
House vacation rentals in Philipstown
Find and book unique houses on Airbnb
Quick stats about house rentals in Philipstown

Total vacation rentals
Explore 210 vacation rentals in Philipstown

Nightly prices starting at
Philipstown vacation rentals start at G$10,452 GYD per night before taxes and fees

Verified guest reviews
Over 9,570 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
210 of Philipstown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Philipstown rentals

4.9 Average rating
Philipstown stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Philipstown
Guests agree: these houses are highly rated for location, cleanliness, and more.

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.
FamilyValueSleep quality

Modern 3BD West Point USMA House w/ HotTub!
Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers!
FamilyLocationTV

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC
LocationFamilyCheckout

Boulder Tree House
Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.
FamilyLocationCleanliness

Panoramic Lakeviews & Lush Garden | Beach Access
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features hundreds of plants and a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. Guests get access to a private community beach. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, fireplace, smart TV, record player and board games.
LocationFamilyLaundry

Peaceful Yellow Door Cottage
Yellow Door Cottage is a quiet family getaway nestled in the woods, but close to the historic Village of Cold Spring. Large backyard, ideal for afternoon lunch on the deck or an evening around the fire. Located on a lovely country road, great for walking and biking. 3 comfy bedrooms with linens supplied. Wi-Fi, TVs, washer/dryer, close to amazing hikes and the beautiful Hudson River! Rent alone or pair with my cottage next door: Cheerful Private 3 Bedroom Cottage in Cold Spring on Airbnb.
ValueLocationWifi

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.
LocationFamilyTV

Bear Mtn Haus near hiking trails
Welcome to our cozy and thoroughly cleaned Garrison cottage steps to Anthony's Nose hiking trail, minutes from the Bear Mountain bridge, just 60min from NYC, 15 min to Cold Spring shops and restaurants, 8 min drive from the Garrison train stop. Set on the mountainside, we have lovely partial views of the Hudson river. Short drive to Woodbury Commons Premium Outlet mall and close to Storm King, and Beacon. Our house is suitable for 6 people, but can accommodate 8 at an extra charge.
FamilyValueCheck-in

River & Mtn Views - Jacuzzi - near Metro North
Panoramic Hudson River & Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. Walk to Main Street. (Or ride one of the house bikes!) Watch the sun set over the Hudson River from the Jacuzzi (or the outdoor shower) at this prime location. My kitchen is fully equipped with more than just basics. Also, Weber grill out on the deck is hooked to gas line. Includes Linens, Towels & Toiletries. House also has Iron, Ironing Board and Hair Dryer.
ValueLocationGrill

Cozy, Modern Retreat in the Woods of Cold Spring
Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.
FamilyLocationComfort

Hilltop Hideaway Forest Villa on 13 acres!
Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station.
LocationFamilyPets

The Foundry House by the Hudson River
The Foundry House is an ivy covered historic brick home, built in 1800. It was used as workers quarters for West Point Foundry and its lumberyard during the Civil War until 1911. It has been beautifully restored into a cozy and comfortable home. It’s located on a quiet street a block away from Main Street, half a block away from the Hudson River and the Bandstand, and a minute walk to Cold Spring Metro North Hudson Line Train Station.
FamilyLocationCheck-in
Popular amenities for Philipstown house rentals
House rentals with a pool

Luxury Villa w Lake View & Private Heated Pool
ValueLocationDecor

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
LocationFamilyHospitality

Luxe modern A Frame, Hot tub and new heated pool
FamilyLocationHeating

Entire Home, Private Indoor Pool
FamilyValueHiking

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King
ValueLocationView

midcentury mod hot tub*walk out trail R2R/Mohonk
ValueFamilyNearby

4Br Mountain Brook House on 130 acres w/ trails
ValueLocationBathroom
Woodstock Historic Artist Estate - The Pond House
ValueFamilyBiking
Weekly house rentals

Hudson Valley Hygge House~ comfort in the country!
LocationValueParks

Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
FamilyLocationCleanliness

Mt hikes, city strolls river walks
LocationValueCheckout

The Pudding Pad Lake House
LocationFamilyCleanliness

Crystal Wave LakeHouse
LocationValueAccuracy

NEW! Stylish Home in the Heart of Beacon
LocationValueWalkability

Charming Home in Peekskill NY
FamilyValueIndoor spaces

Beacon Creek House
LocationFamilyOutdoor spaces
Private house rentals

Ultimate Walking Access to Thayer Gate USMA
ValueLocationHiking

Hiking Hideaway on the Ridge
ValueLocationRiver

Hudson Valley Farmhouse | Winery & Hiking Getaway
FamilyLocationGrill

Arkadia House Mid-century retreat with pool & view
LocationValueHiking

Mountainside Home (Beacon/Cold Spring)
FamilyLocationHiking

Crystal Cottage Retreat
FamilyLocationParking

Home in Cold Spring- Farm Stay!
FamilyValueSleep quality

VIEWS on Hudson River / Luxury Modern Home
FamilyLocationComfort
When is the best time to visit Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,940 GYD | G$73,166 GYD | G$68,567 GYD | G$73,166 GYD | G$86,754 GYD | G$81,110 GYD | G$81,528 GYD | G$82,991 GYD | G$75,465 GYD | G$79,437 GYD | G$80,064 GYD | G$73,166 GYD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Niagara Falls Vacation rentals
- Portland Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Newark Vacation rentals
- Newport Vacation rentals
- Rentals with beach access Philipstown
- Rentals with lake access Philipstown
- Rentals with breakfast Philipstown
- Rentals with pools Philipstown
- Rentals with a kayak Philipstown
- Family-friendly rentals Philipstown
- Pet-friendly rentals Philipstown
- Apartment rentals Philipstown
- Rentals with a hot tub Philipstown
- Waterfront rentals Philipstown
- House rentals Putnam County
- House rentals New York
- House rentals United States
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Mountain Creek Resort
- Columbia University
- MetLife Stadium
- American Dream
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- Bryant Park
- Citi Field
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- New York University
- Fairfield Beach
- Astoria Park
- Thunder Ridge Ski Area
- Bronx Zoo





