
Family-friendly holiday rentals in Greenwood Lake
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Top-rated family-friendly rentals in Greenwood Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Lakefront Escape! Views, beach, Firepit & Kayaks!
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. Enjoy free kayaks, canoe, paddle board and beach access! Huge wrap-around deck with firepit, ping-pong, & great outdoor living space. Inside has a well-equipped kitchen & all new furniture. This beautiful hideaway promises memories that will last a lifetime! close to wineries, breweries, restaurants, Warwick Main St, hiking, & more! Permit #P25-0394

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

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

Wake up to this view all summer! Lakefront life!
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!

Secluded Lakeview Escape with Hot Tub
Escape the city to Chateau Renee, a designer hilltop retreat offering panoramic Greenwood Lake views, total serenity, and luxury amenities just 50 minutes from NYC. Whether you are seeking a peaceful lakefront getaway, a romantic weekend, or a premium basecamp for regional events, this top-rated, chic cottage delivers an unforgettable Upstate experience. Unwind in your private hot tub overlooking the water, or enjoy exclusive access to the local Waterfront Park beach. No pets; allergen-free

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!)

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

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).

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

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.

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

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
Popular amenities for Greenwood Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Forest Spa Retreat on Cascading Brook • 90 Min NYC

the tree house, Wood Fired Hot Tub/Barrel Sauna

midcentury mod * POOL * walk out trail 2 mohonk

Riverfront Retreat | Hot Tub, Firepit & Pool Table

Chic Cabin on Callicoon Creek

Private Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Pocono Castle w/ Dungeon Escape Room &Private Pond
Family- and pet-friendly home rentals

Remote Waterfall Cabin at Swiftwater Acres

Rustic Chic Lake view cottage 50 miles from NYC

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Slate Cabin - Stylish Country Escape x Rhinebeck

Modern creekside cabin in the Catskills

The Waterfall House

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Historic Village Carriage House Walk to Downtown
Family-friendly home rentals with a pool

Luxe 10 guest Ski Cabin Pools/Golf/Tennis/Gym/Hike

Condé Nast featured A-frame. Hot Tub. Lake. Pools

TheGoshenGetawayPoolHotTubLegoLandArcade

Private Country Getaway

Modern Upstate Cabin, near Rhinebeck NY

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Bella Cottage w/Pool, BBQ - Catskill Getaway

New Paltz dog friendly retreat w/ salt water pool
When is the best time to visit Greenwood Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $380 SGD | $383 SGD | $358 SGD | $382 SGD | $397 SGD | $447 SGD | $453 SGD | $451 SGD | $410 SGD | $446 SGD | $386 SGD | $406 SGD |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 17°C | 22°C | 25°C | 25°C | 21°C | 14°C | 9°C | 4°C |
Quick stats about holiday rentals that are family-friendly in Greenwood Lake

Total holiday rentals
Explore 40 holiday rentals in Greenwood Lake

Nightly prices starting at
Greenwood Lake holiday rentals start at $166 SGD per night before taxes and fees

Verified guest reviews
Over 3,550 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Greenwood Lake holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Greenwood Lake rentals

4.9 Average rating
Greenwood Lake stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Orange County
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- Family-friendly rentals United States
- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Barclays Center
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bethel Woods Center for the Arts
- Bushkill Falls
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art





