Waterfront vacation rentals in Philipstown

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Philipstown

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Carmel Hamlet

4.92 out of 5 average rating, 130 reviews

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Sep 29 – Oct 6

R7,152 ZAR per night

Guest favorite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

Private Hudson Valley Country Retreat

Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021

Jan 27 – Feb 3

R14,872 ZAR per night

Guest favorite

Cabin in Vernon Valley

4.97 out of 5 average rating, 348 reviews

Serenity Cabin, the historic waterfall cabin!

Escape to a magical paradise where the sound of a babbling stream & chirping birds create a symphony of serenity. Nestled on 18 acres of pristine wilderness, this secluded retreat offers endless opportunities for exploration & adventure. Wander along the streams and discover hidden waterfalls, all while immersing yourself in the breathtaking beauty of nature. Located 5 minutes from Mountain Creek, Warwick drive-in, Appalachian trail, & activities like goat yoga, horse riding, & TreEscape adv.

Nov 6 – 13

R3,287 ZAR per night

Superhost

Cottage in Putnam Valley

4.9 out of 5 average rating, 215 reviews

Lakefront Cottage near Hudson Valley

Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

Dec 11 – 18

R6,954 ZAR per night

Guest favorite

Home in Putnam Valley

4.96 out of 5 average rating, 100 reviews

Lake Cottage Near Sleepy Hollow, Westpoint & NYC

Escape to this private lakeside cottage. Just 1h drive from NYC near lots of skiing: Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away The cottage can accommodate up to 10 guests and is family-friendly. Pets are welcome! WiFi is extremely fast and we have free electric car charging.

Oct 28 – Nov 4

R11,234 ZAR per night

Guest favorite

Cabin in Wurtsboro

4.98 out of 5 average rating, 205 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Jan 26 – Feb 2

R5,509 ZAR per night

Superhost

Apartment in Newburgh

4.84 out of 5 average rating, 117 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!

Sep 4 – 11

R2,405 ZAR per night

Superhost

Home in Peekskill

4.9 out of 5 average rating, 153 reviews

The Peekskill RiverView House

The Peekskill RiverView House A fully renovated dream house overlooking the historic Peekskill Bay. This 3 bedroom 3.5 bath designer house is a 5 minute walk to the train station as well as the historic downtown. It’s truly the gateway to the Hudson Valley along with having the walkable access to culture, hiking, biking, culinary, spa, and entertainment activities within City limits. Expansive decks on all 3 floors with spectacular Hudson River views from every room.

Jan 11 – 18

R7,053 ZAR per night

Guest favorite

Guest suite in Beacon

4.91 out of 5 average rating, 360 reviews

Creekside Beacon—Go Car-Free!—Steps to Hiking/Main

(Please click the "Show more" button below to expand & read full listing BEFORE booking! You'll see why I ask at end!) RECENTLY RENOVATED! Wake up next to a burbling creek in this immaculately clean full-floor apartment filled with midcentury design and modern tech. Steps to Main St, Roundhouse, and so much hiking. Perfect for a car-free escape. Easy access to Metro-North train, Dia, & quick walk to Mt Beacon hiking. Also near: Storm King, Breakneck Ridge, West Point.

Jun 16 – 23

R4,665 ZAR per night

Superhost

Apartment in Beacon

4.82 out of 5 average rating, 554 reviews

Top Floor 2BR - Just Renovated!

This 2BR apartment is the entire top floor of an 1870 brick house. Extensively renovated in 2021 - all new kitchen, major updates to the bathroom, new paint, furniture and decor throughout. Directly behind the house is Fishkill Creek and abandoned railway tracks (you can walk to Main St on them in 10 minutes - or walk on the sidewalk if you prefer). It's a perfect space for up to 4 people visiting Beacon and the beautiful Hudson Valley. [LI Zoning: Fully Permitted]

Sep 1 – 8

R4,059 ZAR per night

Guest favorite

Home in Wappingers Falls

4.97 out of 5 average rating, 105 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

Oct 21 – 26

R2,966 ZAR per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 113 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park

Sep 11 – 18

R2,336 ZAR per night