Family-friendly holiday rentals 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.

Kitchen · Family · Barbecue

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

Family · Indoor spaces · Checkout

Greenwood Lake House

This house is directly on Greenwood Lake. Short Term Rental Permit #P25-0802.There are fantastic views of the lake from every room! The house is comfortable, nicely furnished and fully equipped. Step out through the sliders & you will love the deck with sun loungers, table & new retractable awning for cool shade on the deck. Enjoy 25 ft dock-swimming, feeding ducks, fishing, boating, etc. The yard is a nice level property, which is fully fenced in. Near Skiing, Warwick & Woodbury Commons Outlets

Indoor spaces · Kitchen · Access

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

Indoor spaces · Family · Condition

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.

Kitchen · Indoor spaces · Location

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

Family · Indoor spaces · Value

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Family · Indoor spaces · Cleanliness

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

Indoor spaces · Family · Hiking

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 spaces · Family · Hospitality

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

Family · Indoor spaces · Hospitality

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

Kitchen · Family · Pets

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

Family · Indoor spaces · Getting around