Lake house holiday rentals in Greenwood Lake

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Top-rated lake house rentals in Greenwood Lake

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Guest favourite

Home in Woodstock

4.94 out of 5 average rating, 344 reviews

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.

Top guest favourite

Home in Greenwood Lake

5 out of 5 average rating, 127 reviews

Summer is calling! Lakefront/Hot-tub/1 hour to NYC

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!

Superhost

Home in Greenwood Lake

4.86 out of 5 average rating, 158 reviews

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!

Top guest favourite

Home in West Milford

4.96 out of 5 average rating, 159 reviews

The Wine & Wilderness Hideaway [Cal King •1hr NYC]

*COZY UP IN OUR SPRING OASIS NOW! Nature’s haven, indulge in seamless spacious single-level living! Minutes away from Mountain Creek Spa & Water park, Warwick wineries, breweries, creameries & apple picking, scenic hiking trails, serene lakes, enchanting parks, & indulgent restaurants. Open concept, Chef's kitchen, Dishwasher, Washer & Dryer, 2 BR, 2 Bath, Cal King bed w primary BR attached to private Bath w soaking tub a retreat to relaxation. Huge patio & fireplace create everlasting memories

Top guest favourite

Home in Putnam Valley

4.99 out of 5 average rating, 113 reviews

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Guest favourite

Home in Mount Tremper

4.93 out of 5 average rating, 228 reviews

Mt. Wonder: Cold Plunge, Sauna, Hot Tub and View

Welcome to the most splendid view in the Catskills. With a private outdoor spa. And just 10 min to Woodstock. This secluded cabin sits on 18 acres w/ private creek access & forest. Seeking a vacation w friends or a romantic escape? This is the place. Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub, sauna & cold plunge Amenities galore incl the spa, BBQ, firepit, games, wood stove & stocked kitchen. Peruse our books, be in nature or enjoy hikes & towns. This is the one.

Top guest favourite

Home in Greenwood Lake

4.92 out of 5 average rating, 131 reviews

Casa del Lago, Boating, Hiking & Grilling!

Welcome to GWL! This 109 year old Arts & Crafts home is charming with high ceilings & beams, trim moldings, porch and original hardwood floors. There is plenty of outdoor space including back yard, a deck, patio & lake deck. Plenty of nooks for you to relax, grill, sip wine from the enclosed porch or watch TV. House faces the lake but you must cross a low traffic street for lake / dock access. Plenty of parking driveway & lakefront. Short walk to the Village, close to all! PERMIT #18-07697

Top guest favourite

Home in Greenwood Lake

4.98 out of 5 average rating, 174 reviews

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

Guest favourite

Home in Greenwood Lake

4.96 out of 5 average rating, 275 reviews

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).

Top guest favourite

Home in Greenwood Lake

4.98 out of 5 average rating, 163 reviews

Amazing Lakefront Haven! Beach, Views, Free Kayaks

Don't miss summer at the Lake! Escape to this beautiful 3BR home in Greenwood Lake with incredible lake and mountain views. Enjoy our neighborhood beach to swim, launch kayaks, or fish, just steps away! You'll love the huge deck, cozy living area, firepit, ping-pong, free kayaks, paddleboard & well-equipped kitchen. Ideal for families or friends, this tranquil hideaway promises memories that will last a lifetime! Nearby wineries, breweries, restaurants, hiking, & more! 1 hour from NYC

Superhost

Home in Greenwood Lake

4.89 out of 5 average rating, 160 reviews

Stellar Property on Greenwood Lake 1 hour from NYC

This stylish and spacious home in the village of Greenwood Lake is the perfect stay for group trips or a great space to work from home for you and your family. Conveniently located ten minutes from local Fall activities and ten miles from Woodbury Common Premium Outlets; there’s plenty to do in the surrounding area. Take a drive around Greenwood Lake, head into the town of Warwick for some food and shopping or chose from some of the best local hikes to conquer. Come stay with us!

Top guest favourite

Home in Greenwood Lake

4.99 out of 5 average rating, 185 reviews

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.