Vacation rentals with a kayak in Greenwood Lake

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

4.96 out of 5 average rating, 141 reviews

A scenic view from the steps leading down to the backyard, showcasing a heated pool surrounded by a fenced patio and a newly installed hot tub. Lush green lawn and vibrant flowers complement the serene lake visible in the background, providing a tranquil outdoor atmosphere.

Home in Monroe

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

ValueLocationAir conditioning

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.

4.95 out of 5 average rating, 237 reviews

Beautiful Lakefront Views! Beach, Firepit + Kayaks

DON'T MISS SUMMER AT THE LAKE! You'll love this cozy 3BR home in Greenwood Lake just steps from the beach! Experience AMAZING lake views & tranquil atmosphere. Capitalize on free kayaks, & paddle board + beach access! Huge wrap-around deck with firepit, ping-pong, & great outdoor living space. Inside has a stocked kitchen & new furniture. This beautiful hideaway promises memories that will last a lifetime! Near wineries, breweries, restaurants, Warwick Main St, hiking, & more! Permit #P25-0394

LocationValueComfort

4.97 out of 5 average rating, 390 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.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

LocationValueLayout

4.99 out of 5 average rating, 205 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🐕

LocationValueWifi

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, 327 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 spacesValueHospitality

A spacious living room features a large sectional sofa with soft upholstery, arranged around a brick fireplace. Floor-to-ceiling windows provide abundant natural light and offer views of the surrounding landscape. A ceiling fan hangs above, enhancing the open and airy atmosphere.

4.98 out of 5 average rating, 198 reviews

Coldwaters: hike, wineries, lake and beach access!

Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake access. 5 minute drive to village restaurants & shops, and 15 to nearby Warwick and Tuxedo, this is the perfect setting for a relaxed & fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Book the guest house for an additional 2 bed, 1 bath apartment with kitchen! Permit #: 21-07657 A

ValueOutdoor spacesLayout

Apartment in West Milford

A white dock extends into the calm water, featuring a screened gazebo and several loungers. Lush greenery surrounds the area, highlighting vibrant flowers and shrubs. In the background, a two-story house with large windows overlooks the lake, providing scenic views of the natural surroundings.

Charming Lakeside Retreat

Enjoy this four room fully equipped private suite. Commanding views from your deck of this 9 mile natural lake. Swimming, boating, hiking, historic sites, wineries, outlet shopping. Relax in the evening with a glass of wine in the screened gazebo. Guests will access the apartment ascending the spiral staircase. The apartment is not wheelchair accessible. Please be advised guest must be 25 years old , minimum age. Guest must have 2 positive reviews in the past.

Outdoor spacesValueGrill

4.93 out of 5 average rating, 233 reviews

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, 114 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

LocationValueGrill

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, 149 reviews

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

Waterfront home on Greenwood Lake with a private dock and 6 person hot tub. Situated in a quiet neighborhood and a short walk (1/4 mile) to downtown. Enjoy dinner on the patio, steaks on the grill, and s'mores by the fire pit. Professionally cleaned, comfortable, and bright. A perfect place to enjoy Greenwood Lake and the surrounding Hudson Valley area. Nearby hiking, apple picking, and skiing. Fully renovated with top-of-the-line appliances.

LocationOutdoor spacesLaundry

Chalet in Vernon Township

A sunlit open living area features large windows and skylights that showcase serene lake views. A comfortable couch sits next to a television, while a dining table accommodates six chairs. The natural light enhances the warm tones of the wooden floor, creating a welcoming ambiance.

Lakefront | Hot Tub, Dock, Fire Pit | 1hr NYC

Hot tub by the water. Private dock. 4 kayaks, 2 paddleboards, canoe. Fire pit at the lake's edge. 60 minutes from NYC. This is the reset you've been putting off. Stylishly minimal 3BR/2BA chalet on Highland Lake — renovated kitchen, stone fireplace, Sonos throughout, whole-house generator. Impeccably maintained. Thoughtfully quiet. Genuinely restorative.

Outdoor spacesLocationSolo travel

4.89 out of 5 average rating, 196 reviews

4.96 out of 5 average rating, 120 reviews

A serene lakeside view is captured, featuring lush greenery and colorful plants in planters. A lounge chair is positioned on the grass, inviting relaxation while looking out over the calm waters of the lake, framed by a backdrop of tree-covered hills.

Cottage in Monroe

Hudson Valley Lakefront Cottage | Nature Escape

Escape to this tranquil, lakefront cottage in the Hudson Valley. Enjoy stunning lake and cascading creek views, kayaks, paddleboards, a firepit with a steady supply of firewood for cozy evening fires, two Weber grills, and an on-site Level 2 EV charger. Ideal for couples, small groups, or intimate gatherings seeking a peaceful retreat surrounded by nature.

LocationOutdoor spacesCondition

Popular amenities for Greenwood Lake kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.94 out of 5 average rating, 138 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

LocationValueCondition

4.99 out of 5 average rating, 145 reviews

A spacious golf simulator room features a large projection screen displaying a scenic golf course. A putting green is positioned in front, and golf clubs are displayed in the corner. Soft lighting enhances the ambiance, providing a comfortable setting for practice or entertainment.

Home in Lackawaxen

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Outdoor spacesLocationSleep quality

4.91 out of 5 average rating, 303 reviews

The exterior of a stone cottage is presented, featuring a distinctive sloped roof with wooden shingles. Lush greenery surrounds the home, with vibrant flower beds flanking a stone pathway leading to the entrance. A mix of windows brightens the facade, enhancing the cottage's inviting appearance.

Home in Gardiner

Riverfront Stone Cottage Private/ hot tub/ boats

LocationValueBiking

4.99 out of 5 average rating, 190 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

LocationValueBackyard

4.94 out of 5 average rating, 194 reviews

Home in Monticello

Luxury Lakefront Estate | Private Beach & Spa

ValueLocationNearby

4.91 out of 5 average rating, 270 reviews

The living area features large windows that allow natural light to fill the space, complemented by a wood-burning stove. A cozy gray sofa and rustic chairs surround a circular wooden coffee table, while a textured area rug adds warmth to the hardwood floor.

Home in Monticello

Dancing Feather: Cozy Lake-Front A-Frame Chalet

LocationOutdoor spacesAir conditioning

4.94 out of 5 average rating, 170 reviews

Aerial view of the lakefront property showcases a modern home surrounded by vibrant autumn foliage. The private dock extends into the calm water, with kayaks and paddleboards visible nearby. A spacious deck with a hot tub invites relaxation, framed by lush trees.

Home in Monticello

Catskills Lakefront Haven w/ Hot Tub & Game Room

ValueLocationGetting around

4.93 out of 5 average rating, 166 reviews

A bright dining area features a wooden table surrounded by cushioned chairs, with place settings arranged thoughtfully. Large windows offer unobstructed views of the lake, filling the space with natural light and showcasing reflections on the water.

Home in Hopatcong

Lakefront Hopatcong w/dock kayaks fishing near NYC

ValueLocationCheckout

Cottage rentals with a kayak

Cottage in Livingston Manor

Two kayaks, colored yellow and orange, rest on the grassy shore of a serene lake. A small dock extends into the calm water, reflecting the colors of a sunset sky. Trees line the horizon, completing the tranquil lakeside setting.

Gorgeous Waterfront w/ Hot Tub and Game Level

Outdoor spacesLocationComfort

5.0 out of 5 average rating, 110 reviews

4.97 out of 5 average rating, 106 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)

LocationOutdoor spacesNearby

4.88 out of 5 average rating, 329 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

Outdoor spacesValueParks

5.0 out of 5 average rating, 205 reviews

A charming 1930's cottage is set against a backdrop of vibrant autumn foliage. The structure is surrounded by a spacious lawn, leading to glimpses of the river nearby. Brightly colored leaves adorn the trees, contributing to the serene and natural atmosphere.

Cottage in Narrowsburg

Upper Delaware River cottage

LocationOutdoor spacesComfort

4.91 out of 5 average rating, 396 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

Outdoor spacesLocationParking

4.96 out of 5 average rating, 120 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

Outdoor spacesValueLaundry

4.97 out of 5 average rating, 103 reviews

Cottage in Rock Hill

Cozy Lakeview Catskills Cottage Near Hiking&Skiing

Outdoor spacesValueWalkability

4.99 out of 5 average rating, 189 reviews

Cottage in Beach Lake

Peaceful Lakeside Retreat-Easy Drive from NYC & NJ

ValueLocationComfort

Cabin rentals with a kayak

Superhost

An aerial view captures the ECHO cabin nestled among lush greenery, with private access to serene waterfront. The structure is framed by trees, highlighting the expansive lawn leading to the lake's edge, providing a tranquil retreat surrounded by nature.

Cabin in Wantage

ECHO cabin - lakefront peaceful modern house

Outdoor spacesValueParks

4.85 out of 5 average rating, 146 reviews

4.94 out of 5 average rating, 171 reviews

A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.

Cabin in Monticello

Cozy Catskills Cabin

ValueLocationCleanliness

4.94 out of 5 average rating, 212 reviews

Cabin in Swan Lake

Lakefront Escape • Hot Tub • Kayaks •Free Firewood

LocationOutdoor spacesBathroom

4.92 out of 5 average rating, 301 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!

LocationOutdoor spacesHeating

4.94 out of 5 average rating, 188 reviews

Cabin in Smallwood

Canoe—Lake Access—Fireplace+Pit—BBQ—Fall Foliage

LocationOutdoor spacesCheckout

4.97 out of 5 average rating, 199 reviews

Early morning mist gently blankets the lawn, highlighting lush greenery. A log home is visible in the distance, with large windows reflecting the soft glow of the rising sun. The serene river complements the peaceful scene, inviting relaxation and connection with nature.

Cabin in Narrowsburg

Private Riverfront, Magestic View, Wildlife, Sauna

Outdoor spacesValueBeach

5.0 out of 5 average rating, 244 reviews

Cabin in Kingston

Lakeside Cottage: Boulder's Bluff

ValueLocationParks