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Family-friendly holiday rentals in Greenwood Lake

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Quick stats about holiday rentals that are family-friendly in Greenwood Lake

  • Total holiday rentals

    Explore 50 holiday rentals in Greenwood Lake

  • Nightly prices starting at

    Greenwood Lake holiday rentals start at $262 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,590 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Greenwood Lake holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Greenwood Lake rentals

  • 4.9 Average rating

    Greenwood Lake stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Greenwood Lake

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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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

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.

FamilyKitchenCheck-in

4.85 out of 5 average rating, 100 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!

FamilyIndoor spacesView

5.0 out of 5 average rating, 170 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

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

KitchenIndoor spacesWi-Fi

4.95 out of 5 average rating, 239 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.

KitchenFamilyBathroom

5.0 out of 5 average rating, 226 reviews
Guest favourite
Home in Greenwood Lake

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

KitchenFamilyHot tub

4.96 out of 5 average rating, 200 reviews
Top Guest favourite
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.
Cabin in Greenwood Lake

Cabinessence -on Greenwood Lake, NY #34370

"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!)

KitchenIndoor spacesDecor

4.96 out of 5 average rating, 500 reviews
Guest favourite
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.
Cottage in Greenwood Lake

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 #P25-0245

Indoor spacesFamilyTV

4.97 out of 5 average rating, 394 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).

Indoor spacesFamilyLong stay

4.96 out of 5 average rating, 331 reviews
Guest favourite
An A-frame cottage with a striking black exterior is surrounded by lush greenery. Large glass windows offer a view of the tree-dotted landscape, while a stone foundation blends naturally with the rocky terrain below. The calm water reflects the charming structure.
Cabin in Greenwood Lake

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 #P26-0203

FamilyIndoor spacesBiking

4.88 out of 5 average rating, 261 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

Indoor spacesFamilySkiing

4.98 out of 5 average rating, 199 reviews
Guest favourite
Home in Greenwood Lake

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

Indoor spacesKitchenBackyard

4.9 out of 5 average rating, 126 reviews
Guest favourite
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.
Bungalow in Greenwood Lake

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 #p25-0572

FamilyIndoor spacesAmenities

4.89 out of 5 average rating, 285 reviews

Popular amenities for Greenwood Lake family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
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.
Home in Greenwood Lake

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

Indoor spacesKitchenHot tub

4.91 out of 5 average rating, 103 reviews
Superhost
Home in Greenwood Lake

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

FamilyKitchenBeach

4.83 out of 5 average rating, 288 reviews
Top Guest favourite
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.

FamilyKitchenBreakfast

4.97 out of 5 average rating, 391 reviews
Top Guest favourite
A spacious outdoor deck is seen, featuring pink lounge chairs and a small black table with a decorative item. A shaded area with a red umbrella provides relief from the sun. Lush greenery and the tranquil lake are visible in the background under a clear blue sky.
Cottage in Greenwood Lake

Secluded Lakeview Escape with Hot Tub

KitchenIndoor spacesAir conditioning

4.98 out of 5 average rating, 155 reviews
Top Guest favourite
A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg

Pocono Castle: Dungeon Escape Room & Private Pond

KitchenFamilyAir conditioning

4.99 out of 5 average rating, 480 reviews
Top Guest favourite
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.
Chalet in Vernon Township

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

Indoor spacesKitchenBarbecue

4.89 out of 5 average rating, 196 reviews
Top Guest favourite
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.
Home in Greenwood Lake

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

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 151 reviews
Top Guest favourite
Condo in Vernon Township

Mountain Creek Appalachian Condo Waterpark

KitchenIndoor spacesTV

4.96 out of 5 average rating, 167 reviews

Family- and pet-friendly home rentals

Guest favourite
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.
Cabin in Greenwood Lake

Lakeview Cabin at Greenwood Lake

Indoor spacesFamilyView

4.93 out of 5 average rating, 346 reviews
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

Indoor spacesFamilyBarbecue

4.89 out of 5 average rating, 107 reviews
Guest favourite
A charming cottage is nestled among lush greenery, providing a serene entrance pathway. The driveway leads to the front door, surrounded by vibrant shrubs and trees that create a natural privacy barrier. The inviting exterior displays a warm welcome through its distinctive front door.
Cottage in Greenwood Lake

Cozy home in the Village of Greenwood Lake

FamilyIndoor spacesPets

4.92 out of 5 average rating, 244 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!

Indoor spacesKitchenCheckout

4.92 out of 5 average rating, 145 reviews
Top Guest favourite
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

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 208 reviews
Top Guest favourite
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.
Home in West Milford

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

FamilyIndoor spacesTV

4.95 out of 5 average rating, 239 reviews
Guest favourite
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

Indoor spacesKitchenAccess

4.96 out of 5 average rating, 121 reviews
Guest favourite
A rustic wooden chair overlooks a calm pond, with stones encircling a small fire pit. In the distance, among trees, a cozy cabin is visible, set against a vibrant sunset sky transitioning from warm hues to twilight.
Cottage in Milford

forest cottage 1880s

Indoor spacesKitchenHiking

4.86 out of 5 average rating, 439 reviews

Family-friendly home rentals with a pool

Guest favourite
A serene pool area features a deep blue unheated swimming pool with steps leading in. A gazebo, softly illuminated by string lights, is nestled among lush greenery in the background. The natural landscape creates a tranquil retreat.
Apartment in Chester

Private Country Getaway

FamilyKitchenHiking

4.97 out of 5 average rating, 188 reviews
Guest favourite
Condo in Vernon Township

Best Mtn Views! Mtn Creek Hot Tub Heat Pool #324

Indoor spacesKitchenAmenities

4.95 out of 5 average rating, 264 reviews
Guest favourite
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

FamilyIndoor spacesBathroom

4.91 out of 5 average rating, 117 reviews
Top Guest favourite
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

FamilyIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 146 reviews
Guest favourite
Home in New Windsor

Historic Cornwall Farmhouse w/ Sauna & Hot Tub

KitchenIndoor spacesBarbecue

5.0 out of 5 average rating, 107 reviews
Guest favourite
A collage showcases various amenities at the property. The indoor pool area displays natural light streaming in from large windows, while the home theater features comfortable seating. The game room highlights a billiard table, and a cozy living area is complemented by a modern fireplace.
Home in East Stroudsburg

Indoor Pool, Home Theater - HUGE Poconos Home

KitchenFamilyCleanliness

4.94 out of 5 average rating, 101 reviews
Guest favourite
Home in Bushkill

Lakefront, Private Pool, Hot Tub, Firepit, Boats

Indoor spacesKitchenLocation

4.92 out of 5 average rating, 145 reviews
Top Guest favourite
Home in Penn Estates

Enchanted Forest Escape | Hot Tub | Movie Screen

FamilyIndoor spacesSkiing

5.0 out of 5 average rating, 263 reviews

When is the best time to visit Greenwood Lake?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$520 NZD$524 NZD$489 NZD$485 NZD$515 NZD$587 NZD$620 NZD$616 NZD$560 NZD$609 NZD$527 NZD$555 NZD
Avg. temp1°C2°C6°C12°C17°C22°C25°C25°C21°C14°C9°C4°C

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