A river with hills in the background.

Philipstown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Philipstown vacation rentals

Smart TV

1. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
The price is AED 496
AED 1,060 total
includes taxes & fees
24 Aug - 25 Aug
Grant - A Tranquil One Bedroom Steps from River
TV

2. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 536
AED 963 total
includes taxes & fees
14 Sep - 15 Sep
Cozy 1-bedroom retreat minutes from West Point!
1 bedroom, WiFi (free)

3. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (20 reviews)
"Schöne Zimmer, Internet war kostenpflichtig, funktionierte aber nicht. Das Personal war jedoch nett."
Germany
Anonymous traveler
The price is AED 299
AED 338 total
includes taxes & fees
1 Sep - 2 Sep
2 Queen Beds | Non-Smoking, Kitchen
Exterior

4. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is AED 269
AED 311 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Property grounds

5. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AED 727
AED 1,224 total
includes taxes & fees
17 Aug - 18 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior detail

6. Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is AED 760
AED 2,001 total
includes taxes & fees
17 Aug - 18 Aug
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Exterior

7. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is AED 386
AED 727 total
includes taxes & fees
16 Aug - 17 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Outdoor dining

8. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is AED 474
AED 742 total
includes taxes & fees
16 Aug - 17 Aug
Cabin in the heart of the Hudson Valley, Cabin 4
Coffee/tea maker, fridge, microwave, oven

9. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 953
AED 1,537 total
includes taxes & fees
9 Sep - 10 Sep
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Lobby

10. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
The price is AED 299
AED 338 total
includes taxes & fees
1 Sep - 2 Sep
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Lobby

11. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (18 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is AED 269
AED 304 total
includes taxes & fees
1 Sep - 2 Sep
1 King Bed | Non-Smoking, Kitchen, Shower
Terrace/patio

12. River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is AED 601
AED 1,665 total
includes taxes & fees
27 Aug - 28 Aug
River Views & Deck | River Suite on Washington
Exterior

13. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Nice place to stay"
United States
Anonymous traveler
The price is AED 269
AED 311 total
includes taxes & fees
1 Sep - 2 Sep
1 Queen Bed | Non-Smoking, Kitchen
Exterior

14. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.4 out of 10, Exceptional, (20 reviews)
"great place tostay"
United States
Anonymous traveler
The price is AED 299
AED 345 total
includes taxes & fees
1 Sep - 2 Sep
2 Full Beds | Non-Smoking, Kitchen
Exterior

15. Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Studio 6 Fishkill|King bed|Hearing Access|Kitchen
Fishkill
10.0 out of 10, Exceptional, (18 reviews)
"great place to stay"
United States
Anonymous traveler
The price is AED 278
AED 321 total
includes taxes & fees
1 Sep - 2 Sep
Studio 6 Fishkill|King bed|Hearing Access|Kitchen
TV

16. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is AED 1,057
AED 1,681 total
includes taxes & fees
14 Sep - 15 Sep
Walk to WP Gate + Free Parking!
1 bedroom, internet, bed sheets

17. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is AED 367
AED 685 total
includes taxes & fees
24 Aug - 25 Aug
Welcome to Sweet Abby Rose!
Exterior

18. Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen

Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful room"
United States
Anonymous traveler
The price is AED 299
AED 345 total
includes taxes & fees
31 Aug - 1 Sep
Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Outdoor spa tub

19. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AED 812
AED 1,618 total
includes taxes & fees
8 Sep - 9 Sep
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Exterior detail

20. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AED 1,118
AED 1,846 total
includes taxes & fees
14 Sep - 15 Sep
Fabulous 3bdrm Home w/parking!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Philipstown Hotel Reviews

West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"Dated, but maintained. Easy commute."
Alexander 5-night trip
Posted 1 hour ago
West Gate Inn Nyack

Frequently asked questions

Can I find vacation rentals in Philipstown?

Yes, we offer vacation rentals in Philipstown near Garrison Art Center, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Philipstown?

Cozy Cabin with Sauna & Firepit!: This vacation home rental outside of Philipstown offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

How many vacation rentals are there in Philipstown?

Choose from 26 Expedia vacation rentals in Philipstown for a memorable vacation.

What can I see and do in Philipstown?

Enjoy the outdoors at Boscobel House and Gardens and Hudson Highlands State Park, or simply take in cultural attractions like Manitoga The Russel Wright Design Center and Putnam History Museum. Other places in town to visit include Graymoor - The Holy Mountain and Clarence Fahnestock State Park.

What’s a vacation rental in Philipstown like?

Vacation rentals are private properties you can stay in for short or long periods in Philipstown. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family gatherings.