Vacation rentals in Denning Hill

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Top-rated vacation rentals in Denning Hill

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

R4,643 ZAR per night
Superhost

Apartment in Philipstown

4.88 out of 5 average rating, 183 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Jun 13 – 20

R2,742 ZAR 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

Sep 11 – 18

R2,556 ZAR per night

Popular amenities for Denning Hill vacation rentals

Other great vacation rentals in Denning Hill

Guest favorite

Cabin in Putnam Valley

4.96 out of 5 average rating, 154 reviews

Furthermore Cabin: Mountaintop Views

Apr 23 – 30

R6,826 ZAR 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

R1,934 ZAR per night
Guest favorite

Guest suite in Cold Spring

4.79 out of 5 average rating, 481 reviews

Cozy getaway in Cold Spring

Feb 3 – 10

R2,859 ZAR per night
Guest favorite

Cottage in Mohegan Lake

4.93 out of 5 average rating, 167 reviews

The Pearl of Westchester

Sep 4 – 11

R3,363 ZAR per night
Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 674 reviews

Victorian Haven

Feb 8 – 15

R2,497 ZAR per night
Guest favorite

Apartment in Philipstown

4.96 out of 5 average rating, 166 reviews

Country apt~chic cabin -hot tub~pool~patio~hiking

Apr 1 – 8

R4,652 ZAR per night
Guest favorite

Guest suite in Putnam Valley

4.9 out of 5 average rating, 30 reviews

Peaceful lake and woodland retreat

Aug 31 – Sep 7

R1,972 ZAR per night
Guest favorite

Home in Highland Falls

5.0 out of 5 average rating, 32 reviews

Luxury Home Near West Point

Feb 4 – 11

R2,622 ZAR per night
Guest favorite

Home in Garrison

4.92 out of 5 average rating, 78 reviews

Cozy Modern Home in the Hudson Valley

Sep 6 – 13

R7,146 ZAR per night
Guest favorite

Apartment in Highland Falls

4.84 out of 5 average rating, 95 reviews

Cozy 1-bedroom retreat minutes from West Point!

Jul 14 – 21

R2,119 ZAR 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

R2,036 ZAR per night
Guest favorite

Cabin in Fishkill

4.97 out of 5 average rating, 67 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

May 7 – 14

R2,814 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Putnam County
  5. Philipstown
  6. Denning Hill