
Apartment vacation rentals in Philipstown
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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$14,651 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.

Sunlit Apartment close to Beacon’s Main Street
Gaze out at views of Mount Beacon from the windows of this upper-floor apartment in a 2 family home (the hosts live downstairs). The home boasts a clean white palette interspersed with colorful handmade pottery, furniture, and artwork and a decorative rug in the living area. This quaint apartment is on the 2nd floor of our home. We are a young recently married couple who renovated this apartment ourselves, and we are excited to have guests enjoy it. The space is filled with handmade pottery, furniture and artwork created by us, and from our collection. We have a queen sized bed outfitted with a comfy Tuft and Needle mattress in the bedroom, and a couch that pulls out into a full sized bed in the living room. The space is ideal for 2, but sleeps 4. We live downstairs with our small dog, Charlie, and are accessible to answer any questions and offer recommendations on local activities, but will give you all the privacy you need. You are welcome to enjoy a cup of coffee or glass of wine in our comfy rocking chairs on our porch. Please know, our porch is a communal area, so you may find us out there during the nice weather doing to same! For your convenience, we have self check in with a keypad on the door. If you need to come a little earlier than check in time, or depart a little later, please let us know. When possible, we are more than happy to accommodate these requests. There is ample street parking in front of the house. We are a short drive from DIA Beacon, the Hudson River, Breakneck and Mt. Beacon, and walking distance to all the galleries, shops and restaurants Main Street has to offer. Guests can use the entire apartment, as well as our shared front porch area. We are available to answer any questions you may have throughout your stay. Please reach out through message if you need anything at all. You may see us walking our dog or enjoying some coffee on the porch. We are happy to enjoy a happy hour with you out there or give you all the privacy you need. The apartment in on a quiet street in Beacon within walking distance of The Roundhouse, Fishkill Creek, and Main Street. The Hudson River, Breakneck, and Mount Beacon are a short drive away.
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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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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.
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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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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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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]
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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.
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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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Wooded stream side Retreat
Small basement apartment nestled in the village of Cold Spring, within walking distance to Main Street (10 minutes) and train (15-20 min). Apartment borders a wooded stream that leads to the old foundry and the Hudson River. Plenty of hiking nearby. Ample parking in driveway. Privacy.
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Popular amenities for Philipstown apartment rentals
Weekly apartment rentals

Quaint Apartment in Cornwall on Hudson
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Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau
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Beacon Hills Retreat Apartment
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E and T Getaway LLC
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Charming Efficiency
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Hudson River Peaceful Getaway, Explore from here
ValueFamilyIndoor spaces

2-Bedroom in COH, near Newburgh & West Point
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1 Bed. apt, private entrance-close to West Point.
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Private apartment rentals

Stylish Private Studio 1 block from Main St Beacon
LocationFamilyComfort

Explore Historic Uptown Kingston from the Bau Guesthaus, C
LocationFamilyLaundry

Stylish and Pet-Friendly Apartment in Beacon
FamilyValueParks

Riversong on Hudson - Private Full 2nd Floor
ValueFamilyDecor

Cozy 1 Bedroom Apt. Prime Location+private parking
LocationFamilyWalkability

Modena Mad House
LocationFamilyQuiet

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

Large, private apartment in scenic Hudson Valley
LocationValueNearby
Apartment rentals with a hot tub

Countryside Couples Suite
LocationValueOutdoor spaces

Relaxing Spa Retreat~Gorgeous View~Walk to Village
ValueFamilyAir conditioning

The Still Life Studio- Centrally located Oasis
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Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub
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Avi Triangle Island
ValueLocationBackyard

Mountain Creek Vernon Appalachian Waterpark Condo
LocationFamilyNearby

Lakeview Suite Pet friendly Hot Tub 4 Park Spots
LocationFamilyComfort

Country Charm 1 Bd Balcony Views
FamilyLocationOutdoor spaces
When is the best time to visit Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,232 GYD | G$40,813 GYD | G$40,813 GYD | G$41,232 GYD | G$42,697 GYD | G$40,813 GYD | G$42,069 GYD | G$42,278 GYD | G$40,185 GYD | G$39,976 GYD | G$40,813 GYD | G$41,650 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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