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Philipstown Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Philipstown holiday rentals

A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

1. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is HK$1,067
HK$2,455 total
includes taxes & fees
11 Nov - 12 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Living area

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 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 HK$808
HK$1,511 total
includes taxes & fees
11 Nov - 12 Nov
Cozy 1-bedroom retreat minutes from West Point!
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

3. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.6 out of 10, Exceptional, (21 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is HK$961
HK$3,201 total
includes taxes & fees
11 Nov - 12 Nov
Local Artist Inspired | Walk to WestPoint + King Bed
A brick building with a sign reading 'Lobby' in front.

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

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$616
HK$712 total
includes taxes & fees
6 Dec - 7 Dec
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A room with a glass table and chairs, a flat-screen TV on the wall, and a view of a beach and buildings.

5. Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (41 reviews)
"Great location very walkable"
United States
Tim B.
The price is HK$902
HK$1,860 total
includes taxes & fees
16 Nov - 17 Nov
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
A dining area with a table, chairs, a vase with flowers, a hanging light fixture, and wall decorations.

6. Mountain-View 2BR Steps from Thayer Gate

Mountain-View 2BR Steps from Thayer Gate
Highland Falls
The price is HK$1,004
HK$1,934 total
includes taxes & fees
12 Nov - 13 Nov
Mountain-View 2BR Steps from Thayer Gate
A living room with a wooden floor, a black sofa, a coffee table, and a ceiling fan.

7. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is HK$1,572
HK$2,643 total
includes taxes & fees
17 Nov - 18 Nov
Perfect 2BR with Free Parking! Walk to West Point!
A blue house with a white porch, a welcome sign, and a mailbox.

8. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is HK$1,098
HK$3,650 total
includes taxes & fees
12 Nov - 13 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

9. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is HK$554
HK$627 total
includes taxes & fees
17 Nov - 18 Nov
1 King Bed | Non-Smoking, Kitchen, Shower
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

10. 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 HK$1,141
HK$2,022 total
includes taxes & fees
12 Nov - 13 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A wooden coffee table with two decorative planters in a living room.

11. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean, modern, functional, comfortable. Great stay"
United States
Jerell T.
The price is HK$1,208
HK$2,109 total
includes taxes & fees
11 Nov - 12 Nov
Walk to WP Gate + Free Parking!
A hallway with a wooden door, a black table with a sign, and large green plants.

12. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
9.6 out of 10, Exceptional, (4 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
The price is HK$918
HK$3,149 total
includes taxes & fees
12 Nov - 13 Nov
3BR Near West Point | Coffee Bar | Sleeps 6
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

13. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is HK$1,208
HK$2,275 total
includes taxes & fees
11 Nov - 12 Nov
Fabulous 3bdrm Home w/parking!
A deck with wicker furniture and a view of a lake and mountains.

14. Private River View Deck · Walk Downtown

Private River View Deck · Walk Downtown
Newburgh
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,114
HK$3,222 total
includes taxes & fees
12 Nov - 13 Nov
Private River View Deck · Walk Downtown
A brick building with a storefront featuring a sign for 'LUXE Optique'.

15. Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (59 reviews)
"Great location, comfortable spot to sleep in after being out all day."
United States
Kelena B.
The price is HK$1,255
HK$2,158 total
includes taxes & fees
17 Nov - 18 Nov
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
A room with a wooden floor, a white door with a number, and a window with blinds.

16. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is HK$1,556
HK$2,781 total
includes taxes & fees
8 Dec - 9 Dec
Lovely 3BR Home with parking-Walk to WP Gate!
A living room with a fireplace, a painting, shelves with decorative items, and a television.

17. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful little apartment, walking to shops and easy parking"
United States
Martha Z.
The price is HK$1,553
HK$2,804 total
includes taxes & fees
11 Nov - 12 Nov
Grant - A Tranquil One Bedroom Steps from River
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

18. Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is HK$1,289
HK$2,441 total
includes taxes & fees
11 Nov - 12 Nov
Hudson Valley/West Point Retreat w/ parking!
A house with a view of a bridge and mountains.

19. 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, (150 reviews)
"We had a great stay!!"
United States
Jasmine
The price is HK$1,552
HK$2,473 total
includes taxes & fees
17 Nov - 18 Nov
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A modern bedroom with a blue sofa, a bed, a TV, and a window with a view.

20. Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (57 reviews)
"Great location. Very walkable. Highly recommend."
United States
Maryanne
The price is HK$941
HK$1,823 total
includes taxes & fees
24 Nov - 25 Nov
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
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.
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Find holiday rentals that suit your style

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Find out more about Philipstown

Search for holiday rentals in Philipstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Philipstown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Philipstown!

Frequently Asked Questions

Can I find holiday rentals in Philipstown?

Yes, there are holiday rentals in Philipstown close to Manitoga The Russel Wright Design Center, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Philipstown has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This holiday home rental outside of Philipstown is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Philipstown?

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

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 Clarence Fahnestock State Park and Hudson River.

What’s a holiday rental in Philipstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Philipstown. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.