
Holiday rentals with a kayak in Philipstown
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Philipstown

Total holiday rentals
Explore 10 holiday rentals in Philipstown

Nightly prices starting at
Philipstown holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 1,160 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 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!
Top-rated Accommodation with a Kayak in Philipstown
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Modern Nordic Designed Cabin
Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 34469

Welcome to The Boathouse! Waterfront/Boats/Hot tub
Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

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

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.

Cozy Lake Cottage
Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

Oscaleta Guest House: Lakefront Cabin
Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

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..

Little Lake Cabin with Hot Tub, Kayaks & Fire Pit
Named one of the best Airbnbs in Connecticut by Business Insider, The Little Lake Cabin is a cozy wooded retreat minutes from Candlewood Lake with a year round hot tub, fire pit, and kayaks to take out on the lake. Perfect for couples getaways and relaxing weekends, the cabin is close to hiking, boating, wineries, antique shops, skiing, and charming New England towns. End your days soaking in the hot tub and relaxing by the fire under the stars.

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.

Private Lake House 1 Hour to NYC & Near Westpoint
Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking 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 Pets are welcome! WiFi is extremely fast and we have free electric car charging

Lakeside Cottage: Boulder's Bluff
Come enjoy the serenity of our renovated lakeside cottage! Guests can enjoy their time relaxing fireside with panoramic views, hiking or biking 22 miles of trails running through our backyard, and let's not forget splashing around in the lake. We are sorry but we are unable to accommodate pets. Pack N Play available only when request ahead of time. Pack N Play sheets not provided.
Popular amenities for Philipstown kayak rentals
Holiday House Rentals with a Kayak

The Getaway: Beautiful Waterfront - New Milford CT

Perfect New Paltz Location!

Luxury Lakefront Estate | Private Beach & Spa

Creekside Cottage

Adorable quiet & cozy lakefront studio on dead end

Entire lake house to yourself. Great for groups

Waters' Edge on the Esopus

Dancing Feather: Cozy Lake-Front A-Frame Chalet
Cottages with a kayak

Cottage with Private Deck on 8 acres of Woods

Waterlily Lakehouse - Modern+Waterfront+Retreat

Waterfront 3 Bdrm. w/ Hot Tub & Outdoor Fire Pit!

Cozy and quiet lake front cottage with firepit

Sunset Cabin Modern Home Kayak FirePit Lake Access

The Mountaintop Lakehouse that Time Forgot.

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK

Lakefront Hudson Valley Cottage w/Hot Tub/Fire Pit
Cabin rentals with a kayak

Cozy Lakefront Catskills Cabin—2hrs from NYC!

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

Riverfront Retreat | Hot Tub, Firepit & Pool Table

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Canoe—SUPs—Innertubes—Chic—Renovated—Fire Pit—BBQ

Tranquil Lakefront Cabin!

Lakefront Log Cabin

Design-Forward Riverfront Cabin on 120 Acres
When is the best time to visit Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $461 NZD | $471 NZD | $459 NZD | $469 NZD | $580 NZD | $674 NZD | $621 NZD | $746 NZD | $519 NZD | $548 NZD | $520 NZD | $515 NZD |
| 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 |
Destinations to explore
- Plainview Holiday rentals
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- Apartment rentals Philipstown
- Rentals with an EV charger Philipstown
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- Rentals with a patio Philipstown
- Rentals with lake access Philipstown
- Waterfront rentals Philipstown
- Family-friendly rentals Philipstown
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- Rentals with beach access Philipstown
- Rentals with a hot tub Philipstown
- Rentals with a fire pit Philipstown
- Rentals with a fireplace Philipstown
- Rentals with breakfast Philipstown
- Rentals with pools Philipstown
- Fitness-friendly rentals Philipstown
- Rentals with a kayak Putnam County
- Rentals with a kayak New York
- Rentals with a kayak United States
- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
- American Dream
- Prudential Center
- Minnewaska State Park Preserve





