House 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.

Value · Location · Cleanliness

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

Family · Value · Decor

Wake up to this view everyday! Relax & recharge!

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!

Family · Value · 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

Location · Family · Accuracy

Greenwood Lake Getaway | Hot Tub, Fire Pit & Lake

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.

Value · Location · Cleanliness

Serene Private Home • Light-Filled • Hot Tub •Deck

Spacious 3,600 sq ft home designed for comfort and ease in upstate New York 🌿 Light-filled rooms, open flow, and a hot tub + deck create a calm, elevated stay ✨ An open layout with multiple living areas makes it easy to gather while still having space to relax and unwind & enjoy throughout. The space functions as a self-contained part of a larger property, offering privacy and independence without feeling segmented. A comfortable base near farms, villages, dining, and outdoor activities.

Value · Location · Layout

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.

Location · Family · Outdoor spaces

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

3 levels of living areas, 4 bedrooms, 2 bathrooms, and a great game room and bar are the standout indoor features of this lake house. But the most unique feature is hot tub hideaway deck that was just built off the mountain rocks in the backyard. Centrally located close to local beach, restaurants and town. Warwick wineries, breweries, farms and orchards are nearby. For winter fun just 7 min from Mt. Peter and 30 min from Mountain Creek Resort. MetLife Stadium/ FIFA 50min. Permit # 22-54.

Location · Family · Heating

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

Location · Value · Access

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).

Location · Value · Sleep quality

Coldwaters: hike, wineries, lake and beach access!

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

Location · Value · Accuracy

Downtown Greenwood Lake /Game Room/Beach Passes

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 the new hot tub just installed in June. Our separate game room 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

Family · Value · Air conditioning