Apartment holiday rentals in Philipstown

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Philipstown

Guests agree: These apartments are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
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, 150 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 favourite
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
4.9 out of 5 average rating, 269 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 favourite
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, 331 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 favourite
Apartment in Holmes
5 out of 5 average rating, 112 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 favourite
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
4.98 out of 5 average rating, 440 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 favourite
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, 534 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 favourite
Apartment in Newburgh
4.89 out of 5 average rating, 256 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 favourite
A glass-top table with a sculptural base is positioned on a stone patio, overlooking the Hudson River. Rolling hills and greenery are visible in the background, while a view of a charming town along the river’s edge can be seen under a cloudy sky.
Apartment in Beacon
4.9 out of 5 average rating, 282 reviews

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 Guest favourite
A well-appointed room features a queen-sized bed with crisp white linens and a patterned throw. Natural light filters through multiple windows, illuminating a vintage bar cart and a small black mini-fridge. A wooden dresser and a chair complement the inviting space.
Apartment in Beacon
4.99 out of 5 average rating, 219 reviews

Stylish Private Studio 1 block from Main St Beacon

Stylish, private bedroom & bath w/ self check-in private entrance. Garden/art/antiques/vintage bar-cart/mini-fridge/microwave/43in 4KTV/ black-out curtains/outdoor seating area. 1 block from Main St/3 min free shuttle/20 min walk from Metro-North station. Close to DIA&hiking trails. NOTE: -Ceilings are a bit low so if you are very tall, please contact before booking. -To ADD PET click "guests"scroll to bottom,select"pet"to pay fee for ONE pet $45 xtra for EACH additional pet

Top Guest favourite
A spacious bedroom features a large black bed with gray bedding, complemented by a decorative pillow. Nearby, a simple black bench and a floor lamp provide additional functionality. Natural light enters through a window covered with light curtains, and a leafy plant adds a touch of greenery.
Apartment in Beacon
4.91 out of 5 average rating, 114 reviews

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.

Superhost
A well-lit bedroom features a spacious bed adorned with a light gray quilt decorated with blue floral patterns. Nightstands are positioned on either side, each with a small lamp. Natural light filters through a window dressed with light curtains, illuminating the wooden floor.
Apartment in Highland Falls
4.79 out of 5 average rating, 155 reviews

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.

Top Guest favourite
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, 111 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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$329 NZD$326 NZD$326 NZD$319 NZD$329 NZD$318 NZD$336 NZD$338 NZD$321 NZD$319 NZD$326 NZD$333 NZD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

Quick stats about apartment rentals in Philipstown

  • Total holiday rentals

    Explore 50 holiday rentals in Philipstown

  • Nightly prices starting at

    Philipstown holiday rentals start at $117 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Philipstown holiday 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!

Destinations to explore