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Lake house holiday rentals in Greenwood Lake

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Top-rated lakehouse rentals in Greenwood Lake

Guests agree: These lakehouses are highly rated for location, cleanliness and more.

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Guest favourite
A two-story house stands along the water's edge, featuring a stone exterior and large glass doors that open onto a deck. A dock extends into the lake, and a kayak rests nearby, surrounded by lush trees and greenery.
Home in Greenwood Lake

Greenwood Lake House

This house is directly on Greenwood Lake. Short Term Rental Permit #P25-0802.There are fantastic views of the lake from every room! The house is comfortable, nicely furnished and fully equipped. Step out through the sliders & you will love the deck with sun loungers, table & new retractable awning for cool shade on the deck. Enjoy 25 ft dock-swimming, feeding ducks, fishing, boating, etc. The yard is a nice level property, which is fully fenced in. Near Skiing, Warwick & Woodbury Commons Outlets

4.89 out of 5 average rating, 106 reviews
Top Guest favourite
Home in Vernon Township

Highland Lakes View, Big Home - Family Fun, Vernon

Lakefront VIEWS!— NO lake access at house. Large, family-friendly home in quiet Highland Lakes. Community club access (summer): 5 lakes, beaches, clubhouse & boat launches — $2 pp/day. Walk to club dock only two houses away! ⭐ 125+ five-star reviews ☕ Coffee & breakfast snacks 🎲 Board games & arcade 🗽 1 HR from NYC 5 min Wawayanda State Park 10 min Mountain Creek, App Trail, Great Gorge, Minerals, Vernon 15 min Warwick, wineries, Crystal Springs 25 min Mt Pete 35 min LEGOLAND NY & JH/WF HQ

4.98 out of 5 average rating, 128 reviews
Superhost
A spacious backyard features a heated pool surrounded by a stone patio, overlooking the scenic lake. Vibrant fall foliage adorns the landscape, and the serene water reflects the clear sky. A cozy home is visible, nestled against the lush greenery.
Home in Greenwood Lake

Luxury Villa w Lake View & Private Heated Pool

Greenwood Lake Outlook, top-rated luxury getaway - 1 hour from NYC. Newly renovated home, surrounded in serene nature with stunning lake views & many amenities. Kids & pets friendly. Close to ski resorts. Fun all seasons. A few guest review highlights: ✭✭✭✭✭ This was the best Airbnb we’d ever stayed in. ✭✭✭✭✭ Words can’t describe how beautiful the house and the views are. ✭✭✭✭✭ If I could give this place 10 stars, I would!!! ✭✭✭✭✭ This is a true vacation resort to enjoy to the fullest.

4.91 out of 5 average rating, 116 reviews
Top Guest favourite
Two wooden docks extend into the calm waters of Greenwood Lake, framed by lush trees and houses on the opposite shore. A partially cloudy sky with blue patches creates a serene atmosphere, complementing the peaceful lakefront setting.
Home in Greenwood Lake

Wake up to this view everyday! Relax & recharge!

Lakefront, fully renovated and designed for unforgettable summer stays.Enjoy lake living at its finest with morning coffee on the dock, long days on the water, and sunset dinners overlooking the lake.With direct lake access and 2 docks,it’s perfect for kayaking, swimming, boating, and relaxing in the sun.After a day on the lake, unwind in the backyard hot tub or gather with family and friends in the cozy living space.Minutes from Warwick’s wineries, orchards, and farms—all just 1 hour from NYC!

5.0 out of 5 average rating, 169 reviews
Guest favourite
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.

4.96 out of 5 average rating, 141 reviews
Guest favourite
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 Greenwood Lake

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

4.95 out of 5 average rating, 237 reviews
Top Guest favourite
Home in Greenwood Lake

Panoramic Lakeviews & Lush Garden | Beach Access

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features hundreds of plants and a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. Guests get access to a private community beach. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, fireplace, smart TV, record player and board games.

5.0 out of 5 average rating, 225 reviews
Guest favourite
A serene view of Greenwood Lake is presented, showing calm waters reflecting the blue sky above. Moored boats line the shore, surrounded by lush greenery and distant hills, creating a peaceful lakeside atmosphere.
Home in Greenwood Lake

Casa del Lago, Boating, Hiking & Grilling!

Step into this timeless 111 year old Arts & Crafts home, where character meets relaxed lake living. Featuring high ceilings with exposed beams, original hardwood floors, classic trim moldings & a welcoming front porch. Enjoy ample outdoor space, a backyard, deck, fire pits, patio & private lake deck. The house faces the lake with dock access across the street. Plenty of parking. A short walk to the Village, you’re close to shops, dining & everything the lake has to offer! PERMIT #18-07797

4.92 out of 5 average rating, 144 reviews
Top Guest favourite
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 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).

4.96 out of 5 average rating, 327 reviews
Guest favourite
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.

4.94 out of 5 average rating, 138 reviews
Top Guest favourite
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.
Home in Greenwood Lake

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

4.98 out of 5 average rating, 198 reviews
Guest favourite
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.
Home in Greenwood Lake

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

4.97 out of 5 average rating, 114 reviews

Popular amenities for Greenwood Lake lakehouse rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront lakehouse rentals

Top Guest favourite
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

4.91 out of 5 average rating, 303 reviews
Top Guest favourite
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

4.99 out of 5 average rating, 190 reviews
Top Guest favourite
The tranquil lake reflects a vibrant sunset, showcasing shades of pink, purple, and orange across the water's surface. The scene is framed by distant wooded hills and includes a dock extending into the lake, providing a serene setting.
Home in Hopatcong

Lakeside Style and Luxury

4.92 out of 5 average rating, 238 reviews
Top Guest favourite
A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.
Home in Rhinebeck

Slate Cabin - Stylish Country Escape x Rhinebeck

4.98 out of 5 average rating, 130 reviews
Guest favourite
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

4.91 out of 5 average rating, 270 reviews
Top Guest favourite
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

4.94 out of 5 average rating, 170 reviews
Top Guest favourite
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

4.93 out of 5 average rating, 166 reviews
Top Guest favourite
A modern house with a large glass wall is nestled among tall trees beside a serene waterway. A spacious deck extends from the home, offering a view of the surroundings. The landscape features a gently sloping yard leading to the water's edge.
Home in Monticello

Secluded lakefront home With an EV charger

4.97 out of 5 average rating, 182 reviews

Pet-friendly lake house rentals

Top Guest favourite
A cozy cabin nestled among vibrant autumn foliage features rich reds and yellows amidst a forest of tall trees. The surrounding area holds scattered rocks and a rustic fire pit area, creating a natural and inviting outdoor space.
Home in Glen Spey

Lakehouse Getaway/Winter/Summer/Spring/Fall

4.99 out of 5 average rating, 163 reviews
Guest favourite
An aerial view captures a modern treehouse nestled among lush trees, with a heated swim spa glowing in blue. A spacious deck features seating arrangements and is framed by surrounding nature, while a colorful sunset illuminates the sky in soft pastels, enhancing the serene environment.
Home in Penn Estates

!Poconos TREE HOUSE LAKE+Swim SPA+Cinema + Kayak!

4.99 out of 5 average rating, 135 reviews
Guest favourite
An aerial view reveals a spacious backyard with a heated pool, a mini golf course, and a pickleball court. Surrounding lounge chairs and a fire pit invite relaxation amidst lush trees showcasing autumn colors.
Home in Penn Estates

WOW Poconos Heated Pool, Pickleball, Bball, Hottub

4.91 out of 5 average rating, 103 reviews
Guest favourite
Home in East Stroudsburg

Backyard Oasis • 5BR • Hot Tub • 2 Fire Pits

4.88 out of 5 average rating, 135 reviews
Guest favourite
Home in Greenwood Lake

Lakeview House ~ Hot Tub, Firepit, Stunning Views

4.98 out of 5 average rating, 86 reviews
Top Guest favourite
The exterior of the cottage is showcased, featuring a combination of stone and wood elements. A large front porch with seating overlooks the lush greenery, while a welcoming wooden door is framed by large windows. A driveway leads to a garage beneath the porch.
Home in Greenwood Lake

Craftsman Cottage w Lakefront

5.0 out of 5 average rating, 91 reviews
Superhost
A spacious living area features a light-colored sectional sofa with a cozy throw draped casually over it. A glass coffee table sits atop a soft area rug. In the background, a dining space is visible, illuminated by natural light streaming through large windows.
Home in Greenwood Lake

Private Lake View House

4.85 out of 5 average rating, 97 reviews
Superhost
Home in Vernon Township

Luxury Lakefront Log Home Paddle Boat Kayaks 1Pet

5.0 out of 5 average rating, 3 reviews

Private lake house rentals

Top Guest favourite
Home in Penn Estates

Enchanted Forest Escape | Hot Tub | Movie Screen

5.0 out of 5 average rating, 261 reviews
Top Guest favourite
A lakefront bungalow is positioned alongside calm waters, reflecting the surrounding greenery. A private dock extends into the lake, with several lounge chairs arranged for relaxation. The property is framed by trees and landscaped gardens, illustrating a serene outdoor space.
Home in Greenwood Lake

Starlight on the Lake

5.0 out of 5 average rating, 31 reviews
Top Guest favourite
Home in Greenwood Lake

Lakefront Oasis 50mi-NYC, Kayaks | Hot Tub | Dock

4.98 out of 5 average rating, 51 reviews
Guest favourite
Home in Greenwood Lake

Lakefront Bungalow/kayaks/hot tub/fishing

4.94 out of 5 average rating, 33 reviews
Top Guest favourite
The exterior of a spacious two-story home is shown alongside a lakeshore. A large deck extends over the water, with a private dock visible. Lush green grass surrounds the home, and a flag can be seen gently waving in the breeze. Scenic mountains are situated in the background.
Home in Greenwood Lake

Greenwood Lake’s Iconic Lakefront “Icehouse”

4.98 out of 5 average rating, 43 reviews
Guest favourite
Home in West Milford

Modern Luxe Lakefront Cabin

4.97 out of 5 average rating, 37 reviews
Top Guest favourite
A waterfront area features two blue Adirondack chairs set on green grass, accompanied by a stone fire pit. The lake extends into the distance, framed by rolling mountains under a clear blue sky. A decorative swan enhances the tranquil outdoor setting.
Home in Greenwood Lake

Water's Edge Lakefront Home

4.97 out of 5 average rating, 64 reviews
Guest favourite
Home in Greenwood Lake

Peak to Lake Escape

5.0 out of 5 average rating, 36 reviews

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