
Waterfront holiday rentals in Town of Philipstown
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Top-rated waterfront rentals in Town of Philipstown
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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.

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly
Just over an hour from NYC, this secluded, dog-friendly lakefront chalet offers 200’ of private shoreline, fenced yard and sunroom with stunning lake views. Thoughtfully decorated with treasures from my travels, it blends quiet luxury and modern comfort. Cozy up by the fireplace, enjoy a vinyl or a movie, take in Autumn colors, spot local wildlife, hike nearby trails, unwind by the fire pit and rest in the king size bed. Romantic, peaceful, beautifully secluded – your perfect fall escape awaits.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Remote Waterfall Cabin at Swiftwater Acres
Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

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.

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, 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). The property has a separate patio & treetop hot tub with view of the creek and Mt Beacon for private additional rental (pending availability). Inquire for details. [Permit: 2024-0027-STR]

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. $25 cleaning with or without pets.

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 River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

French Guest House in Waccabuc
A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.
Popular amenities for waterfront rentals in Town of Philipstown
Waterfront apartment rentals

Harbor Studio - Across from historic Northport doc

Charming Lakeside Retreat

C'est La Vie Lakeview with Optional Boat Slip

Art Room at Old Stone Farmhouse

Lovely 2br Victorian - 5m to train / 3m to main

DeMew Townhouse in Historic Kingston

Waterfront Gem: 1BR w/Private Balcony & Serenity

Cozy 1 bedroom apartment in the Rondout Kingston
Waterfront house rentals

Private Hudson Valley Country Retreat

Upstate Waterfront Saugerties Retreat-Near HITS

Lakeview Estate - Chef's Kitchen - NYC Getaway

Dutch Touch Woodstock Cottage

The Stone House

Victorian Haven

Secluded modern forest cabin with private brook

Mt. Wonder: Cold Plunge, Sauna, Hot Tub and View
Waterfront apartment rentals

Mtn Creek Ski Resort Hot Tub Shuttle #09-23M

Little Getaway at the Black Creek Sanctuary

Luxury Romantic Hideaway

NYC Riverfront White Marble Sanctuary Free Parking

Tranquility on the Lake!

Hudson Valley Cottage Apartment

Courtyard Overlook @ Spa Owners Residential Condo
When is the best time to visit Town of Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 SGD | $208 SGD | $216 SGD | $223 SGD | $358 SGD | $312 SGD | $364 SGD | $444 SGD | $347 SGD | $389 SGD | $306 SGD | $225 SGD |
| 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 |
Quick stats about waterfront rentals in Town of Philipstown

Total holiday rentals
Explore 40 holiday rentals in Town of Philipstown

Nightly prices starting at
Town of Philipstown holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 2,900 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Town of Philipstown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Town of Philipstown rentals

4.9 Average rating
Town of Philipstown stays are highly rated by guests – averaging 4.9 out of 5!
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- Fitness-friendly rentals Town of Philipstown
- Rentals with a washing machine and dryer Town of Philipstown
- Rentals with a patio Town of Philipstown
- Rentals with a firepit Town of Philipstown
- Rentals with lake access Town of Philipstown
- Rentals with a fireplace Town of Philipstown
- Rentals with beach access Town of Philipstown
- Pet-friendly rentals Town of Philipstown
- Rentals with a kayak Town of Philipstown
- Flat rentals Town of Philipstown
- Rentals with an EV charger Town of Philipstown
- Rentals with outdoor seating Town of Philipstown
- House rentals Town of Philipstown
- Rentals with breakfast Town of Philipstown
- Rentals with pools Town of Philipstown
- Rentals with a hot tub Town of Philipstown
- Family-friendly rentals Town of Philipstown
- Waterfront rentals Putnam County
- Waterfront rentals New York
- Waterfront rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Grand Central Terminal
- Rye Beach
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bronx Zoo
- One World Trade Center
- Walnut Public Beach




