A river with a bridge, autumn foliage, and a flag.

Cortlandt Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Cortlandt holiday rentals

A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

1. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is S$1,066
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
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.

2. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is S$1,461
includes taxes & fees
3 Nov - 4 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

3. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
10.0 out of 10, Exceptional, (1 review)
Carriage House Apartment Goshen NY
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

4. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is S$452
includes taxes & fees
7 Oct - 8 Oct
Elegant Hideaway with Free Parking
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

5. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (2 reviews)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is S$805
includes taxes & fees
16 Oct - 17 Oct
Luxury NYC Home with Free Parking for 12
A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

6. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is S$914
includes taxes & fees
8 Oct - 9 Oct
Luxury NYC Home Game Room Free Parking
A breakfast buffet with pastries, fruits, and a coffee station.

7. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is S$1,472
includes taxes & fees
18 Oct - 19 Oct
3BR Prime Luxury NY - Free Parking
A dining table with a glass top, a vase with flowers, and a variety of pastries and fruits.

8. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is S$1,408
includes taxes & fees
18 Oct - 19 Oct
Prime Luxe 3-BR NYC - Free Parking
A living room with a leather sofa, a round coffee table, a bench, and a ceiling fan.

9. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
Updated Home w/ Patio Half Mile to West Point
A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

10. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is S$893
includes taxes & fees
22 Oct - 23 Oct
Bright Cornwall-on-hudson Vacation Rental!
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

11. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is S$646
includes taxes & fees
9 Oct - 10 Oct
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A house with a covered porch, stone foundation, and a front door with a wreath.

12. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is S$2,155
includes taxes & fees
15 Oct - 16 Oct
West Point Summer Pool Jacuzzi Events Pets OK
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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Top Cortlandt Hotel Reviews

Tarrytown House Estate

Tarrytown House Estate

8/10 Good
"Very disappointed that we could not get on the tv the bills vs patriots game-and front desk was not helpful at all when having issues with tv Also disappointing that the resort charges/fees - which we did not use- are charged separately- really is a bait & switch technique- if I have to pay it should just be part of the cost you advertise- then Expedia you are getting actual cost like the other hotels give you Getting to be like the airlines- nothing included in room charge- pretty soon we will have to pay if want a bed and want to use the bathroom"
Siobhan 1-night trip
Posted 1 hour ago
Tarrytown House Estate

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.

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.