Title: Philipstown Vacation Rentals from $200: Search Short-Term Rentals | Expedia.com

[Hotels in Philipstown](https://expedia.com/Philipstown-Hotels.d553248635975876159.Travel-Guide-Hotels)[Car Rentals in Philipstown](https://expedia.com/Car-Rentals-In-Philipstown.d553248635975876159.Car-Rental-Guide)[Philipstown Vacation Packages](https://expedia.com/Philipstown.d553248635975876159.Destination-Travel-Guides)

![Magical tranquil garden🌳🌺🌼 #Patterns](https://images.trvl-media.com/place/553248621532664508/1d05b0de-5ccb-4cef-a202-c94e3aec6b37.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Lynette Geisinger

![](https://images.trvl-media.com/place/553248621532664508/1d05b0de-5ccb-4cef-a202-c94e3aec6b37.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=553248635975876159&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248635975876159&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248635975876159&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635975876159&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Philipstown vacation rentals

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/d309f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/2ac6746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/a2ec50f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/184fcf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

Beacon

10/10

Exceptional

(47 reviews)

"Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara B.

$209 nightly

$241 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/6f19918a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/f90023ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/c8dd4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/1af31b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom retreat minutes from West Point!

[](https://www.expedia.com/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

Highland Falls

10/10

Exceptional

(1 review)

"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zack C.

$171 nightly

$185 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/9832ea44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/92f8429f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on the Babbling Brook- Quiet 2BR + King Bed!

[](https://www.expedia.com/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

Highland Falls

10/10

Exceptional

(6 reviews)

"Good stay, awesome place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott G.

$324 nightly

$340 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/328adef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/1cd6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

Highland Falls

9.8/10

Exceptional

(16 reviews)

"Great Unit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rudy R.

$257 nightly

$261 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/dd263f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/3008d822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/eb48d384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/54004000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

[](https://www.expedia.com/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

Goshen

9.8/10

Exceptional

(13 reviews)

"Beautiful location. We really enjoyed seeing the deer in the field every morning. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron M.

$281 nightly

$293 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/be0aeba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Carmel with WiFi, AC

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

Carmel Hamlet

9.0/10

Wonderful

(2 reviews)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emmett

$257 nightly

$279 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/d895f946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/d096da95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/c8e6e879_edited_4c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/26272140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Verde B&B, bsm, Greenwood Lake NY

[](https://www.expedia.com/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information)

Greenwood Lake

10/10

Exceptional

(12 reviews)

"The breakfast was lovely!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara

$256 nightly

$290 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

[](https://www.expedia.com/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

Fort Montgomery

9.8/10

Exceptional

(131 reviews)

"Amazing place Thanks for the stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julien C.

$269 nightly

$304 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/4388309b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Country outside the city " 3 bedrooms 2 full bathrooms 

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

Holmes

9.6/10

Exceptional

(4 reviews)

"Great house! We had a fantastic weekend!! Thank you so much "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

pamela w.

$517 nightly

$585 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/7b3193ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/7fbb18e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/120892ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/8a733476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Local Artist Inspired | Walk to WestPoint + King Bed

[](https://www.expedia.com/Highland-Falls-Hotels-Local-Artist-Inspired-Walk-To-WestPoint-King-Bed.h94717468.Hotel-Information)

Highland Falls

9.4/10

Exceptional

(11 reviews)

"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesse C.

$402 nightly

$408 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Local-Artist-Inspired-Walk-To-WestPoint-King-Bed.h94717468.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/86b4cdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w905h683x60y0-cdd484b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w482h683x271y0-974b294e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w1024h681x0y2-16a3f759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in the heart of the Hudson Valley, Cabin 2

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899226.Hotel-Information)

Newburgh

9.4/10

Exceptional

(31 reviews)

"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara B.

$169 nightly

$200 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899226.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/be62ef7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/28da73c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/917eed35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/w1346h900x0y0-2cb73b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Lakeside Retreat Fast Wifi Great WFH

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h123711152.Hotel-Information)

Monroe

$190 nightly

$214 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h123711152.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-e004fc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w907h683x59y0-70818671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w905h683x60y0-a5e0542b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w906h683x60y0-eec6d97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaway

[](https://www.expedia.com/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information)

Brewster

10/10

Exceptional

(6 reviews)

"I will definitely stay there when I come up north again. The accommodations were very comfortable and well supplied. As an added bonus with a wonderful cats that came around for loving"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy S.

$292 nightly

$316 total

Feb 13 - Feb 14

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/416c2b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike. 

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

Carmel Hamlet

9.8/10

Exceptional

(13 reviews)

"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah P.

$344 nightly

$373 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/d5243acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e13aeb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/cd4adf28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/0caac60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information)

Beacon

9.8/10

Exceptional

(43 reviews)

"Adorable place to stay in an adorable town! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary L.

$203 nightly

$234 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/973f29b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/ae162913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/8fad8a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

Highland Falls

8.0/10

Very Good

(6 reviews)

"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Waylon J.

$384 nightly

$434 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/w910h683x57y0-c820193c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/e9a4f2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/dbbcd386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/w896h680x64y0-7aaf931d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

[](https://www.expedia.com/Highland-Hotels-Step-Into-History-Unwind-At-Spring-Apt-A-Charming-At-Theof-NYHudson-Valley.h90253316.Hotel-Information)

Highland

10/10

Exceptional

(1 review)

"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca D.

$378 nightly

$423 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Highland-Hotels-Step-Into-History-Unwind-At-Spring-Apt-A-Charming-At-Theof-NYHudson-Valley.h90253316.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/26fb7343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/4ce09deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/fee31f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/422d3d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

[](https://www.expedia.com/Croton-On-Hudson-Hotels-Comfortable-2bd-Convenience-Style-45min-To-NYC-Great-Food.h33256205.Hotel-Information)

CROTON HDSN

9.8/10

Exceptional

(90 reviews)

"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jill D.

$286 nightly

$327 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Croton-On-Hudson-Hotels-Comfortable-2bd-Convenience-Style-45min-To-NYC-Great-Food.h33256205.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/7ad8e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/b762fce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/82ecc5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Escape: Modern 3 BR- 4 Min from West Point !

[](https://www.expedia.com/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

Highland Falls

10/10

Exceptional

(3 reviews)

"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julio J.

$423 nightly

$429 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=553248635975876159&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Philipstown%2C+New+York%2C+United+States+of+America&regionId=553248635975876159&latLong=41.423008%2C-73.950478&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

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## Top Philipstown Hotel Reviews

![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg)

### DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Thank you to the staff at DoubleTree in Nanuet, NY. Excellent service Clean rooms Respectful staff Great breakfast. Thank you again… 😊"

[](https://expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information)

![Hotel Nyack, a JdV by Hyatt Hotel](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c_y.jpg)

### Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"Very quiet and the staff stayed out of my way as I wanted. Beautiful property and the price was exceptional. Will make this my go to whenever I am in the Hudson Valley. "

[](https://expedia.com/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information)

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"Excellent all around. Despite several birthday parties and a wedding in the restaurant the room was very quiet."

[](https://expedia.com/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Best staff ever great location."

[](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg)

### Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Great"

[](https://expedia.com/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"Room was clean- "

[](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg)

### Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"The staff is incredibly courteous and helpful. The room is immaculate. Every amenity and convenience is considered in making your stay a pleasure. "

[](https://expedia.com/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg)

### Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Room was very clean and comfortable. "

[](https://expedia.com/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg)

### Sonesta Simply Suites Nanuet

10/10 Excellent

"I was very pleased and happy with the hotel room and surroundings "

[](https://expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

## Find out more about Philipstown

**Everything you need to know about Philipstown vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Philipstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Philipstown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Philipstown vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Philipstown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Philipstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Philipstown rentals**

At Expedia, we put the best Philipstown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Philipstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Philipstown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Philipstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Philipstown ](https://expedia.com/Philipstown-Private-Vacation-Homes.d553248635975876159-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Philipstown ](https://expedia.com/Philipstown-Apartments.d553248635975876159-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Philipstown ](https://expedia.com/Philipstown-Cottages.d553248635975876159-aaCottages.Travel-Guide-Accommodation)
- [Villas in Philipstown ](https://expedia.com/Philipstown-Villas.d553248635975876159-aaVillas.Travel-Guide-Accommodation)
- [Cabin Rentals in Philipstown ](https://expedia.com/Philipstown-Cabins.d553248635975876159-aaCabins.Travel-Guide-Accommodation)
- [Motels in Philipstown ](https://expedia.com/Philipstown-Motels.d553248635975876159-aaMotels.Travel-Guide-Accommodation)
- [B&B in Philipstown ](https://expedia.com/Philipstown-Bed-And-Breakfast.d553248635975876159-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Philipstown ](https://expedia.com/Philipstown-Agritourism.d553248635975876159-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Rentals in Philipstown ](https://expedia.com/Philipstown-Condos.d553248635975876159-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Philipstown ](https://expedia.com/Philipstown-Apart-Hotels.d553248635975876159-aaApartHotels.Travel-Guide-Accommodation)
- [Guest Houses in Philipstown ](https://expedia.com/Philipstown-Guest-Houses.d553248635975876159-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Philipstown ](https://expedia.com/Philipstown-Inns.d553248635975876159-aaInns.Travel-Guide-Accommodation)
- [Lodges in Philipstown ](https://expedia.com/Philipstown-Lodges.d553248635975876159-aaLodges.Travel-Guide-Accommodation)
- [Castles in Philipstown ](https://expedia.com/Philipstown-Castles.d553248635975876159-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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### What are some of the best vacation rentals in Philipstown?

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