
Apartment vacation rentals in Philipstown
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Philipstown

Total vacation rentals
Explore 50 vacation rentals in Philipstown

Nightly prices starting at
Philipstown vacation rentals start at G$14,662 GYD per night before taxes and fees

Verified guest reviews
Over 5,320 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 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 apartment rentals in Philipstown
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Quaint Apartment in Cornwall on Hudson
Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.
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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.
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HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains
Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds
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Spacious & Cozy Village Getaway
Beautiful sunny home nestled in an historic part of the village at the top of the hill. Relax in a quiet garden surrounding, just a short walk to restaurants, shopping, or many hiking trails. A pergola greets you as you walk into your private patio entrance. This attached two story apartment has two bdrms, 1.5 baths, a fully equipped kitchen, and a gorgeous living room that boasts a gas fireplace. Sip a warm drink while cozying up to the fire, listening to your favorite record on the Victrola!
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Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.
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Modena Mad House
Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in
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Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.
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Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.
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Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!
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Beacon Hills Retreat Apartment
Welcome to Beacon Hills Retreat! This upstairs apartment, in a rustic home, set just outside bustling Beacon, NY. A 7 minute drive along Fishkill Creek brings you downtown, with art galleries, fabulous restaurants, hiking, and nightlife. Settle down in this cozy apartment tucked into the side of Mount Beacon. Explore the wooded areas, interact with nature and just relax. The lovely shaded private deck is the perfect place to unwind. Breathe in the mountain air. You've arrived.
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Top Floor 2BR
Full-floor 2BR in historic 1870 brick building with creek & Mt. Beacon views, shared backyard oasis (covered lounges, fire pit, seasonal stream). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St and the Roundhouse waterfall in 10 min. Interior and exterior by award winning Hudson Valley designer Simone Eisold. Two off-street parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]
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Cozy 1-bedroom retreat minutes from West Point!
Enjoy easy access to everything from this perfectly located home base. Explore the beautiful Hudson Valley, shop the outlets at Woodbury Commons or cheer for your favorite team at Army home games! You will be on a quiet street in the quaint town of Highland Falls the perfect place for work or play.
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Popular amenities for Philipstown apartment rentals
Weekly apartment rentals

Gorgeous Suite w/ Private Entrance
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Expansive Views; Miles of River & Mountains
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Wooded stream side Retreat
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Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau
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E and T Getaway LLC
LocationFamilyPets

2-Bedroom in COH, near Newburgh & West Point
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Charming Efficiency
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Cozy 1 Bedroom Apt. Prime Location+private parking
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Private apartment rentals

Stylish Private Studio 1 block from Main St Beacon
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Luxury 2bd⭐Comfort+Style⭐
ValueFamilyOutdoor spaces

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
ValueFamilyTV

Riversong on Hudson - Private Full 2nd Floor
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Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
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Private Country Getaway
ValueFamilyView

Cozy Hudson Valley Retreat | 1800s Farmhouse
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Large, private apartment in scenic Hudson Valley
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Apartment rentals with a hot tub

The Still Life Studio- Centrally located Oasis
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Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub
FamilyValueSleep quality

Relaxing Spa Retreat~Gorgeous View~Walk to Village
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Cozy Studio•Resort Stay•Mountain Creek Pool&Hiking
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Mountain Creek Vernon Appalachian Waterpark Condo
FamilyLocationOutdoor spaces

Dragonfly Den at The Fern Haven
LocationValueIndoor spaces

Country Charm 1 Bd Balcony Views
FamilyValueBathroom

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger
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When is the best time to visit Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,263 GYD | G$40,844 GYD | G$40,844 GYD | G$41,263 GYD | G$42,730 GYD | G$40,844 GYD | G$42,101 GYD | G$42,311 GYD | G$40,216 GYD | G$40,007 GYD | G$40,844 GYD | G$41,682 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 |
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- Times Square
- Central Park Zoo
- New York City Center
- Mountain Creek Resort
- Yankee Stadium
- Columbia University
- American Dream
- MetLife Stadium
- United Nations Headquarters
- Empire State Building
- Bryant Park
- Bear Mountain State Park
- Citi Field
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- Fairfield Beach
- Astoria Park
- Thunder Ridge Ski Area
- Bronx Zoo
- The Metropolitan Museum of Art
- Prudential Center
- Resorts World Catskills





