Family-friendly vacation rentals in Greenwood Lake

4.93 out of 5 average rating, 409 reviews

A spacious loft area features high ceilings accented by exposed wooden beams. A queen size bed is fitted with a soft blanket, while a colorful area rug complements the white furniture. A dining table with chairs and a cozy sitting area are visible in the background.

Guesthouse in Warwick

Rustic Loft Space with Distinctive Artistic Charm

Beautiful spacious and bright artist loft on the second floor of a newly renovated Warwick barn behind our 1893 Warwick Village home. More information The space We offer our furnished live and work artist loft on a daily or weekly basis. The loft : -is 400 sqf -is located on the second floor -has nicely designed bathroom -has a very comfortable queen size bed -has high speed internet access -is very tidy and clean The neighborhood: -one blocks from the NJ Transit bus to Manhattan. -great restaurants and cafés nearby This loft is wonderful is perfect for 2-4 visitors. You are in the middle of lovely village neighborhood, but get the comfort of a cozy retreat. Guests will have access to the entire SECOND FLOOR space. Situated in the lower Hudson Valley, the town of Warwick is just over an hour’s bus ride New York City. Explore its numerous orchards and wineries, head to the drive-in movie theater, or grab a bite from one of the village restaurants. The loft is just one block from the NJ Transit bus that leaves from Port Authority.

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, 206 reviews

Cozy home in the Village of Greenwood Lake

Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603

4.99 out of 5 average rating, 110 reviews

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.

Cabin in Sterling Forest

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 33274

5 out of 5 average rating, 111 reviews

An open living area features a modern kitchen with dark cabinetry, a central island, and stainless steel appliances. A cozy seating arrangement includes a leather sofa, a wooden coffee table, and a stylish rug. Large windows allow natural light to fill the space, connecting to the outdoors.

Home in Warwick

Fall Warwick Escape! Farms, Apple Pick, Ren Faire!

Fall is the BEST time to visit Warwick! You'll love this cozy & relaxing newly constructed home in the heart of Warwick's beautiful & historic Bellvale Hamlet. Enjoy the warm decor, great style, all new furniture, plenty of games & game table for pool or ping pong! Less than 10 minutes to Greenwood Lake, hiking, wineries, breweries, restaurants, Warwick Main Street, Bellvale Creamery & more! Nearby Pennings Orchard & Cidery, Legoland, Mountain Creek Resort & Spa. ~1 hr from NYC Permit # 33758

4.96 out of 5 average rating, 334 reviews

A spacious studio features a king bed with white linens, complemented by wood nightstands with lamps. Large glass doors lead to a balcony, allowing natural light to fill the room. A kitchen with modern appliances is visible, alongside a dining area with a wooden table.

Loft in Warwick

Luxe Penthouse Studio MainSt Warwick, SteamShower!

Relax & Indulge in our Luxe Penthouse Studio with Elevator & Parking! Beautifully furnished on Main St. in Warwick- Walk to Everything! Panoramic windows with amazing views over Warwick. Spa steam shower with bluetooth speakers, luxury bath toiletries, Heavenly King bed with Egyptian cotton linens, 65 in. HD Smart TV, reclining leather theater seats, velvet loungers convert into sleepers, fully stocked designer kitchen with all appliances, Nespresso & Keurig, coffee, tea, bottled water included.

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.

4.95 out of 5 average rating, 100 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

4.86 out of 5 average rating, 173 reviews

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.

Home in Sterling Forest

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!

4.96 out of 5 average rating, 459 reviews

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 Sterling Forest

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!)

4.96 out of 5 average rating, 291 reviews

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 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 Sterling Forest

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.

4.98 out of 5 average rating, 365 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

4.95 out of 5 average rating, 353 reviews

A cozy living area is showcased with two accent chairs, one in a warm terracotta tone and another in vibrant red, featuring a playful design. The wooden floor complements the inviting atmosphere, while framed artwork adorns the walls, adding visual interest to the space.

Guest suite in Chester

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

4.87 out of 5 average rating, 224 reviews

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.

Cabin in Sterling Forest

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 #P25-0226

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

4.96 out of 5 average rating, 373 reviews

Cabin in Wurtsboro

The Water House - Winter Spa on a Cascading Brook

4.97 out of 5 average rating, 196 reviews

A sunlit deck overlooks the serene lake, featuring a glass-top table and comfortable seating. Flower pots add color, while the gentle waves can be seen against the wooden dock. The expansive waterway and surrounding hills create a peaceful backdrop.

Home in Sterling Forest

The Best Lake House! *Ask About Boat Use Promo*

4.82 out of 5 average rating, 235 reviews

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.

Home in Greenwood Lake

Hudson Valley Lake House, Hot Tub, Pet, GW Lake!

4.99 out of 5 average rating, 164 reviews

The cabin is positioned in a wooded area, featuring a dark exterior and a sloped roof. A spacious patio area is visible, equipped with seating and a fire pit. A hot tub is placed nearby, illuminated by soft lighting along the pathways.

Cabin in Ellenville

Catskills Cabin, Hot Tub, Wood Stove, King Bed

4.91 out of 5 average rating, 101 reviews

A hot tub with illuminated blue water is framed by strings of twinkling fairy lights, creating a serene evening atmosphere. The surrounding area is dark, enhancing the glowing effect of the water and lights.

Home in Greenwood Lake

Beach Passes/Hot Tub/Game Room/Large, Gated Yard

Castle in East Stroudsburg

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.

4.99 out of 5 average rating, 411 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

Cottage in Sterling Forest

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, 128 reviews

Romantic Experience Secluded Lake House + Hot Tub

4.97 out of 5 average rating, 351 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.

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 998 reviews

An exterior view of an old milk barn, featuring a wooden door and overgrown greenery surrounding the structure. The rustic charm is highlighted by exposed brick and an angled roof. A few outdoor furniture pieces are positioned nearby, complementing the natural setting.

Farm stay in High Falls

Dave's Milk Barn

4.98 out of 5 average rating, 126 reviews

A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.

Home in Kingston

Hillside Views in Hudson Valley

4.94 out of 5 average rating, 202 reviews

A cozy bedroom features a spacious bed adorned with decorative pillows. Wood paneling and a macramé wall hanging create a warm ambiance. Soft curtains frame the entrance, while two bedside lamps provide gentle lighting. A comfortable chair sits nearby on wood flooring.

Cottage in Highland Lake

Rustic Chic Lake view cottage 50 miles from NYC

4.97 out of 5 average rating, 108 reviews

A circular stone patio surrounds a central fire pit, featuring six red Adirondack chairs. The modern house with a welcoming entrance is partially obscured by lush green trees in the background, creating a natural and serene environment.

Home in Montgomery

Modern Woodland Retreat, Hudson Valley & Catskills

4.86 out of 5 average rating, 241 reviews

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.

Cabin in Greenwood Lake

Get some R&R at the Rustic Retreat!

4.96 out of 5 average rating, 417 reviews

The interior of the yurt is illuminated by natural light from the skylight dome, highlighting the wood framework. A queen bed with a canopy is the focal point, surrounded by a dining table, chairs, and a storage dresser. Decorative elements add a sense of warmth.

Yurt in South Sterling

Yurt at the farm!

4.88 out of 5 average rating, 402 reviews

A gentle waterfall cascades over rocky terrain, surrounded by autumn foliage in varying shades. The water flows into a clear pool, with smooth stones lining the edges. Tall trees in the background create a lush, green canopy, while fallen leaves blanket the ground.

Cabin in Rhinebeck

Sunset Bungalow-Mt views on 130acre forest & falls

4.97 out of 5 average rating, 136 reviews

A rustic log cabin is framed by tall trees, showcasing a spacious porch with a wooden railing. The front door features two circular glass panels, allowing natural light to enter the home. Lush greenery surrounds the property, enhancing its secluded appearance.

Cabin in Warwick

Magnificent Log Cabin Getaway with Private Lake

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 106 reviews

An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.

Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

4.93 out of 5 average rating, 121 reviews

An aerial view of a house is surrounded by dense green trees, with a clear pool visible in the backyard. The lawn is lush and includes a pathway leading to the pool area, blending harmoniously with the natural landscape.

Home in Warwick

Retreat w/Hot Tub, 10 Min to Skiing, Fireplace/Pit

4.98 out of 5 average rating, 141 reviews

A spacious main room is featured with high ceilings and a skylight. The kitchenette is visible alongside a dining table and chairs. A wooden coffee table sits in the living space, adorned with decorative items. Natural light flows through large windows framed by greenery.

Apartment in Chester

Private Country Getaway

4.92 out of 5 average rating, 151 reviews

A modern kitchenette is displayed, featuring white cabinetry and stainless-steel appliances. A comfortable brown sofa is positioned near a wooden coffee table. A dining area with a white table and chairs is also visible, alongside large windows allowing natural light into the space.

Apartment in Suffern

Renovated Forest Oasis with Pool & Fire-pit

4.95 out of 5 average rating, 205 reviews

The exterior of the Appalachian building is shown, featuring a combination of vibrant wood siding in warm hues and decorative green shutters. Balconies are visible, nestled among well-maintained landscaping, creating a welcoming entrance leading to the facility.

Condo in Vernon Township

Comfy Studio at Mountain Creek Resort

Guesthouse in Pound Ridge

The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.

4.94 out of 5 average rating, 103 reviews

A Lovely Cottage in the Woods

4.95 out of 5 average rating, 222 reviews

A living room area features a gas fireplace set within a brick surround. A coffee table sits center stage, accompanied by a comfortable sofa. A large wall-mounted TV displays scenic imagery. Natural light floods the space through sliding glass doors leading to a balcony.

Condo in Vernon

Mtn Creek Ski Resort Pool Hot Tub Sauna Gym #324