Vacation rentals with a kayak in Philipstown

4.99 out of 5 average rating, 117 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 Sterling Forest

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

4.93 out of 5 average rating, 340 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

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.

4.94 out of 5 average rating, 163 reviews

Cabin in Bethel

Fireplace—Chic & Renovated—Near Skiing & Tubing

Escape to The Original Bungalow, part of the @boutiquerentals_ collection–a newly renovated Scandi-chic retreat with a cozy gas fireplace & woodland backyard with a fire pit. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Holiday Mountain (skiing+tubing), Kartrite Waterpark, Bethel Woods+dining & shopping in Callicoon,Livingston Manor & Narrowsburg

4.84 out of 5 average rating, 182 reviews

An open living area features a stone fireplace surrounded by natural light from large windows. A comfortable seating arrangement includes a light-colored couch and a wooden coffee table on a decorative rug. High vaulted ceilings enhance the spaciousness, with the kitchen visible in the background.

Home in Sterling Forest

Aster Place

A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

4.99 out of 5 average rating, 149 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

4.88 out of 5 average rating, 303 reviews

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.

Cottage in Putnam Valley

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.

4.93 out of 5 average rating, 150 reviews

A spacious bedroom features a large bed layered with a patterned blanket, complemented by soft lighting from nearby lamps. Bookshelves occupy one corner, while windows overlook outdoor greenery, framed by light curtains. A ceiling fan hangs above, enhancing comfort in the inviting space.

Guest suite in Kingston

Upstate Daydreamers Guest Suite

A spacious 3-room private suite for 1-2 guests. The vibe is cozy, quiet, safe, peaceful, comfy — unwind and make yourself at home! Explore our 14 acres of lush forest and creeks, take a bubble bath in the clawfoot tub, soak in the jacuzzi, play mini pool, and collect fresh organic eggs from the chickens. Free on-site parking, excellent cell reception & wifi. Please note, we're no longer serving breakfast - visit our restaurant Ace of Cups (inside Tubby’s) & receive free dumplings instead!

4.96 out of 5 average rating, 301 reviews

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.

Home in Greenwood Lake

Stylish Lakeside Chalet with Hot Tub

Welcome to Greenwood Lakeside Chalet, 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).

4.96 out of 5 average rating, 424 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 inflatable two person kayaks are available for use from May 1 to November 1..

4.91 out of 5 average rating, 115 reviews

An aerial view captures a spacious lakefront property surrounded by lush greenery. Trees frame the yard, which gently slopes toward the water. The exterior of the house is clad in light gray, with multiple windows reflecting the natural surroundings. A patio area is visible near the water's edge.

Home in Putnam Valley

Crystal Wave LakeHouse

Make some memories at this renovated, family-friendly Lakefront Oasis! Water activities on your own Peninsula with Lake Frontage on 3 Sides of the Property! Views of the Lake from Almost Every Window! Included is an extra 600 sq ft cottage that has been completely renovated for your enjoyment with a pool table. Utilized as a gaming room & yoga studio! There is a pullout sofa as well for extra guests with a bathroom a few steps away in the main house!

4.99 out of 5 average rating, 161 reviews

The interior space features a high vaulted ceiling with skylights, allowing ample natural light. A stone fireplace serves as a focal point, complemented by a comfortable seating area. A wooden dining table and a kitchen island with a butcher block top are also present.

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.

4.96 out of 5 average rating, 209 reviews

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.

Cottage in Putnam Valley

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

Popular amenities for Philipstown kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.97 out of 5 average rating, 195 reviews

The living area features a modern design with light-colored walls and a cozy sectional sofa. A stone fireplace is surrounded by stylish furnishings, including a wooden coffee table. Natural light enters through large windows, creating a warm and inviting atmosphere.

Home in Sterling Forest

Snowy Tranquil Lake Escape, views, Fun, Fireplace!

4.98 out of 5 average rating, 152 reviews

A vibrant sunset paints the sky in shades of orange and pink, viewed from a grassy area lined with trees. A paved path leads toward the scene, with parked vehicles and a distant waterway visible beyond the horizon.

Home in New Paltz

Perfect New Paltz Location!

4.97 out of 5 average rating, 317 reviews

A wooden dock extends into the calm waters of the Esopus Creek, surrounded by lush greenery. The tranquil surface of the water reflects the surrounding trees, creating a serene atmosphere. Smooth stone steps lead down to the water's edge, enhancing accessibility.

Home in Saugerties

Creekside Cottage

4.91 out of 5 average rating, 219 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

4.96 out of 5 average rating, 114 reviews

A serene view of a MidCentury bungalow, framed by lush greenery. The house, featuring large windows, is illuminated from within, reflecting a warm glow. A clear evening sky is visible, alongside the presence of the moon.

Home in Monticello

Catskills Winter Lakeside Retreat

4.99 out of 5 average rating, 129 reviews

The exterior of the retreat is illuminated at dusk, highlighting its distinctive architecture with large windows and a welcoming porch. The rustic screen house features string lights, creating a warm ambiance against the backdrop of surrounding trees.

Home in Claryville

The Blue House on the Hill Catskills

4.94 out of 5 average rating, 104 reviews

An antique wagon, rusted and marked with the word 'GREYHOUND', is filled with a vibrant array of colorful flowers. The wagon is positioned on a gravel surface, surrounded by lush greenery and colorful hydrangeas, enhancing the natural beauty of the outdoor space.

Home in Saugerties

Waters' Edge on the Esopus

4.98 out of 5 average rating, 170 reviews

A fire pit made of stacked logs is in the foreground, with bright flames dancing above. In the background, a serene lake is flanked by lush trees, reflecting the surrounding mountains bathed in early morning light.

Home in Chichester

Stunning Pvte Lakehouse•SKI•Hike•Mntn Views•F/pit

Cottage rentals with a kayak

4.97 out of 5 average rating, 119 reviews

An aerial view showcases a lakefront cottage with a warm-toned roof, surrounded by lush greenery. Two blue kayaks sit on the water, while a stone patio features a dining area. A fire pit adds to the outdoor space, blending with a wooden boat dock.

Cottage in Livingston

Waterlily Lakehouse - Modern+Waterfront+Retreat

4.82 out of 5 average rating, 198 reviews

A charming tiny home features a welcoming entrance surrounded by vibrant fall foliage. Potted plants frame the doorway, and large double doors are flanked by blue shutters. A small blue chair is positioned nearby, inviting guests to enjoy the natural surroundings quietly.

Cottage in Kingston

Cottage with Private Deck on 8 acres of Woods

4.91 out of 5 average rating, 379 reviews

A light-filled living area features a gray sofa adorned with patterned cushions. A wooden coffee table rests on a colorful rug, with a sleek arc lamp illuminating a cozy reading chair nearby. Large windows provide views of the surrounding trees, enhancing the natural ambiance.

Cottage in Poughkeepsie

Be in Nature at this Gorgeous Riverfront Cabin

4.97 out of 5 average rating, 360 reviews

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.

Cottage in Highland Lake

The Mountaintop Lakehouse that Time Forgot.

Cottage in Fairfield Beach

4.98 out of 5 average rating, 126 reviews

Charming Fairfield Beach Cottage

4.87 out of 5 average rating, 101 reviews

Cottage in Hopatcong

Spacious Lakefront House With a Private Dock

4.95 out of 5 average rating, 143 reviews

The image captures a vibrant sunset over a tranquil lake, with an array of warm colors reflected in the water. Soft clouds scatter across the sky, framing the peaceful scene. The surrounding landscape features silhouettes of trees along the shore, enhancing the natural beauty.

Cottage in Bethel

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

4.96 out of 5 average rating, 100 reviews

A private dock extends over the calm lake, featuring several Adirondack chairs arranged for seating. The cottage, with large windows, showcases an inviting glow from within, surrounded by lush greenery and trees. Soft exterior lighting enhances the tranquil atmosphere.

Cottage in Ferndale

Heron's Hideaway: Stylish Lakefront 5 BR Home

Cabin rentals with a kayak

4.93 out of 5 average rating, 259 reviews

Cabin in Ferndale

Cozy Lakefront Catskills Cabin—2hrs from NYC!

4.94 out of 5 average rating, 155 reviews

Cabin in Swan Lake

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

4.98 out of 5 average rating, 121 reviews

Cabin in Matamoras

Waterfront Wellness - Sauna/Hot tub/Massage Chair

4.93 out of 5 average rating, 286 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!

4.96 out of 5 average rating, 369 reviews

The outdoor space features a hot tub surrounded by natural greenery, providing a serene environment. A cozy cabin with inviting lighting is visible in the background, while torches are placed nearby to enhance the ambiance. Gravel pathways lead to both the hot tub and cabin entrance.

Cabin in New Fairfield

Lake Cabin with Hot Tub, Fire pit and Kayaks

4.97 out of 5 average rating, 114 reviews

The modern cabin is illuminated by string lights, creating a warm ambiance against the dark backdrop of surrounding trees at night. The deck extends outward, providing a welcoming entrance, while large windows hint at the interior’s cozy atmosphere.

Cabin in Red Hook

Design-Forward Riverfront Cabin on 120 Acres

5 out of 5 average rating, 142 reviews

The interior of the cabin features wooden beams and a high ceiling, creating an open atmosphere. A cozy seating area includes a rustic coffee table and a propane gas fireplace. The kitchen and dining area are visible in the background, showcasing wooden cabinets and a large dining table.

Cabin in Cochecton

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