
House vacation rentals in Greenwood Lake
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Top-rated house rentals in Greenwood Lake
Guests agree: these houses are highly rated for location, cleanliness, and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!
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.

Cozy up on the lake! Hot tub/Firepit open all year
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!

Hudson Valley Lake House, Hot Tub, Pet, GW Lake!
**Greenwood Lake Retreat: 65 mins from NYC!** 3 BR/2BA This pet-friendly escape is just a 4-minute drive to the lake and village, offering complimentary beach access at a nearby location. Relax and unwind with incredible amenities: * Outdoor:* Private hot tub spacious yard fire pit deck with grill comfy seating *Indoor:* Renovated interior with full kitchen streaming dedicated family room games *Family Fun:* Board games kids' books/toys mini game table(ping-pong, air hockey, billiards).

Fall Foliage! Apple Pick, Firepit, Kayak Ren Faire
Fall is the BEST time to visit! Enjoy the beautiful weather and views of the lake and changing leaves at this peaceful boho 3BR home in Greenwood Lake! This tranquil hideaway is minutes from all fall activities! Experience apple & pumpkin picking, nearby wineries, breweries, restaurants, hiking, Ren Faire & more! You'll love relaxing on the huge wrap-around deck, by the firepit, in the cozy living room, & utilizing the well-equipped kitchen. Your lakeside escape awaits!! ~ 1 hour from NYC

The Wine & Wilderness Hideaway [Cal King •1hr NYC]
*COZY UP IN OUR FALL 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

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 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).

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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.
Popular amenities for Greenwood Lake house rentals
House rentals with a pool

Entire Home (private pool), Event Friendly

Upstate Modern Scandinavian Barn in the Catskills

Simply Serene: Wild West City, 4 acres of privacy

Peaceful Light-Filled Guesthouse 1 Hour From NYC

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

Modern House with Hot-Tub and Fireplace

Insta-Worthy Retreat: Sauna|HotTub|Fire Pit

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
Weekly house rentals

Lakefront | Docks • Kayaks • Fire Pit • Sleeps 10

Craftsman Cottage w Lakefront

Lakefront Bungalow

Lakefront Haven on Greenwood Lake

Stunning Lakefront Dream Home!

Vintage LakeHouse AppalachianTrail &Skiing P250414

Luxury Villa w Lake View | Hottub | Summer Pool

Explore a Luxurious Lakefront with Private Beach
Private house rentals

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

Large Lakefront HOUSE-1 HR NYC-Arcade-Board Games!

Your Casual Modern Lakefront Getaway

Cozy Lakefront Home

Blue Heron Cove: Lakefront Getaway w/ Hot Tub

Hemlock Cliffhouse: Secluded with Stunning Views

Accord River House

Lakeside Lodge with Studio Apt
When is the best time to visit Greenwood Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,109 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,146 | ﺩ.ﺇ1,271 | ﺩ.ﺇ1,333 | ﺩ.ﺇ1,513 | ﺩ.ﺇ1,326 | ﺩ.ﺇ1,282 | ﺩ.ﺇ1,164 | ﺩ.ﺇ1,223 | ﺩ.ﺇ1,142 |
| 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 house rentals in Greenwood Lake

Total vacation rentals
Explore 30 vacation rentals in Greenwood Lake

Nightly prices starting at
Greenwood Lake vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 2,840 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Greenwood Lake vacation rentals include wi-fi 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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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Citi Field
- United Nations Headquarters
- Empire State Building
- Grand Central Terminal
- Bethel Woods Center for the Arts
- Statue of Liberty
- Bushkill Falls
- Rye Beach
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area




