House holiday rentals in Greenwood Lake

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Lakefront living! <1 hr from World Cup NY/NJ venue

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

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!

Greenwood Lake House

This house is directly on Greenwood Lake. Short Term Rental Permit #34165. 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

Tranquil Lake Escape! Amazing views, Fireplace!

Winter is the most quiet & peaceful time to visit! Enjoy the beautiful snowy views of the frozen lake & mountains across the way at this 3BR home in Greenwood Lake!! You'll love the cozy interior & the warm wood burning stove! This tranquil hideaway on a quiet dead-end street is minutes from several winter activities. Book your retreat now! Nearby downtown Warwick, mount peter, winter hiking on the Appalachian, wineries, breweries, Mountain Creek resort and Spa, and more! ~ 1 hour from NYC

Andes Valley View

This home is a beautiful mix of cozy and modern. You’ll love cooking in the kitchen and taking in the view from the second story deck. The property is stunning, with wide meadows and dense woods. There are 140 acres to explore and utilize for events like weddings or a retreats. There is a half acre pond with a pond house at the top of the property and a trout stream running along the bottom. It’s everything you could hope for in a Catskills getaway, all nestled overlooking the town of Andes.

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Coldwaters: hike, wineries, lake & mountain views!

Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake & beach 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

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).

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Mt Peter Skiing/Game Room/Large Gated Yard

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 front of our wood pellet fireplace. Our separate game room, hot tub 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

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.