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Holiday Homes in Croton-on-Hudson

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Croton-on-Hudson holiday homes

A spacious living area with a black leather sofa, a coffee table, a ceiling fan, and a blue cabinet.

1. Spacious 4-bedroom house in northern Westchester with sweeping views

Spacious 4-bedroom house in northern Westchester with sweeping views
Montrose
The price is €576
includes taxes & fees
28 Nov - 29 Nov
Spacious 4-bedroom house in northern Westchester with sweeping views
An outdoor dining area with tables set for a formal event, featuring candles, glassware, and floral centerpieces.

2. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"It's an elegant older house with lots of room for company. Family friendly. The pool was great. My family enjoyed it."
United States
Karen O.
The price is €690
includes taxes & fees
16 Nov - 17 Nov
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

3. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is €920
includes taxes & fees
16 Nov - 17 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

4. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
The price is €368
includes taxes & fees
16 Nov - 17 Nov
Contemporary Cozy Cottage
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

5. 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 €328
includes taxes & fees
8 Dec - 9 Dec
Fabulous 3bdrm Home w/parking!
A blue house with a white porch, a welcome sign, and a mailbox.

6. 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.
3BR West Point Retreat-3min to Back Gate+ King Bed
A living room with a wooden floor, a black sofa, a coffee table, and a ceiling fan.

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

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is €304
includes taxes & fees
17 Nov - 18 Nov
Perfect 2BR with Free Parking! Walk to West Point!
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

8. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
8.0 out of 10, Very good, (3 reviews)
"This home was just as advertised and perfect for a girls weekend getaway. It was clean, cozy and a picture-perfect fall view. Would highly recommend."
United States
Karen W.
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A room with a wooden floor, a white door with a number, and a window with blinds.

9. 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 €326
includes taxes & fees
7 Dec - 8 Dec
Lovely 3BR Home with parking-Walk to WP Gate!
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

10. Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is €446
includes taxes & fees
14 Dec - 15 Dec
Hudson Valley/West Point Retreat w/ parking!
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

11. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.0 out of 10, Very good, (20 reviews)
"Great location"
United States
Jordan S.
The price is €100
includes taxes & fees
16 Nov - 17 Nov
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

12. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is €297
includes taxes & fees
15 Nov - 16 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A deck with Adirondack chairs, a fire pit, and a grill.

13. 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
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

14. 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 €246
includes taxes & fees
27 Nov - 28 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
An outdoor patio with a fire pit, green chairs, and a table.

15. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
10.0 out of 10, Exceptional, (14 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is €264
includes taxes & fees
16 Nov - 17 Nov
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

16. 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 €331
includes taxes & fees
15 Nov - 16 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A patio with a wooden fence, a table with chairs, and raised planters.

17. Private Single Fam, walk 2 train/ Theater- Dogs OK

Private Single Fam, walk 2 train/ Theater- Dogs OK
Greenwich
The price is €715
includes taxes & fees
6 Dec - 7 Dec
Private Single Fam, walk 2 train/ Theater- Dogs OK
A hot tub with a view of a lake and houses in the background.

18. Waterfront Home with Hot Tub, Firepit, and Kayaks

Waterfront Home with Hot Tub, Firepit, and Kayaks
Greenwood Lake
10.0 out of 10, Exceptional, (47 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is €441
includes taxes & fees
1 Dec - 2 Dec
Waterfront Home with Hot Tub, Firepit, and Kayaks
A modern living room with a sofa, armchairs, a coffee table, and a large window with curtains.

19. 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 €455
includes taxes & fees
15 Nov - 16 Nov
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

20. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (2 reviews)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
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 Croton-on-Hudson

Autumn visitors flock to Van Cortlandt Manor for the Great Jack O'Lantern Blaze, where thousands of carved pumpkins create a magical experience. Hiking trails along the Hudson River offer spectacular views, while Croton Gorge Park's waterfall provides the perfect backdrop for picnics.

See all hotels in Croton-on-Hudson
A stone bridge over a river with multiple waterfalls, surrounded by lush greenery and a picnic area.
Photo by louann ohora
Open Photo by louann ohora