Saugerties

[](https://www.expedia.ca/Saugerties-Hotels-A-Spectacular-50-Mile-View-Of-The-Hudson-Valley-In-All-Seasons.h32993694.Hotel-Information)

9.8/10

Exceptional

(95)

"Enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mike T.

[](https://www.expedia.ca/Saugerties-Hotels-A-Spectacular-50-Mile-View-Of-The-Hudson-Valley-In-All-Seasons.h32993694.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/67801e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Fort Montgomery

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

9.8/10

Exceptional

(129)

"It has an incredible mountain and water view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MIHYUN

CA $259

CA $419 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/9f0ce022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/70096d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/c553f5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/22655253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Newburgh

[](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information)

9.0/10

Wonderful

(15)

"Very cozy stay with responsive host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adhith P.

CA $495

CA $658 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71560000/71554500/71554438/74754379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71560000/71554500/71554438/42cc2a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71560000/71554500/71554438/ac1c7893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/72000000/71560000/71554500/71554438/a8ad041f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kingston

[](https://www.expedia.ca/Kingston-Hotels-Chic-Hudson-Valley-Escape-With-Jacuzzi-Tub.h71554438.Hotel-Information)

9.6/10

Exceptional

(25)

"A lovely place and Seth is always so helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn L.

CA $136

CA $342 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Kingston-Hotels-Chic-Hudson-Valley-Escape-With-Jacuzzi-Tub.h71554438.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/6b735a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/892e5bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/c3b81c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/e30acbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Glasco

[](https://www.expedia.ca/Glasco-Hotels-Hamptons-On-The-Hudson-In-South-Saugerties.h78261524.Hotel-Information)

10/10

Exceptional

(36)

"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Courtney W.

[](https://www.expedia.ca/Glasco-Hotels-Hamptons-On-The-Hudson-In-South-Saugerties.h78261524.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57226600/57226527/81279508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57230000/57226600/57226527/a2305b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57230000/57226600/57226527/2d40558d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57230000/57226600/57226527/c4f02bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Hunter

[](https://www.expedia.ca/Hunter-Hotels-THE-LUXURY-LODGE-SKI.h57226527.Hotel-Information)

10/10

Exceptional

(271)

"House was great. Plenty of beds, great kitchen and large table for all. Kitchen was well stocked. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah A.

CA $717

CA $1,527 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Hunter-Hotels-THE-LUXURY-LODGE-SKI.h57226527.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/ff41cdbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, music library](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/67db9f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/fcb7977e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/80926409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bearsville

[](https://www.expedia.ca/Bearsville-Hotels-Luxurious-Woodstock-Home-Rental-Catskill-Mountains-Views-Private-Retreat.h30039629.Hotel-Information)

10/10

Exceptional

(124)

"A beautiful house on a stunning property. Looking forward to coming back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

A. M.

[](https://www.expedia.ca/Bearsville-Hotels-Luxurious-Woodstock-Home-Rental-Catskill-Mountains-Views-Private-Retreat.h30039629.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/967cf31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/9dec9876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/0cbbd44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/39c47247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in West Shokan

[](https://www.expedia.ca/Town-Of-Olive-Hotels-Relaxing.h42276817.Hotel-Information)

10/10

Exceptional

(56)

"Wonderful experience and beautiful property."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James B.

[](https://www.expedia.ca/Town-Of-Olive-Hotels-Relaxing.h42276817.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/a5e03cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/3da8d122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/w1284h722x0y11-acf4b792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/fe909468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Saugerties

[](https://www.expedia.ca/Saugerties-Hotels-Sexiest-Lil-Cabin-In-Saugerties.h86326150.Hotel-Information)

9.0/10

Wonderful

(13)

"We had a great time staying at the Washburn Cabin! Plenty of amenities and little touches that made it a pleasant stay, but it still felt like we were unplugged and had plenty of privacy."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jo P.

[](https://www.expedia.ca/Saugerties-Hotels-Sexiest-Lil-Cabin-In-Saugerties.h86326150.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01&regionId=553248635083914455&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=CHALET)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America&regionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VILLA)

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## Top Dutchess County Hotel Reviews

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Very clean. Friendly staff. Breakfast was excellent. Room was great. What a surprise that Santa was there for breakfast. Would definitely go back."

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Holiday Inn Express Poughkeepsie by IHG](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg)

### Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"Clean room, nice amenities, great service, amazing staff"

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information)

![Homewood Suites by Hilton Poughkeepsie](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452_y.jpg)

### Homewood Suites by Hilton Poughkeepsie

10/10 Excellent

"Room was very large and hotel had everything we needed"

[](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information)

![Hampton Inn Fishkill](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e_y.jpg)

### Hampton Inn Fishkill

10/10 Excellent

"Excellent stay, personnel and breakfast!! "

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information)

![Beekman Arms Hotel](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg)

### Beekman Arms Hotel

10/10 Excellent

"A beautiful hotel and we look forward to seeing it again when renovations are completed "

[](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Great Hotel A++"

[](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"For more than thirty years, every single time I have stayed at a Marriott Hotel, I have been massively impressed with the phenomenal level of customer service, cleanliness and comfortable rooms. Also, I LOVE seeing a lamp next to seating, so I can read a book and lounge, at the same time. Finally, I did not see any of donald trump's gestapo, which was a very good thing."

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg)

### Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"Breakfast is the best! "

[](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg)

### Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Very spacious room with great bathroom."

[](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information)

## Find out more about Dutchess County

**Everything you need to know about** **Dutchess County** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dutchess County vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dutchess County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Dutchess County vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Dutchess County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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. The selection of Dutchess County vacation rentals we have selected for you start as low as CA $200 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Dutchess County rentals**

At Expedia, we put the best Dutchess County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dutchess County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dutchess County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dutchess County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

- Popular Dutchess County Cities
- All accommodation types in Dutchess County

- [Rhinebeck Vacation Rentals ](https://expedia.ca/Rhinebeck-Vacation-Rentals.d55927.Travel-Guide-VacationRentals)
- [Beacon Vacation Rentals ](https://expedia.ca/Beacon-Vacation-Rentals.d6173904.Travel-Guide-VacationRentals)
- [Hyde Park Vacation Rentals ](https://expedia.ca/Hyde-Park-Vacation-Rentals.d117834.Travel-Guide-VacationRentals)
- [Millbrook Vacation Rentals ](https://expedia.ca/Millbrook-Vacation-Rentals.d6051715.Travel-Guide-VacationRentals)
- [Pleasant Valley Vacation Rentals ](https://expedia.ca/Pleasant-Valley-Vacation-Rentals.d6046250.Travel-Guide-VacationRentals)
- [Salt Point Vacation Rentals ](https://expedia.ca/Salt-Point-Vacation-Rentals.d553248635975849207.Travel-Guide-VacationRentals)

- [Vacation Homes in Dutchess County ](https://expedia.ca/Dutchess-County-Private-Vacation-Homes.d553248635083914455-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Dutchess County ](https://expedia.ca/Dutchess-County-Apartments.d553248635083914455-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Dutchess County ](https://expedia.ca/Dutchess-County-Cottages.d553248635083914455-aaCottages.Travel-Guide-Accommodation)
- [B&B in Dutchess County ](https://expedia.ca/Dutchess-County-Bed-And-Breakfast.d553248635083914455-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Dutchess County ](https://expedia.ca/Dutchess-County-Cabins.d553248635083914455-aaCabins.Travel-Guide-Accommodation)
- [Motels in Dutchess County ](https://expedia.ca/Dutchess-County-Motels.d553248635083914455-aaMotels.Travel-Guide-Accommodation)
- [Lodges in Dutchess County ](https://expedia.ca/Dutchess-County-Lodges.d553248635083914455-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Dutchess County ](https://expedia.ca/Dutchess-County-RV-Parks.d553248635083914455-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Dutchess County ](https://expedia.ca/Dutchess-County-Inns.d553248635083914455-aaInns.Travel-Guide-Accommodation)
- [Farmstay in Dutchess County ](https://expedia.ca/Dutchess-County-Agritourism.d553248635083914455-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Dutchess County ](https://expedia.ca/Dutchess-County-Guest-Houses.d553248635083914455-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Dutchess County ](https://expedia.ca/Dutchess-County-Villas.d553248635083914455-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Dutchess County ](https://expedia.ca/Dutchess-County-Condos.d553248635083914455-aaCondos.Travel-Guide-Accommodation)