Family-friendly vacation rentals in Greenwood Lake

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.

4.99 out of 5 average rating, 136 reviews

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

Indoor spacesKitchenBeach

Apartment in Greenwood Lake

A charming house is nestled under a large, vibrant tree with red foliage. The exterior features white siding and a front porch with several seating options. A well-maintained lawn surrounds the home, providing a serene outdoor space.

4.96 out of 5 average rating, 115 reviews

Apartment in Lovely Lake House,Pets welcome!

Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping

FamilyIndoor spacesComfort

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, 165 reviews

Wake up to this view everyday! Relax lakefront!

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!

Indoor spacesFamilyBackyard

Superhost

4.83 out of 5 average rating, 283 reviews

Hudson Valley GW Lake House | Hot Tub | Pets | Ski

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.

FamilyIndoor spacesAccuracy

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, 234 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

FamilyIndoor spacesParking

5.0 out of 5 average rating, 221 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.

FamilyIndoor spacesCondition

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, 490 reviews

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!)

Indoor spacesKitchenOutdoor spaces

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, 390 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 #P25-0245

FamilyKitchenBeach

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, 323 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).

KitchenIndoor spacesDecor

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, 337 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

FamilyKitchenLayout

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.

4.88 out of 5 average rating, 258 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 #P26-0203

KitchenIndoor spacesLayout

A bright living area features a pitched wooden ceiling and large windows offering scenic views of the outdoors. A modern fireplace stands between a comfortable sofa and a chair, while a round dining table is centrally located. Textured rugs and woven baskets add warmth to the space.

4.91 out of 5 average rating, 100 reviews

Deer Trail House

Kick back and enjoy an incredible view in this modern & stylish cabin above Greenwood Lake. With access to the beach, skiing, and hiking (Local trails connect to the AT!), this beautifully redesigned home is great for year-round enjoyment! Featuring a wrap around tree-level deck for outdoor grilling & activities, small office, two beds, and two baths and multiple spaces to gather. Just one hour from NYC. *PLEASE NOTE* Our driveway is very steep, more info below. Permit# P26-0381

FamilyKitchenSleep quality

Popular amenities for Greenwood Lake family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cottage in Greenwood Lake

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.

4.98 out of 5 average rating, 149 reviews

Secluded Lakeview Escape with Hot Tub

Indoor spacesKitchenLaundry

4.95 out of 5 average rating, 198 reviews

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

KitchenIndoor spacesHot tub

4.9 out of 5 average rating, 119 reviews

Downtown Greenwood Lake /Game Room/Beach Passes

KitchenIndoor spacesLocation

4.97 out of 5 average rating, 385 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.

Indoor spacesFamilyPool

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.

4.93 out of 5 average rating, 100 reviews

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

FamilyIndoor spacesHot tub

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, 139 reviews

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

Indoor spacesFamilyQuiet

4.98 out of 5 average rating, 121 reviews

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.

Home in West Milford

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

KitchenIndoor spacesCondition

4.99 out of 5 average rating, 152 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

KitchenIndoor spacesHiking

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 204 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

KitchenFamilyAccuracy

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, 196 reviews

Coldwaters: hike, wineries, lake & mountain views!

Indoor spacesKitchenBreakfast

4.98 out of 5 average rating, 287 reviews

A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.

Cabin in Millrift

Remote Waterfall Cabin at Swiftwater Acres

KitchenIndoor spacesHiking

4.95 out of 5 average rating, 232 reviews

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]

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 235 reviews

Cabin in Yulan

Enchanting River A-Frame|Fire Pit| Magical Forest

FamilyKitchenCheckout

Cottage in Greenwood Lake

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.

4.93 out of 5 average rating, 235 reviews

Cozy home in the Village of Greenwood Lake

FamilyIndoor spacesHiking

4.93 out of 5 average rating, 100 reviews

Two wooden chairs are positioned on a gravel area, surrounded by vibrant yellow flowers. A stack of firewood is arranged nearby. In the background, a cabin with large windows is partially visible, framed by greenery.

Cabin in Warwick

[Rabbit Hill Cabin] Hiking/Private/Forest view

FamilyIndoor spacesComfort

4.96 out of 5 average rating, 100 reviews

A comfortable outdoor seating area features two armchairs and a coffee table, positioned near a vibrant blue pool. An umbrella offers shade, and the surrounding trees provide a serene backdrop, creating a relaxing atmosphere for outdoor gatherings.

Home in Florida

Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet

FamilyKitchenSolo travel

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 175 reviews

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

FamilyKitchenOutdoor spaces

5.0 out of 5 average rating, 254 reviews

Home in Penn Estates

Enchanted Forest Escape | Hot Tub | Movie Screen

Indoor spacesKitchenDecor

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!

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 104 reviews

Tiny home in Narrowsburg

Dog friendly, heated pool & Hot Tub w/ fenced yard

Indoor spacesKitchenLong stay

4.96 out of 5 average rating, 142 reviews

A charming red barn-style house is framed by a vibrant field of wildflowers. Various hues of blue, red, and white blossoms create a colorful foreground, while lush greenery surrounds the property, contributing to a serene natural setting.

Barn in Katonah

Magic Red Barn with Heated Salt Pool (opened now)

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 545 reviews

Home in New Paltz

midcentury mod * POOL * walk out trail R2R/Mohonk

Indoor spacesKitchenAmenities

5.0 out of 5 average rating, 102 reviews

Home in New Windsor

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

KitchenIndoor spacesCheckout