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$14,619 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.

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Top guest favorite
A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.
Apartment in Cornwall-on-Hudson
4.94 out of 5 average rating, 154 reviews

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.

Guest favorite
The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.
Apartment in Philipstown
4.91 out of 5 average rating, 274 reviews

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.

Guest favorite
The interior of a wooden sauna is shown, featuring warm cedar walls and benches. A stove is located at the center, surrounded by two folding chairs and neatly rolled green towels. A wooden bucket sits in one corner, emphasizing the tranquil spa environment.
Apartment in Cold Spring
4.9 out of 5 average rating, 336 reviews

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 guest favorite
Apartment in Holmes
5 out of 5 average rating, 124 reviews

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.

Top guest favorite
The inviting interior features a well-lit living space with decorative wall sconces and a cozy seating area. A wooden table stands near a lush fern, while a TV is positioned on a mantel beneath framed artwork. Natural light enhances the space's warmth.
Apartment in Marlboro
4.99 out of 5 average rating, 180 reviews

Cozy Hudson Valley Retreat | 1800s Farmhouse

Come relax at our lovingly restored historic 1873 Marlboro Farmhouse centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 1400sq. ft 2 BR/2.5 bath unit that occupies the private second floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Top guest favorite
Apartment in Stony Point
4.97 out of 5 average rating, 104 reviews

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.

Top guest favorite
A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.
Apartment in Marlboro Township
4.97 out of 5 average rating, 444 reviews

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.

Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 540 reviews

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.

Guest favorite
Apartment in Newburgh
4.89 out of 5 average rating, 262 reviews

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!

Guest favorite
A scenic view reveals green mountains in the distance, framed by trees and rooftops. The sky is bright blue with wispy clouds. Various colorful buildings are visible in the foreground, creating a sense of depth and charm in the surroundings.
Apartment in Cold Spring
4.95 out of 5 average rating, 120 reviews

Spectacular Cold Spring Views---Walk To Train

Incredible location! This beautifully decorated 3rd Floor, 2-bedroom space with spectacular mountain views is right in the middle of Cold Spring Village. Just off Main Street, it's an easy 3 minute walk to/from the Metro North Station (which is just over an hour by train to/from New York's Grand Central Station). This quiet, convenient sanctuary is only a few steps from charming galleries, shops, restaurants, hiking, boating, kayaking and all amenities that Cold Spring has to offer.

Superhost
Apartment in Beacon
4.9 out of 5 average rating, 720 reviews

Cozy Beacon Oasis

Recently renovated studio apartment in an 1870 brick house with shared backyard oasis (covered lounge area, fire pit, seasonal stream). Design by top Hudson Valley designer Simone Eisold. Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St in 10 min. Dedicated off street parking. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon views! [Permit: 2024-0027-STR]

Top guest favorite
A spacious living area features a light-colored sofa with decorative cushions. A wooden coffee table sits in front, accompanied by two stylish dining chairs at a small table. Natural light fills the room through large windows, enhancing the welcoming atmosphere.
Apartment in Cold Spring
4.97 out of 5 average rating, 113 reviews

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

When is the best time to visit Philipstown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,142 GYDG$40,724 GYDG$40,724 GYDG$39,889 GYDG$41,142 GYDG$39,680 GYDG$41,977 GYDG$42,186 GYDG$40,098 GYDG$39,889 GYDG$40,724 GYDG$41,560 GYD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

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