Apartment holiday rentals in Philipstown

Flat in Cornwall-on-Hudson

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.

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.

4.95 out of 5 average rating, 167 reviews

4.9 out of 5 average rating, 278 reviews

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.

Flat in Philipstown

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.

4.89 out of 5 average rating, 364 reviews

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.

Flat in Cold Spring

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

4.97 out of 5 average rating, 621 reviews

Luxe Loft 4 on Main St- Views! Steam Shower! W/D

Welcome to Luxe Studio #4 right on Main Street in Beacon. This is your home base for exploring the beautiful Hudson Valley! Walk to Dia Museum, train, restaurants, shops, galleries, hiking-all at your doorstep! Relaxing, meticulously clean space designed for comfort and indulgence with everything you could need- unforgettable steam shower, full kitchen, washer & dryer. Queen bed with luxe hotel-quality linens. 50” Toshiba 4K Fire TV, hardwood flooring, spacious bathroom with window &toiletries

4.97 out of 5 average rating, 106 reviews

A spacious living room is illuminated by natural light through large windows. A comfortable sofa is arranged with accent chairs around a wooden coffee table. A dining area is visible, featuring a round table and chairs. French doors open to a garden view.

Flat in Cold Spring

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!

4.97 out of 5 average rating, 461 reviews

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.

Flat in Marlboro

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.

4.88 out of 5 average rating, 280 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!

The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.

4.86 out of 5 average rating, 728 reviews

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]

4.87 out of 5 average rating, 113 reviews

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.

4.78 out of 5 average rating, 160 reviews

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.

Flat in Highland Falls

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.

4.85 out of 5 average rating, 195 reviews

A modern kitchen area features sleek blue cabinetry complemented by a stainless steel refrigerator. A white countertop provides workspace above a stainless sink, with a dish rack nearby. The floor is adorned with a textured gray surface, contributing to the kitchen's contemporary feel.

Flat in Nelsonville

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.

4.98 out of 5 average rating, 126 reviews

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.

Flat in Cold Spring

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.99 out of 5 average rating, 261 reviews

Private Apt 2 Blocks MainSt/Roundhouse/Maribeau

4.98 out of 5 average rating, 138 reviews

Flat in Stony Point

Gorgeous Suite w/ Private Entrance & Farm Friends

A small dining area is positioned beneath a modern pendant light, featuring a round table surrounded by two tan chairs and a wooden chair. Sunlight filters through sheer curtains at the oversized windows, highlighting the warm wooden floor.

4.93 out of 5 average rating, 231 reviews

Ela - a 1 Bed Escape, Washer/Dryer in Unit

A modern eat-in kitchen features sleek white cabinetry and open shelving. Stainless steel appliances include a refrigerator, oven, and sink with a black faucet. Natural light illuminates the space through a window, highlighting the warm, wooden floor.

4.86 out of 5 average rating, 130 reviews

Cozy 2 Br apartment in the heart of Beacon

5.0 out of 5 average rating, 150 reviews

Flat in Holmes

Top Side

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.

4.89 out of 5 average rating, 292 reviews

Expansive Views; Miles of River & Mountains

Flat in Cornwall-on-Hudson

A wooden porch leads to a vibrant purple door, framed by light-colored trim. Potted red flowers add color to the entrance, while natural light filters through the nearby trees, highlighting the rustic charm of the space.

Charming Efficiency

4.98 out of 5 average rating, 247 reviews

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.

4.92 out of 5 average rating, 124 reviews

Beacon Hills Retreat Apartment

Private apartment rentals

4.83 out of 5 average rating, 286 reviews

A spacious living area is furnished with a dark sofa and decorative pillows, complemented by a light wooden coffee table. A large mirror reflects natural light, while floor lamps provide additional illumination. The room features light-colored walls and sleek wooden flooring, enhancing the open feel.

Flat in Highland Falls

Stylish affordable 2BR Steps from Thayer gate+prkg

A bright kitchen with a clean white palette features black and white checkered flooring. A round table with blue chairs is positioned near a window, adorned with a flower vase. Colorful artwork decorates the wall, adding a cheerful touch to the space.

4.99 out of 5 average rating, 203 reviews

Sunlit Apartment close to Beacon’s Main Street

4.82 out of 5 average rating, 194 reviews

A well-lit living area features a gray sofa adorned with decorative cushions and a coffee table positioned on a patterned area rug. Natural light enters through a window, illuminating the space. A small desk is located near the entrance, complemented by a welcoming front door.

Flat in Lake Mohegan

Cozy 1 Bedroom Apt. Prime Location+private parking

4.96 out of 5 average rating, 560 reviews

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.

Flat in Ossining

Hudson River Peaceful Getaway, Explore from here

4.99 out of 5 average rating, 184 reviews

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.

Flat in Marlboro

Cozy Hudson Valley Retreat | 1800s Farmhouse

5.0 out of 5 average rating, 256 reviews

Flat in Wappingers Falls

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

A stained glass window adorns the top of the image, displaying intricate patterns in soft colors. Below, a large window frames a serene view of the Hudson River, with a cargo ship gliding across the water. Mountains rise gently in the distance under a pastel sky.

4.88 out of 5 average rating, 248 reviews

Riversong on Hudson - Private Full 2nd Floor

A spacious deck is captured in the image, featuring two green wicker chairs arranged on a wooden floor. The open railings provide a view of surrounding trees and a clear sky, creating a relaxed outdoor setting for guests to enjoy.

4.97 out of 5 average rating, 195 reviews

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

Apartment rentals with a hot tub

Two wooden Adirondack chairs are positioned on a grassy area, facing a serene landscape dotted with trees displaying autumn foliage. A small side table is set between the chairs, providing a space for refreshments. A shed is visible in the background among the greenery.

4.94 out of 5 average rating, 290 reviews

Countryside Couples Suite

4.97 out of 5 average rating, 656 reviews

Flat in New Paltz

Relaxing Spa Retreat~Gorgeous View~Walk to Village

4.97 out of 5 average rating, 331 reviews

An outdoor deck area features a private hot tub surrounded by wooden fencing and a shaded canopy. A hammock is positioned to one side for relaxation, and a red chair provides additional seating. Soft string lights are draped overhead, contributing to a serene atmosphere.

Flat in Milford

The Still Life Studio- Centrally located Oasis

4.96 out of 5 average rating, 134 reviews

The exterior of The Appalachian Hotel showcases a charming combination of red and yellow hues. The building features a pitched roof and multiple balconies. In the foreground, a clear blue pool reflects the evening sky, while landscaped greenery surrounds the area.

Flat in Vernon Township

Mtn. Creek Heated Pool HotTub Sauna Fire Place

4.72 out of 5 average rating, 78 reviews

A modern seating area features two plush sofas arranged around a central ottoman. A flat-screen television is mounted on the wall opposite the seating. Large glass doors open to a view of the outdoors, allowing natural light to fill the space.

Flat in New Milford

Avi Triangle Island

5.0 out of 5 average rating, 32 reviews

Flat in Danbury

Lakeview Suite Pet friendly Hot Tub 4 Park Spots

4.99 out of 5 average rating, 88 reviews

The spacious living room features a light-toned sectional sofa complemented by a wooden coffee table. Natural light enters through a nearby window, illuminating the neutral décor. A decorative plant adds a touch of greenery, while a dining area is visible through an adjoining doorway.

Flat in Stamford

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger