Vacation rentals in Cortlandt

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Top-rated vacation rentals in Cortlandt

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Cortlandt

5.0 out of 5 average rating, 103 reviews

Cottage at Peekskill Hollow

Romantic Hudson Valley cottage just 1 hour outside NYC in northern Westchester! Beautiful, wooded location along the Peekskill Hollow Creek - just off the beaten path. You’ll be surrounded by nature and still be a hop, skip and jump away from restaurants, shopping, hiking/bike trails, West Point, the Hollow Brook Golf Club and historic sites (Revolutionary War, Rockefeller, Roosevelt, Underground Railroad). Quick access (by car or train) to/from NYC and greater Hudson Valley. High speed WiFi.

Jul 7 – 14

G$51,360 GYD per night
Guest favorite

Apartment in Mount Kisco

4.93 out of 5 average rating, 147 reviews

Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train

This cozy apartment is on the lower level of a house, just a 5 minute walk to town and the Harlem Line, Metro North Train stop. A separate entrance to the apt offers complete privacy. This gorgeous space has a fully equipped kitchen, bathroom, comfy twin beds . Located in the adorable town of Mount Kisco, allowing you to take strolls to access restaurants, boutique shops, library, park and bars. It has the feel of a country retreat, a quaint town, and it's an easy commute to White Plains or NYC.

Nov 13 – 20

G$27,938 GYD per night
Guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 158 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Aug 5 – 12

G$28,276 GYD per night

Popular amenities for Cortlandt vacation rentals

Other great vacation rentals in Cortlandt

Guest favorite

Loft in Cornwall

4.85 out of 5 average rating, 386 reviews

Country Getaway - Close to Hiking & Storm King

May 15 – 22

G$19,072 GYD per night
Guest favorite

Guest suite in Chester

4.96 out of 5 average rating, 224 reviews

Adorable Guest Apartment in Victorian Mansion

Jan 4 – 11

G$21,391 GYD per night
Superhost

Guest suite in Piermont

4.85 out of 5 average rating, 377 reviews

Cozy private apartment with Hudson River views

May 24 – 31

G$22,366 GYD per night
Guest favorite

Apartment in Croton-on-Hudson

4.98 out of 5 average rating, 265 reviews

Luxury 2bd⭐Comfort+Style⭐

Jul 28 – Aug 4

G$50,382 GYD per night
Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 738 reviews

Hudson Valley Tiny House

Jun 11 – 18

G$23,020 GYD per night
Guest favorite

Guesthouse in Suffern

4.91 out of 5 average rating, 110 reviews

Private Studio w/Full Kitchen & Bath

Apr 6 – 13

G$18,558 GYD per night
Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 674 reviews

Victorian Haven

Feb 8 – 15

G$27,624 GYD per night
Guest favorite

Home in Cold Spring

4.95 out of 5 average rating, 152 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Jan 16 – 23

G$115,573 GYD per night
Guest favorite

Guesthouse in Suffern

4.96 out of 5 average rating, 119 reviews

Hiking trails steps from your door!

Sep 6 – 13

G$33,885 GYD per night
Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 179 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Nov 29 – Dec 6

G$26,380 GYD per night
Guest favorite

Guest suite in Haverstraw

5.0 out of 5 average rating, 21 reviews

Unique comfortable guest suite

Jun 25 – Jul 2

G$18,947 GYD per night
Guest favorite

Home in Mohegan Lake

4.97 out of 5 average rating, 29 reviews

A nice place to getaway

Nov 21 – 28

G$22,521 GYD per night

Destinations to explore

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  4. Westchester County
  5. Cortlandt