
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 1,240 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

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🐕

Gorgeous Waterfront w/ Hot Tub and Game Level
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to The Glass House! Here are a few things I think you’ll especially enjoy about the house. Highlights – You’ll love the: Peaceful waterfront setting – tucked away on the lake, yet just minutes to town Year-round hot tub – the perfect way to unwind after hiking, or exploring Family-perfect layout – two spacious levels with a game/media room and screened porch Kayaks & life vests – easy, safe access to the water for all ages

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.

Stylish Lakeside Cottage with Hot Tub
Welcome to Greenwood Lakeside Cottage, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).

Hilltop Retreat- Lakefront with Dock
Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.

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 two-person kayaks are available for use from May 1 to November 1.

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225

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

The Best Lake House! *Ask About Boat Use Promo*

Beautiful Lakefront Views! Beach, Firepit + Kayaks

New Beach Home near Stamford Downtown/Shippan

Beaver Lake Escape

Welcome to The Boathouse! Waterfront/Boats/Hot tub

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

Waterfront Cottage - Hot Tub, Kayaks and Fire Pit
Cottages with a kayak

Cottage with Private Deck on 8 acres of Woods

Waterlily Lakehouse - Modern+Waterfront+Retreat

Be in Nature at this Gorgeous Riverfront Cabin

The Mountaintop Lakehouse that Time Forgot.

Romantic House on a Magical Lake

Waterfront, Wooded Cottage on Candlewood Lake

Spacious Lakefront House With a Private Dock

3 Br Cottage near Lake w Private Dock, 1 hr to NYC
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

Tranquil Lakefront Cabin!

Lake Access—Canoe—SUPs—Innertubes—FirePit—BBQ—Chic

Cascade-Cabin

ECHO cabin - lakefront peaceful modern house
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 | $672 NZD | $620 NZD | $744 NZD | $517 NZD | $546 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
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- Rentals with a hot tub Philipstown
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- Rentals with a fire pit Philipstown
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- Rentals with a kayak United States
- Times Square
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Mountain Creek Resort
- Columbia University
- American Dream
- MetLife Stadium
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
- Bryant Park
- Citi Field
- Bear Mountain State Park
- Grand Central Terminal
- Minnewaska State Park Preserve
- Radio City Music Hall
- Brooklyn Bridge
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Bronx Zoo
- USTA Billie Jean King National Tennis Center





