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Cortlandt Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Cortlandt holiday rentals

A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

1. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is AU$502
includes taxes & fees
18 Nov - 19 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A modern kitchen with white cabinetry, a stainless steel stove, a dishwasher, and a tiled backsplash.

2. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is AU$589
includes taxes & fees
19 Nov - 20 Nov
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A wooden deck with a railing overlooking a body of water and trees.

3. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is AU$578
includes taxes & fees
14 Nov - 15 Nov
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Living area

4. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AU$297
includes taxes & fees
8 Dec - 9 Dec
Cozy 1-bedroom retreat minutes from West Point!
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

5. 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 AU$581
includes taxes & fees
16 Nov - 17 Nov
Contemporary Cozy Cottage
A house with a view of a bridge and mountains.

6. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (150 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AU$458
includes taxes & fees
17 Nov - 18 Nov
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A wooden shed with two kayaks mounted on its side.

7. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Absolute comfortable stay. Everything you need and fantastic host!! Will be back."
United States
Lisa
The price is AU$755
includes taxes & fees
15 Nov - 16 Nov
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A grassy area with trees and a clear sky.

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

Spacious 4-bedroom house in northern Westchester with sweeping views
Montrose
The price is AU$880
includes taxes & fees
14 Nov - 15 Nov
Spacious 4-bedroom house in northern Westchester with sweeping views
A bathroom with a black vanity, a glass bowl sink, and a mirror above it.

9. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AU$444
includes taxes & fees
17 Nov - 18 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A blue house with a white porch, a welcome sign, and a mailbox.

10. 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 two-story house with a porch and a gated driveway.

11. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean, modern, functional, comfortable. Great stay"
United States
Jerell T.
The price is AU$481
includes taxes & fees
8 Dec - 9 Dec
Walk to WP Gate + Free Parking!
Stretch out on the emerald sectional and relax under the ceiling fan.

12. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.6 out of 10, Exceptional, (21 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is AU$603
includes taxes & fees
15 Nov - 16 Nov
Local Artist Inspired | Walk to WestPoint + King Bed
A hallway with a wooden door, a black table with a sign, and large green plants.

13. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
9.6 out of 10, Exceptional, (4 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
The price is AU$591
includes taxes & fees
15 Nov - 16 Nov
3BR Near West Point | Coffee Bar | Sleeps 6
A covered area with exercise equipment, chairs, and a view through large windows.

14. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is AU$438
includes taxes & fees
15 Nov - 16 Nov
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A living room with a wooden floor, a black sofa, a coffee table, and a ceiling fan.

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

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is AU$472
includes taxes & fees
1 Dec - 2 Dec
Perfect 2BR with Free Parking! Walk to West Point!
A room with hardwood flooring, a flat-screen TV on a stand, a white door, and a staircase leading to another level.

16. 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 AU$519
includes taxes & fees
7 Dec - 8 Dec
Lovely 3BR Home with parking-Walk to WP Gate!
A dining area with a table, chairs, a vase with flowers, a hanging light fixture, and wall decorations.

17. Mountain-View 2BR Steps from Thayer Gate

Mountain-View 2BR Steps from Thayer Gate
Highland Falls
The price is AU$451
includes taxes & fees
15 Nov - 16 Nov
Mountain-View 2BR Steps from Thayer Gate
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

18. 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 AU$521
includes taxes & fees
1 Dec - 2 Dec
Fabulous 3bdrm Home w/parking!
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

19. 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.
The price is AU$913
includes taxes & fees
16 Nov - 17 Nov
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A brick building with a sign reading 'Lobby' in front.

20. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is AU$132
includes taxes & fees
28 Nov - 29 Nov
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
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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Find holiday rentals that suit your style

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Top Cortlandt Hotel Reviews

A conference room with a stone wall, a large arched window, and a television on the wall.
The Abbey Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
Peekskill

10/10 Excellent

.
Australia
Hannah
Reviewed September 15, 2025
The Abbey Inn & Spa

Find out more about Cortlandt

Everything you need to know about Cortlandt holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cortlandt holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Cortlandt holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Cortlandt holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cortlandt. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cortlandt holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cortlandt holiday rentals we have selected for you start as low as AU$297 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cortlandt rentals

At Expedia, we put the best Cortlandt holiday 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 Cortlandt 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 Cortlandt holiday.

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

Frequently Asked Questions

Are there holiday rentals in Cortlandt?

Yes, there are holiday rentals close to the most popular sights in Cortlandt, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cortlandt has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This holiday home rental outside of Cortlandt is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Cortlandt?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Cortlandt stay.

What’s there to see and do in Cortlandt?

Hudson Highlands State Park and Blue Mountain Reservation are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Monteverde at Oldstone and Regal UA Cortlandt Town Center.

What are holiday rentals like in Cortlandt?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cortlandt. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips or small group gatherings.