
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$14,622 GYD per night before taxes and fees

Verified guest reviews
Over 5,120 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.

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.

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

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.

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau
A cozy, clean, large studio apartment within a two minute walk to Mt. Beacon and Main St. Enjoy your stay with a fully equipped kitchen (coffee, tea, creamer, sugar, etc.), a comfy queen bed with lots of pillows, a full bathroom with shampoo, conditioner, body wash and extras. You will have off-street parking and a beautiful outdoor patio all to yourself. The apartment has WiFi, a Smart T.V. and lots of lighting but also room darkening shades to sleep in. Pickleball courts 2 blocks away.

Gorgeous Suite w/ Private Entrance
Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

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.

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!

Expansive Views; Miles of River & Mountains
Panoramic Hudson River views; walk 3 mins to DIA, 5 to the train, and 10 to Main St. One bedroom first floor apartment of a 2 story house, the owner lives in completely separate upstairs apartment. Apartment has basics stocked kitchen, modern dining / living area with sleep sofa, and elegant Queen bedroom with wildflowers mural, & marble shower bath. Only Long Dock Park between you & Hudson River & miles of hills. Recently renovated with creative touches of local artist host.

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]

Stylish and Pet-Friendly Apartment in Beacon
Escape to our modern, private apartment, perfect for solo travelers or couples. Pet Friendly, this stylish retreat features a fully equipped kitchen, washer and dryer, a dedicated workspace, a comfortable double bed, and a private entrance with self-check-in. Enjoy a dedicated parking space. Please note, this is a private unit within our family home, offering a cozy and authentic stay.

Charming Village Base. Walk to Restaurants & Shops
Charming 1 BR apartment in the heart of Cold Spring. Centrally located in walking distance to restaurants and shops as well as hiking trails. About 15 min walk from Cold Spring train station. Ideally located in a Town Home in the village of Cold Spring with a private entrance.
Popular amenities for Philipstown apartment rentals
Weekly apartment rentals

Log Cabin Apartment Great for Outdoor Enthusiasts

Riversong on Hudson - Private Full 2nd Floor

Beacon Hills Retreat Apartment

E and T Getaway LLC

Charming Efficiency

Cozy 1-bedroom retreat minutes from West Point!

Walkable Studio with a Fire Pit

Hudson River Peaceful Getaway, Explore from here
Private apartment rentals

Beacon Bird's eye view! Close to Main St & Train

Modern Luxury King Studio

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

*The Ridge House*

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Private Country Getaway

2-Bedroom in COH, near Newburgh & West Point

New Paltz 19th cent. Restored Barn - North Hayloft
Apartment rentals with a hot tub

Cozy renovated Studio @ Creek

The Still Life Studio- Centrally located Oasis

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Swiss Spot

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Mountain Creek, Vernon Appalachian Waterpark Condo

Dragonfly Den at The Fern Haven

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger
When is the best time to visit Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,150 GYD | G$40,732 GYD | G$40,732 GYD | G$39,897 GYD | G$41,150 GYD | G$39,688 GYD | G$41,985 GYD | G$42,194 GYD | G$40,106 GYD | G$39,897 GYD | G$40,732 GYD | G$41,568 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
- Jersey City Vacation rentals
- Newark Vacation rentals
- Portland Vacation rentals
- Baltimore Vacation rentals
- Atlantic City Vacation rentals
- Fitness-friendly rentals Philipstown
- Rentals with a fireplace Philipstown
- House rentals Philipstown
- Rentals with beach access Philipstown
- Rentals with a washer and dryer 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
- Rentals with an EV charger Philipstown
- Rentals with a hot tub Philipstown
- Rentals with outdoor seating Philipstown
- Rentals with a patio Philipstown
- Waterfront rentals Philipstown
- Rentals with a fire pit Philipstown
- Apartment rentals Putnam County
- Apartment rentals New York
- Apartment rentals United States
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- American Dream
- Rockefeller Center
- United Nations Headquarters
- MetLife Stadium
- Empire State Building
- Bryant Park
- Citi Field
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Minnewaska State Park Preserve
- New York University
- Fairfield Beach
- Astoria Park
- Thunder Ridge Ski Area
- Brooklyn Bridge
- The Metropolitan Museum of Art





