House vacation rentals in Greenwood Lake

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.

4.85 out of 5 average rating, 100 reviews

Private Lake View House

Experience serenity where the eagles soar! This retreat offers privacy, tranquility, and year-round views of Greenwood Lake just 45 miles from NYC. With 1,500 sq ft feet of deck/patio space, you can enjoy stunning lake and mountain vistas from two spacious decks. Relax to the sound of a stream running through the one-acre property, located just off the Appalachian Trail. Cozy up by the fire in the newly renovated downstairs and immerse yourself in nature, bringing you back to the present moment.

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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.

4.89 out of 5 average rating, 107 reviews

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

ValueFamilyOutdoor spaces

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.

5.0 out of 5 average rating, 170 reviews

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!

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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, 239 reviews

Beautiful Lakefront Views! Beach, Firepit + Kayaks

Fall is the best time to visit! 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

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4.83 out of 5 average rating, 287 reviews

Mount Peter Ski House | Hot Tub, Fire Pit, Beach

Greenwood Lake Retreat – Just 65 Minutes from NYC This 3BR / 2BA, pet-friendly home is a relaxing Hudson Valley escape, just a 4-minute drive to Greenwood Lake and the village. Guests enjoy complimentary access to a community beach. Outdoor living: private hot tub, spacious yard, fire pit, deck with grill, and comfortable seating. Indoors: renovated interior, full kitchen, streaming TV, dedicated family room, and games. Family-friendly: board games, kids’ books & toys, plus a mini game table.

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5.0 out of 5 average rating, 226 reviews

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.

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An outdoor deck features a large dining table set for meals, surrounded by black metal chairs. A hot tub is positioned at one end, with a view of the surrounding trees and hills in the distance. A tray with fresh lemons adds a touch of color.

4.91 out of 5 average rating, 103 reviews

4-bedroom Lake House with hot tub near Mt. Peter

3 levels of living areas, 4 bedrooms, 2 bathrooms, and a great game room and bar are the standout indoor features of this lake house. But the most unique feature is hot tub hideaway deck that was just built off the mountain rocks in the backyard. Centrally located close to local beach, restaurants and town. Warwick wineries, breweries, farms and orchards are nearby. For winter fun just 7 min from Mt. Peter and 30 min from Mountain Creek Resort. MetLife Stadium/ FIFA 50min. Permit # 22-54.

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4.96 out of 5 average rating, 200 reviews

Lakefront with it all:Beach, Gameroom, Hottub, Bar

Best rental on the lake is BACK! - Newly renovated backyard/patio. Amazing 5br/3ba Year Round lake front Paradise - 1hr from NYC - 14 Acres. ATV trails + secluded hunting across the road, dock, fishing. Two master bedrooms with lake views. views throughout home. Bar, game room, hottub, giant grill, and firepit. Only 15 minutes from Mount Peter ski area. 20 minutes from Legoland. 8 Adults Max. Max of 10 guests is 8 adults and 2 children. No bachelor parties. Rental Permit #25-17

ValueFamilyWifi

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, 331 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).

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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, 199 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

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4.9 out of 5 average rating, 126 reviews

Downtown Greenwood Lake /Game Room/Beach Passes

Our home is in the center of town, walkable to shops, parks, restaurants and more. Your dog will enjoy our large, fenced backyard. Relax in the new hot tub just installed in June. Our separate game room and fire pit complete the picture. Ski/snowboard at Mt. Peter, just 7 min. away. Hike the AT, explore the local wineries, stroll Warwick's charming Main Street, or go outlet shopping at Woodbury Common. We're a 4-season destination for the ideal family getaway. STR Permit # 2313

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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, 116 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

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Popular amenities for Greenwood Lake house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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!

ValueFamilyWalkability

4.96 out of 5 average rating, 108 reviews

A spacious home theater features seven adjustable faux leather seats arranged in front of a large smart LCD HD TV. Ambient lighting enhances the cozy atmosphere, while a console table is positioned nearby, creating an inviting space for movie nights.

Home in Florida

Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet

FamilyValuePets

4.91 out of 5 average rating, 117 reviews

An inviting backyard features an inground pool surrounded by a spacious patio area. Loungers are positioned alongside the pool, and a diving board extends over the water. A fenced perimeter provides privacy, with lush greenery adding a natural backdrop.

Home in Sussex

Cozy Mountain Creek private house with hot tub

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5.0 out of 5 average rating, 106 reviews

Home in New Windsor

Historic Cornwall Farmhouse w/ Sauna & Hot Tub

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4.99 out of 5 average rating, 146 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

ValueFamilySleep quality

4.81 out of 5 average rating, 136 reviews

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

Entire Home, Private Indoor Pool

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5.0 out of 5 average rating, 263 reviews

Home in Penn Estates

Enchanted Forest Escape | Hot Tub | Movie Screen

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4.88 out of 5 average rating, 221 reviews

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

ValueFamilyWifi

Weekly house rentals

A modern living space features an artificial green wall, providing a natural feel. A sleek stone fireplace sits below a mounted flat-screen TV, which displays a serene sky. Soft seating options create a comfortable area for relaxation.

4.95 out of 5 average rating, 239 reviews

The Wine & Wilderness Hideaway [Cal King •1hr NYC]

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Three red Adirondack chairs are positioned along the waterfront, facing a serene lake. The landscape features lush green hills under a blue sky with scattered clouds, creating a tranquil setting. Ripples on the water surface reflect the surrounding autumn colors.

4.98 out of 5 average rating, 123 reviews

Lakefront, Indoor Hot Tub, Hiking, 1 hour from NYC

LocationFamilyBathroom

4.98 out of 5 average rating, 132 reviews

Home in Vernon Township

Highland Lakes View, Big Home - Family Fun, Vernon

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4.92 out of 5 average rating, 170 reviews

A spacious living room features royal blue couches surrounding a central coffee table. Natural light floods the area through large sliding doors and a skylight, highlighting a brick accent wall and a fireplace. A decorative plant adds a touch of greenery.

Home in Chester

Serene Private Home • Light-Filled • Hot Tub •Deck

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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.

4.92 out of 5 average rating, 145 reviews

Casa del Lago, Boating, Hiking & Grilling!

ValueFamilyOutdoor spaces

4.87 out of 5 average rating, 220 reviews

A modern living area features a light grey sectional sofa accompanied by two matching chairs. A sleek wooden coffee table sits on a patterned rug. A flat-screen television is mounted on the wall, and natural light filters through the window, illuminating the space.

Home in Warwick

Renovated 2 Bedroom Apartment in Heart of Village

LocationFamilyQuiet

4.93 out of 5 average rating, 100 reviews

The modern-rustic cabin stands elegantly among trees, with warm lights glowing from its windows. An inviting stone pathway leads up to the front entrance, framed by landscaped greenery. The exterior features a dark wood façade that complements its natural surroundings.

Home in Warwick

Modern Rustic Hudson Valley Cabin in Warwick

ValueLocationCleanliness

4.94 out of 5 average rating, 248 reviews

An outdoor area is visible through a large window, featuring a vintage clawfoot bathtub and a wooden stool. A hammock is suspended nearby. Lush greenery surrounds the space, creating a serene atmosphere.

Home in Spring Glen

Creekside cottage on 65 acres

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Private house rentals

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.

5.0 out of 5 average rating, 94 reviews

Craftsman Cottage w Lakefront

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4.94 out of 5 average rating, 35 reviews

Lakefront Bungalow/kayaks/hot tub/fishing

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4.97 out of 5 average rating, 39 reviews

Modern Luxe Lakefront Cabin

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5.0 out of 5 average rating, 36 reviews

Peak to Lake Escape

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4.75 out of 5 average rating, 8 reviews

Home in Vernon Township

Luxury Lakefront Retreat Pedal Boat Kayaks Pet

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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.

4.98 out of 5 average rating, 43 reviews

Greenwood Lake’s Iconic Lakefront “Icehouse”

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5.0 out of 5 average rating, 31 reviews

Lakefront Haven on Greenwood Lake

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