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Vacation rentals in Philipstown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Philipstown

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

Hotel room in Philipstown
Inn at The Garrison - Room 204
The Inn at The Garrison is part of the lovely country property The Garrison, in a spectacular setting overlooking the Hudson River and surrounding highlands. Our 4 rooms (separate listings on Airbnb) have king beds, private bathrooms with showers, WiFi, TVs, a coffee/tea set-up, a mini-fridge with complimentary water, and granola bars. Our Valley Restaurant and bar is open seasonally with a prix-fixed menu. The hours of operation and space is limited starting June 1 through September 16, 2023.
$153 per night
Superhost
Apartment in Philipstown
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.
$154 per night
Hotel room in Philipstown
Inn at The Garrison - Room 203
The Inn at The Garrison is part of the lovely country property The Garrison, in a spectacular setting overlooking the Hudson River and surrounding highlands. Our 4 rooms (separate listings on Airbnb) have king beds, private bathrooms with showers, WiFi, TVs, a coffee/tea set-up, a mini-fridge with complimentary water, and granola bars. Our Valley Restaurant and bar is open seasonally with a prix-fixed menu. The hours of operation and space is limited starting June 1 through September 16, 2023.
$143 per night

Stay near Philipstown's top sights

The Thayer Hotel15 locals recommend
United States Military Academy58 locals recommend
West Point Academy60 locals recommend
Hudson House River Inn22 locals recommend
West Point Museum28 locals recommend
Boscobel House and Gardens96 locals recommend

Other great vacation rentals in Philipstown

Superhost
Guesthouse in Philipstown
Historic 1 bedroom home in Cold Spring, NY
$261 per night
Plus
Cottage in Philipstown
Modern Country Cottage by Bear Mountain
$300 per night
Superhost
Private room in Cold Spring
Cold Spring Private Suite - 2 min from train
$149 per night
Superhost
Guesthouse in Cold Spring
Mullet Hall: Village in front, forest in back
$126 per night
Home in Philipstown
Cozy Bungalow on Hudson River 9 Mi. to West Point
$223 per night
Home in Philipstown
The Garrison Cottage
$328 per night
Superhost
Apartment in Nelsonville
Wooded stream side Retreat
$125 per night
Home in Philipstown
Hudson Valley Heaven | wooded modern oasis awaits!
$529 per night
Superhost
Home in Cold Spring
Peaceful Yellow Door Cottage
$221 per night
Superhost
Home in Highland Falls
Luxury Townhouse Near West Point
$200 per night
Loft in Philipstown
The Garrison Loft near excellent hiking
$169 per night
Superhost
Apartment in Cold Spring
Charming Apartment in the Heart of Cold Spring
$127 per night

Other types of stays on Airbnb

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