Vacation rentals in Greenwood Lake

Cottage in Greenwood Lake

A bright living area features a comfortable sectional sofa and a cozy armchair arranged around a central coffee table. Large windows allow natural light to fill the space, complemented by soft furnishings and a neutral color palette. A ceiling fan provides a gentle breeze.

4.82 out of 5 average rating, 217 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Just a little more than an hour away from NYC and a 4-min drive to the lake, this pet-friendly private retreat offers a hot tub, family room, spacious yard with fire pit, and a deck with a grill and comfy seating. The renovated interior has all the comforts of home including a full kitchen & streaming capabilities. Incredible perks include complimentary lake access at nearby beach, family board games, children's books, toys & a mini game table for ping-pong, air hockey, football & billiards!

A cozy living area features a stone fireplace as the focal point, with a flat-screen television mounted above it. Natural light enters through multiple windows, complemented by warm wooden accents and a spacious brown sofa adorned with a plaid throw blanket.

4.87 out of 5 average rating, 231 reviews

Get some R&R at the Rustic Retreat!

Welcome to The Rustic Retreat! This pet-friendly 2BR, 1BA cottage in Greenwood Lake sleeps 7 and features a renovated kitchen, open layout, fire pit, and shed bar. Walk to the lake or explore Warwick for shops, dining, and wineries. Enjoy summer kayaking, fall foliage, and winter skiing nearby. With WiFi, smart TV, and room for 6 cars, it's the perfect year-round escape. Experience the charm of lake life and the beauty of the Hudson Valley! IG @Rusticretreat22 Short Term Rental Permit #21-0422

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.

4.86 out of 5 average rating, 160 reviews

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!

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, 175 reviews

Coldwaters: hike, wineries, lake & mountain views!

Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake & beach 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

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

4.96 out of 5 average rating, 439 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

4.99 out of 5 average rating, 169 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 Cabin

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 on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has abundant retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes Free Firewood, NO CLEANING/PET FEES🐕

A bright living area features large windows showcasing views of the outdoors. Comfortable seating options, including two sofas and a wooden chair, surround a modern coffee table. Potted plants add a touch of greenery to the warm wood-paneled room.

4.93 out of 5 average rating, 277 reviews

Lakeview Cabin at Greenwood Lake

A cozy cabin with modern amenities including new furnishings, appliances, internet, wifi, and television. Enjoy open plan living and dining room with connected full kitchen; queen bedroom; office, and a bath with walk-in shower. A large wrap-around deck with gas grill and lots of seating overlooks the lake. Parking for two vehicles. Five minutes from the Village of Greenwood Lake, 15 minutes from the Village of Warwick, and surrounded by recreation, food, shops, and more. Permit # 34312

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, 279 reviews

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).

Cottage in Greenwood Lake

An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.

4.97 out of 5 average rating, 351 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #33593

An A-frame cottage is nestled among lush green trees, showcasing a steeply pitched roof and a modern exterior. A stone patio in front features outdoor seating and a barbecue, surrounded by foliage that enhances the tranquil setting.

4.86 out of 5 average rating, 204 reviews

The Greenwood Lake A-Frame: Perfect Lakefront View

Escape to a hip and cozy A-Frame cottage nestled right on Greenwood Lake, NY. Just over an hour drive from New York City, soak in the serene lake view, the quiet, and this unique retro modern A-Frame space. Perfect for a romantic couple’s getaway! Kick back and relax, listen to some tunes, read a great book, write your novel, sip your coffee, get creative, do some yoga stretches and enjoy time away from your day-to-day. Easy access to nearby beach, hikes, skiing. STR Permit # 33549

A view of the exterior of the property is framed by lush greenery, featuring a stone wall with a potted plant. Beyond, expansive views of the lake and surrounding mountains are visible beneath a clear sky.

4.99 out of 5 average rating, 189 reviews

Spectacular Lake Views from Every Room & Garden

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

Bungalow in Greenwood Lake

Two brown Adirondack chairs are positioned on sandy shore near a fire pit made of stones. A boat is docked on the water, surrounded by green mountains under a clear blue sky. The setting invites relaxation by Greenwood Lake.

4.88 out of 5 average rating, 258 reviews

The Woodland Lakehouse under an hour from NYC !

This 600 Sq ft modern and cozy bungalow with semi-private dock access is perfect for families or couples looking to get away and relax on beautiful Greenwood Lake, right in the heart of the Hudson Valley. The house is just steps away from the lake. (About a 45 second walk, 4th house back on the street.) The decor is elegant yet comfortable and casual with plenty of spaces indoor and outdoor to make yourself right at home. Town of Warwick short term permit #32008

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Popular amenities for Greenwood Lake vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake side house rentals in Greenwood Lake

4.94 out of 5 average rating, 132 reviews

Home in Swan Lake

Bright Lake House with Hot Tub, Kayaks & Firewood

4.92 out of 5 average rating, 196 reviews

A dining area is shown with a round wooden table at the center, adorned with a vase of flowers. Large glass windows frame a serene lakeside view, with blooming flowers in the foreground and lush greenery. Soft sunlight reflects off the water, creating a tranquil atmosphere.

Home in Carmel Hamlet

Lux Bungalow on the Lake

A charming lakeside home with a red metal roof sits on a wooden deck overlooking the water. Surrounding landscaping features a serene pond, rocks, and green shrubs, creating a peaceful atmosphere. The setting sun casts a warm glow on the tranquil scene.

4.98 out of 5 average rating, 167 reviews

Beautiful Lakefront Haven! Beach, Views, Kayaks!

4.98 out of 5 average rating, 103 reviews

A spacious deck is equipped with several Adirondack chairs, overlooking a tranquil lake surrounded by bare trees. The view highlights the calm water and gentle natural landscape, inviting relaxation in an outdoor setting.

Home in Jeffersonville

The Nest At Swiss - Lakefront In The Catskills

4.84 out of 5 average rating, 136 reviews

Home in Bushkill

Lakefront Home, Hot Tub, Games, Pool, Pickleball

4.94 out of 5 average rating, 346 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

4.99 out of 5 average rating, 164 reviews

Home in Warwick

Cozy guest suite bedroom plus living room

A serene lakefront property is displayed, featuring well-maintained lawns and vibrant autumn foliage. Two docks extend into the calm water, with a patio area visible in the background. Red outdoor chairs are arranged on the lawn, inviting relaxation while enjoying the natural surroundings.

5 out of 5 average rating, 132 reviews

Escape to the Lake!Lakefront/Hot-tub/1 hour to NYC

Show all

Greenwood Lake fishing house rentals

5 out of 5 average rating, 76 reviews

A sunlit sun room features large windows offering scenic lake views and a warm wooden ceiling. A cozy, circular seating area complements a central wooden table. Nearby, a dining table with black chairs sits atop a modern area rug, enriching the space's inviting ambiance.

Home in Vernon Township

Private Island + Lakefront Home

4.93 out of 5 average rating, 229 reviews

A serene sunset over the Hudson River is captured, featuring warm orange and pink hues reflected on the water. Silhouettes of trees frame the view, and a small sailboat glides gently across the river, adding to the tranquil ambiance.

Home in Wappingers Falls

Tranquil Tree-House on the beautiful Hudson River

The exterior of a charming lakefront home is showcased at sunset, featuring a sloped roof and vibrant blue accents. Large windows reflect the warm tones of the sky, while a pathway leads to the entrance. The surrounding landscape includes trees, enhancing the serene setting.

5 out of 5 average rating, 16 reviews

Cozy Lakefront Home

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 out of 5 average rating, 60 reviews

Craftsman Cottage w Lakefront

4.97 out of 5 average rating, 141 reviews

Home in Monticello

Secluded lakefront home With an EV charger

5 out of 5 average rating, 32 reviews

Lakeview House ~ Hot Tub, Firepit, Stunning Views

4.97 out of 5 average rating, 157 reviews

A clear lake displays calm waters reflecting the surrounding greenery and mountains. Smooth stones line the water's edge, while trees provide a natural frame. A lakeside home is visible in the background, integrating seamlessly with the tranquil landscape.

Home in Chichester

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

4.91 out of 5 average rating, 109 reviews

A stone exterior house is situated near a tranquil pond, with a path leading to the entrance. Lush green landscaping complements the surroundings, while a seating area with chairs invites relaxation. The scenic view is enhanced by greenery from nearby trees.

Home in Eldred

Lake House On 7 Acres w Koi Ponds, Hot Tub, Boats

Show all

Greenwood Lake fishing vacation rentals

Vacation home in Parksville

A modern house nestled among tall trees is highlighted, featuring a spacious deck that offers a view of the surrounding greenery. Large windows allow natural light to illuminate the interior. The surrounding natural landscape enhances the secluded feel of the property.

4.93 out of 5 average rating, 175 reviews

Dreamy Catskills mountain getaway w/ yoga studio

4.95 out of 5 average rating, 323 reviews

Cottage in West Milford

Lakefront Getaway : Mountain & Lake views

4.96 out of 5 average rating, 272 reviews

An elegant bathroom features a freestanding soaker tub positioned by a large triangular window. Natural light floods the space, showcasing views of surrounding trees. A small green stool complements the decorative patterned tile floor, while potted greenery adds a touch of nature.

Cabin in Hamlin

Mid-century A-frame nestled amongst the trees

4.86 out of 5 average rating, 140 reviews

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

Chalet in Vernon Township

A serene view of Highland Lake is framed by large windows, showcasing the calm water and tree-lined shore. A wooden deck is visible, with outdoor seating and a collection of colorful kayaks neatly arranged by the private dock.

4.79 out of 5 average rating, 104 reviews

Villa Adriana 4bdr 2 bath lake front dream home

4.9 out of 5 average rating, 132 reviews

The exterior of the A-Frame cabin is highlighted, showcasing a spacious deck with railing and a cozy seating area featuring Adirondack chairs surrounding a fire pit. The structure is surrounded by trees and natural terrain, with gravel pathways leading to the entrance.

Cabin in Sussex

Lake Glenwood A-Frame Pet Friendly

4.95 out of 5 average rating, 131 reviews

A serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.

Cabin in Mountain Dale

Private lake cabin w/hot tub, views and fruit