Holiday Homes in Fishkill

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Find holiday rentals that suit your style

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Cabins
Cabins
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Apartments
Apartments

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Fishkill holiday homes

An outdoor patio area with a covered seating area, a pool, and potted plants.

1. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (81 reviews)
"The property was as advertised and met our needs for our trip."
United States
Sara
The price is NZ$561
includes taxes & fees
15 Nov - 16 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

2. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is NZ$719
includes taxes & fees
16 Nov - 17 Nov
Red Cottage - Lakeside Property!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

3. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
United States
Quintina R.
The price is NZ$958
includes taxes & fees
11 Nov - 12 Nov
Chestnut on Willow Lake
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

4. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is NZ$958
includes taxes & fees
9 Nov - 10 Nov
Hickory on Willow Lake
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

5. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is NZ$475
includes taxes & fees
8 Nov - 9 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A two-story house with a front porch and a landscaped garden.

6. A Cozy Private Suite in a Country Home near New Paltz

A Cozy Private Suite in a Country Home near New Paltz
Wallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is NZ$238
includes taxes & fees
8 Nov - 9 Nov
A Cozy Private Suite in a Country Home near New Paltz
A modern living room with a sofa, armchairs, a coffee table, and a large window with curtains.

7. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
New Windsor
The price is NZ$874
includes taxes & fees
1 Dec - 2 Dec
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
A living room with a wooden floor, a black sofa, a coffee table, and a ceiling fan.

8. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is NZ$474
includes taxes & fees
9 Nov - 10 Nov
Perfect 2BR with Free Parking! Walk to West Point!
A modern building with large windows, a brick exterior, and a patio area with a hot tub.

9. Hudson View Hot Tub · Walk to Waterfront

Hudson View Hot Tub · Walk to Waterfront
Newburgh
10.0 out of 10, Exceptional, (1 review)
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
United States
Rachel M.
The price is NZ$1,405
includes taxes & fees
8 Nov - 9 Nov
Hudson View Hot Tub · Walk to Waterfront
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

10. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is NZ$596
includes taxes & fees
10 Nov - 11 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A blue house with a white porch, a welcome sign, and a mailbox.

11. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is NZ$815
includes taxes & fees
10 Nov - 11 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed
A spacious living area with a staircase, a dining table, and a sofa.

12. Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (14 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is NZ$1,161
includes taxes & fees
8 Nov - 9 Nov
Our home is perfect for relaxing and having lots of fun, with near by activity’s
A modern kitchen with a central island, built-in appliances, and a stone accent wall.

13. 3BR Hudson Valley home perfect for families!

3BR Hudson Valley home perfect for families!
Wallkill
10.0 out of 10, Exceptional, (6 reviews)
"This property was lovely and peaceful! We enjoyed the stay in the area! Very clean and neat. Easy to use technology and check-in/out."
United States
Cheryl N.
The price is NZ$929
includes taxes & fees
8 Nov - 9 Nov
3BR Hudson Valley home perfect for families!
A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

14. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (35 reviews)
"Very comfortable house and great location."
United States
Betty B.
The price is NZ$1,168
includes taxes & fees
22 Nov - 23 Nov
Bright Cornwall-On-Hudson Vacation Rental!
A two-story house with a porch and a fenced yard.

15. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is NZ$530
includes taxes & fees
8 Nov - 9 Nov
Lovely 3BR Home with parking-Walk to WP Gate!
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

16. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is NZ$846
includes taxes & fees
9 Nov - 10 Nov
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

17. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is NZ$516
includes taxes & fees
8 Nov - 9 Nov
Fabulous 3bdrm Home w/parking!
A deck with wicker furniture and a view of a lake and mountains.

18. House + Suite for 6 · Hot Tub · Walk to River

House + Suite for 6 · Hot Tub · Walk to River
Newburgh
10.0 out of 10, Exceptional, (1 review)
House + Suite for 6 · Hot Tub · Walk to River
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

19. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (46 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
United States
Matthew
The price is NZ$795
includes taxes & fees
8 Nov - 9 Nov
The DeVita House Est. 1900
A deck with Adirondack chairs, a fire pit, and a grill.

20. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is NZ$762
includes taxes & fees
9 Nov - 10 Nov
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
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.
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Learn more about Fishkill

Explore the Hudson Valley's hidden gem where historic Revolutionary War sites meet scenic hiking trails along the Fishkill Ridge. Visit the Van Wyck Homestead Museum in the morning, then spend afternoons sampling local craft beers at family-owned breweries just off Main Street.

See all hotels in Fishkill
A calm river with mountains on either side and a sunset sky.

Top reviews in Fishkill

A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill

8/10 Good

Large room was great, late at night the water is cold, it took ages to get warm, when the swimming school is there the hallway floor is wet and dangerous to walk on. Also I wanted to swim but not with a swimming school, not my children. It was central to our needs and the dinner next door was great,
Australia
David
Reviewed August 22, 2025
Comfort Suites Fishkill near Interstate 84