
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$14,573 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.

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.

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!

Charming Efficiency
Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

Newly Restored 2BR
Designer 2BR in historic 1870 brick building with shared backyard oasis (covered lounges, fire pit, creek views). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main Street and the Roundhouse waterfall in 10 min. Design by Hudson Valley fixture Simone Eisold and art by Guggenheim Fellowship winning photographer Amanda Means. Two dedicated parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

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.

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.

Beautiful loft space
Located in the heart of Cold Spring, NY, this beautiful architect-designed loft space is only 2 blocks away from the Metro North train stop. It features a large single bedroom, a full kitchen, a full dining table and chairs, and a sleeper sofa.
Popular amenities for Philipstown apartment rentals
Weekly apartment rentals

Expansive Views; Miles of River & Mountains

Beacon Hills Retreat Apartment

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

E and T Getaway LLC

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

2-Bedroom in COH, near Newburgh & West Point

Hudson River Peaceful Getaway, Explore from here

Modena Mad House
Private apartment rentals

Modern Luxury King Studio

Stylish Private Studio 1 block from Main St Beacon

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

Hoppy Hill Farm House

Stylish affordable 2BR Steps from Thayer gate+prkg

Centrally Located in the Heart ❤ of Newburgh

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Cozy 2 Br apartment in the heart of Beacon
Apartment rentals with a hot tub

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

Cozy Studio•Resort Stay•Mountain Creek Pool&Hiking

Mountain Creek Vernon Appalachian Waterpark Condo

Dragonfly Den at The Fern Haven

Rustic classic spacious Studio
When is the best time to visit Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,014 GYD | G$40,597 GYD | G$40,597 GYD | G$39,765 GYD | G$41,014 GYD | G$39,556 GYD | G$41,847 GYD | G$42,055 GYD | G$39,973 GYD | G$39,765 GYD | G$40,597 GYD | G$41,430 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
- Rentals with a fire pit Philipstown
- 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 outdoor seating Philipstown
- Rentals with a hot tub Philipstown
- Rentals with a patio Philipstown
- Waterfront rentals Philipstown
- Apartment rentals Putnam County
- Apartment rentals New York
- Apartment rentals United States
- Times Square
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Mountain Creek Resort
- Columbia University
- American Dream
- MetLife Stadium
- United Nations Headquarters
- Empire State Building
- Bryant Park
- Citi Field
- Bear Mountain State Park
- Grand Central Terminal
- Minnewaska State Park Preserve
- Radio City Music Hall
- Brooklyn Bridge
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Bronx Zoo
- Resorts World Catskills
- Prudential Center





