Holiday rentals with a kayak in Philipstown

4.99 out of 5 average rating, 137 reviews

An open concept living area features vaulted wooden ceilings and large windows offering natural light and forest views. A cozy sofa is positioned in front of a modern coffee table. An adjacent dining area and fully equipped kitchen complete the layout, promoting a spacious atmosphere.

Cabin in Greenwood Lake

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

Outdoor spacesValueHiking

4.99 out of 5 average rating, 187 reviews

A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.

Home in Putnam Valley

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

Outdoor spacesLocationAmenities

A striking wooden wall showcases a large bank of windows offering panoramic views of Lake Oscawana and surrounding foliage. The vaulted ceiling emphasizes the spaciousness of the room, inviting natural light to fill the space.

4.88 out of 5 average rating, 326 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.

LocationOutdoor spacesAccess

4.99 out of 5 average rating, 204 reviews

A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.

Cottage in Monroe

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🐕

Outdoor spacesValueNearby

5 out of 5 average rating, 137 reviews

Cottage in South Salem

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.

LocationOutdoor spacesBathroom

4.94 out of 5 average rating, 137 reviews

A lakeside retreat is showcased, featuring a rustic exterior with dark wood accents. Adirondack chairs are arranged near the water's edge, alongside colorful kayaks resting on the peaceful lake. Lush greenery surrounds the property, reflecting in the calm water.

Home in Putnam Valley

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.

Outdoor spacesValueHiking

A six-person Jacuzzi hot tub is positioned on a patio, overlooking a serene lake surrounded by trees. The bubbling water reflects the greenery, creating a peaceful atmosphere for relaxation.

4.96 out of 5 average rating, 325 reviews

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).

Outdoor spacesValueSkiing

4.95 out of 5 average rating, 101 reviews

An outdoor seating area is featured with two ornate egg chairs and a spacious sofa. The furniture is complemented by colorful cushions, and a geometric patterned rug is placed underneath. A stone fireplace is visible in the background, surrounded by trees.

Home in New Fairfield

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.

Outdoor spacesValueComfort

4.96 out of 5 average rating, 454 reviews

A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.

Cabin in Sherman

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.

Outdoor spacesValueHospitality

The lakeside property features a well-manicured lawn leading to the water's edge, complemented by a dock and a single kayak. Lounge chairs are arranged near a shaded gazebo, with a stone pathway guiding guests towards the house, which is framed by lush greenery.

4.97 out of 5 average rating, 112 reviews

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

LocationOutdoor spacesGetting around

4.99 out of 5 average rating, 183 reviews

The restored a-frame stone cottage is nestled among trees, featuring a wooden deck and stone steps leading to the entrance. A propane grill is positioned on the deck, with a tranquil wooded backdrop showcasing the colors of nature.

Cottage in Pawling

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.

ValueOutdoor spacesParks

A dining area features a long wooden table set for meals, with plates arranged on woven placemats. To one side, a bar area displays glassware and coffee equipment. Expansive windows frame scenic lake views, allowing natural light to brighten the space.

4.97 out of 5 average rating, 244 reviews

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

LocationOutdoor spacesCheckout

Popular amenities for Philipstown kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

A sunlit deck overlooks the serene lake, featuring a glass-top table and comfortable seating. Flower pots add color, while the gentle waves can be seen against the wooden dock. The expansive waterway and surrounding hills create a peaceful backdrop.

4.98 out of 5 average rating, 208 reviews

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

LocationValueAccess

4.94 out of 5 average rating, 192 reviews

Home in Monticello

Luxury Lakefront Estate | Private Beach & Spa

Outdoor spacesValueNearby

4.94 out of 5 average rating, 107 reviews

Home in Stamford

5BR Beach House, Game Room + Huge Backyard

LocationValueCondition

4.94 out of 5 average rating, 166 reviews

Two inflatable tubes rest at the water's edge, facing a calm river. The surface reflects the lush greenery and blue sky, creating a serene atmosphere. Trees frame the scene, enhancing the natural beauty and tranquility of the surrounding landscape.

Home in Lake Katrine

Magical Waterfront Escape on the Esopus Creek

ValueOutdoor spacesComfort

4.9 out of 5 average rating, 264 reviews

The exterior of the lake house is shown, featuring a blue facade with white trim. A small front deck with steps leads to the entrance. Lush greenery surrounds the property, providing a serene backdrop. A gravel path leads up to the house, enhancing a rural feel.

Home in Rock Hill

Beaver Lake Escape

LocationOutdoor spacesBathroom

4.92 out of 5 average rating, 391 reviews

The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.

Home in New Paltz

Welcome to The Boathouse! Waterfront/Boats/Hot tub

ValueLocationHeating

A set of four colorful Adirondack chairs surrounds a fire pit on a grassy area by the water's edge. A gentle willow tree stands nearby, and the scene features a tranquil view of the lake and surrounding landscape under a clear blue sky.

4.98 out of 5 average rating, 142 reviews

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

LocationOutdoor spacesBarbecue

4.97 out of 5 average rating, 104 reviews

A fire pit is surrounded by four wooden Adirondack chairs on a gravel circle, positioned near a serene waterfront. Lush green trees frame the scene, providing a natural backdrop to this inviting outdoor gathering space.

Home in Lake Katrine

Waterfront Cottage - Hot Tub, Kayaks and Fire Pit

LocationValueLayout

Cottages with a kayak

4.82 out of 5 average rating, 203 reviews

A spacious wooden deck surrounds a clear pool, reflecting the vibrant greenery of the surrounding forest. Tall trees and bushes create a natural backdrop, while a charming cabin is visible in the background. Sunlight bathes the area, enhancing the tranquil atmosphere.

Cottage in Kingston

Cottage with Private Deck on 8 acres of Woods

Outdoor spacesValueAccess

4.97 out of 5 average rating, 102 reviews

Cottage in Rock Hill

Cozy Lakeview Catskills Cottage Near Hiking&Skiing

ValueLocationAccess

Cottage in Highland Lakes

The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.

4.97 out of 5 average rating, 386 reviews

The Mountaintop Lakehouse that Time Forgot.

LocationOutdoor spacesLayout

A spacious deck overlooks the tranquil lake, featuring a wooden dining table surrounded by white chairs. Lush greenery and distant trees frame the picturesque water view, with a private dock visible on the left.

4.95 out of 5 average rating, 73 reviews

Charming Lake House 1 hour from NYC

ValueOutdoor spacesAir conditioning

4.92 out of 5 average rating, 207 reviews

A serene lake view is captured at sunset, showcasing a vibrant sky filled with shades of pink and orange reflecting on the calm water. The surrounding landscape includes gentle hills and trees, adding depth to the tranquil scene.

Cottage in Ulster Park

Romantic House on a Magical Lake

Outdoor spacesLocationDecor

4.86 out of 5 average rating, 124 reviews

Cottage in Hopatcong

Spacious Lakefront House With a Private Dock

Outdoor spacesValueCheck-in

A charming cabin is set among trees, featuring a well-kept lawn and a stone pathway leading to the entrance. The exterior is painted in a warm blue hue, accented by cheerful orange windows. A small patio umbrella is visible, providing shaded relaxation.

4.98 out of 5 average rating, 43 reviews

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

Outdoor spacesLocationBathroom

4.97 out of 5 average rating, 105 reviews

A charming historic cottage is surrounded by lush greenery, featuring a combination of dark wood siding and green trim. Stairs lead to the entrance, while an American flag decorates the exterior. The peaceful setting provides a glimpse of nature and a sense of tranquility.

Cottage in Branchville

Historic Gem in Culver Lake. (Branchville NJ)

Outdoor spacesLocationBeach

Cabin rentals with a kayak

4.92 out of 5 average rating, 298 reviews

Two wooden Adirondack chairs are positioned on a dock overlooking a calm lake at sunset. A kayak with an oar rests nearby, and the water reflects vibrant hues of orange and pink, bordered by trees in the background.

Cabin in Ferndale

Cozy Lakefront Catskills Cabin—2hrs from NYC!

ValueOutdoor spacesIndoor spaces

4.94 out of 5 average rating, 206 reviews

Cabin in Swan Lake

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

ValueLocationGetting around

4.94 out of 5 average rating, 186 reviews

Cabin in Smallwood

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

ValueOutdoor spacesHospitality

4.93 out of 5 average rating, 295 reviews

A winding road meanders through a landscape adorned with vibrant autumn foliage. The scene captures the rich reds, yellows, and oranges of the trees, complemented by the rocky terrain and a stone wall in the foreground. Clear blue skies are present above.

Cabin in Huguenot

Tranquil Lakefront Cabin!

LocationOutdoor spacesTV

4.88 out of 5 average rating, 130 reviews

An open-concept great room features floor-to-ceiling windows offering unobstructed views of the lake. Exposed wooden beams accentuate the ceiling, while a spacious dining table and comfortable seating area create a welcoming space. Natural light is complemented by modern pendant lighting throughout.

Cabin in Holmes

Charming Hudson Valley Lakefront Escape with Views

LocationValueCheck-in

5 out of 5 average rating, 24 reviews

The exterior of a modern home is set against a vibrant sunset, showcasing a dark wooden facade and large front steps leading to the entrance. Large windows reflect the changing sky, while the surrounding grassy area is landscaped with stones and trees.

Cabin in Marlboro

Cascade-Cabin

Outdoor spacesLocationGetting around

4.96 out of 5 average rating, 402 reviews

Cabin in New Fairfield

Little Lake Cabin— Lake Access, Hot Tub & Kayaks

Outdoor spacesLocationGetting around