
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

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit
Wake up to stunning mountain views & enjoy a coffee next to your own private lake surrounded by 5 secluded acres of the bucolic Catskill Mountains. Swim in the clean, clear lake; lie out on the swim dock; row across the lake in the row boat; grill on the wrap-around porch; cook for friends in the gourmet kitchen, or simply relax by the fire (wood-burning fireplace + lakeside FIREPIT). Mins to breweries, hiking & the trendy town of Phoenicia. You need never leave! This is the ULTIMATE 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.

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.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

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.
Popular amenities for Philipstown kayak rentals
Holiday House Rentals with a Kayak

The Getaway: Beautiful Waterfront - New Milford CT

Luxury Lakefront Estate | Private Beach & Spa

Creekside Cottage

Adorable quiet & cozy lakefront studio on dead end

Beaver Lake Escape

Waters' Edge on the Esopus

*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi

Lakehouse Getaway/Winter/Summer/Spring/Fall
Cottages with a kayak

Waterlily Lakehouse - Modern+Waterfront+Retreat

Be in Nature at this Gorgeous Riverfront Cabin

The Mountaintop Lakehouse that Time Forgot.

Cozy Cottage |Quintessential CT | Pet Friendly

Charming Fairfield Beach Cottage

Upper Delaware River cottage

Roscoe Cottage Pet Friendly

Heron's Hideaway: Stylish Lakefront 5 BR Home
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

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

Tranquil Lakefront Cabin!

Neighborhood Beach, Paddle Board, Swim

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

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 | $460 NZD | $470 NZD | $458 NZD | $468 NZD | $579 NZD | $673 NZD | $620 NZD | $744 NZD | $518 NZD | $547 NZD | $519 NZD | $514 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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- Rentals with lake access Philipstown
- Rentals with a fire pit Philipstown
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- Pet-friendly rentals Philipstown
- Rentals with a patio Philipstown
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- Family-friendly rentals Philipstown
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- Rentals with breakfast Philipstown
- Rentals with pools Philipstown
- Rentals with outdoor seating Philipstown
- Rentals with a fireplace Philipstown
- Fitness-friendly rentals Philipstown
- Waterfront rentals Philipstown
- Rentals with a hot tub 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
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
- Prudential Center
- American Dream
- Minnewaska State Park Preserve





