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Vacation rentals in Philipstown

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Top-rated vacation rentals in Philipstown

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

Rental unit 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.
$130 per night
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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 four inn rooms each have king beds, private bathrooms with showers, WiFi, TVs, coffee / tea set-up, mini-fridge with complimentary water and granola bars. Our Valley Restaurant and bar is open seasonally. The hours of operation and space are limited. The Valley serves a prix-fixed menu starting June 1 through September 16, 2023.
$149 per night
Home in Philipstown
Hikers retreat in the Hudson Valley
Come relax in the Garrison woods. The least populated trails in the Hudson Valley; Arden Point, Indian Falls, Sugarloaf, North and South Redoubt. Right across the river from West Point, three minutes from the Garrison Institute and a fabulous restaurant, Dolly’s on charming Garrison’s Landing. An 8 minute drive from charming Cold Spring and 20 minutes from the ever more happening scene that is Beacon (DIA). Immerse yourself in the history and rich, naturally breathtaking Hudson Highlands.
$125 per night

Stay near Philipstown's top sights

Photo of Hudson Highlands State Park
Hudson Highlands State Park9 locals recommend
Photo of West Point Museum
West Point Museum28 locals recommend
Photo of Storm king State Park
Storm king State Park26 locals recommend
Photo of United States Military Academy
United States Military Academy58 locals recommend
Photo of West Point Academy
West Point Academy60 locals recommend
Photo of Cold Spring Depot
Cold Spring Depot23 locals recommend

Other great vacation rentals in Philipstown

Rental unit in Philipstown
Country private apt~chic cabin~*hot tub~pool~patio
$205 per night
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Hotel room in Philipstown
Inn at The Garrison - Room 201
$139 per night
Guesthouse in Philipstown
Historic 1 bedroom home in Cold Spring, NY
$256 per night
Cottage in Philipstown
Modern Country Cottage by Bear Mountain
$257 per night
PLUS
Cabin in Putnam Valley
Sweet, stylish cabin in the woods- hiking & more!
$158 per night
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Guesthouse in Cold Spring
Mullet Hall: Village in front, forest in back
$132 per night
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Private room in Philipstown
Cozy and rustic Garrison guest house
$74 per night
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Home in Philipstown
Modern & secluded with a private outdoor hot tub!
$324 per night
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Home in Philipstown
Contemporary barn in prime Garrison
$325 per night
Rental unit in Cold Spring
Charming Apartment in the Heart of Cold Spring
$127 per night
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Private room in Cold Spring
Cold Spring Suite - 2 min from train
$126 per night
SUPERHOST
Home in Philipstown
Cozy Bungalow on Hudson River 9 Mi. to West Point
$185 per night
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