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Book Your Ideal Upstate Accommodations

Our properties are nestled in the picturesque hills of Orange County, New York. This beautiful Greenwood Lake area is surrounded by scenic country roads, one-of-a-kind wineries and artisans, and endless opportunities for activities like hiking, biking, and outdoor family fun.

Among our property selection you’ll find homes from charming cottages to luxury lake houses and everything in between. Browse by area, booking date, or amenities to find your perfect accommodations.

If you’d like recommendations from our owners to suit your needs, guests, or a special event, we’d love to hear from you to provide our personal favorites!


Modern Live Edge Log Cabin

Completely renovated Upper Greenwood Lake cabin surrounded by mature pines and tranquil vibes. Nearby to lake activities, hiking trails, Wawayanda Beach, Mountain Creek and Warwick wineries, breweries and restaurants.


30 Min to Mtn Creek/LogCabin/Hot Tub/Fireplace

Discover our renovated log cabin, nestled in a serene location just an hour from NYC. Ideal for six guests, it features two bedrooms, a cozy loft with games and books for kids, a gas fireplace, and an outdoor patio with a hot tub, BBQ, fire pit, playground, and lake access. Experience year-round activities like hiking, skiing, and scenic sightseeing. 


Cottage with Picturesque Views

Quaint 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. 2 BR, 1 Bath private 2 car parking. Fenced in deck allows for scenic dining. Fire pit with Adirondack seating allows for around the fire gatherings.


Country Estate in Warwick

Spacious 4-bedroom home with plenty of bonus rooms to roam, play, retreat and relax with the whole family. A library of lego masterpieces, family room of games, expansive open kitchen, wood burning stove, pool table, and in-ground pool (May - Sept) are just a few of the house highlights. The massive primary suite offers privacy as well as a double shower, soaking tub and an office space in case you need to connect.


Deer Trail House

Kick back and enjoy an incredible view in this modern & stylish cabin above Greenwood Lake. With access to the beach, skiing, and hiking (Local trails connect to the AT!), this beautifully redesigned home is great for year-round enjoyment! Featuring a wrap around tree-level deck for outdoor grilling & activities, small office, two beds, and two baths and multiple spaces to gather.


Family Lake House 10% Weekly Discount!

Full renovations just completed on this 4-bedroom home that originally served as a summer getaway during prohibition times. Conveniently located in the Village of Greenwood Lake, the house is a five-minute walk to main street and one block from the #196/#197 NJ Transit bus stop with regular service to NYC. Enjoy the mountain views, a slower pace and soak in all that Greenwood Lake has to offer. Beach passes will be provided to our Town Beach for the summer season.


Grand View w/ Pool, Hot Tub, & Theater Room

A 1-hr drive from the GWB brings you a world away to enjoy upstate at its best from this family-friendly home. Spend sunny days in the pool, relaxing nights in the hot tub and at the chance of a rain out, the family home theater with theater seating will be sure to entertain kids and adults alike. When you're ready to explore, Legoland is only 8 miles away, local breweries & shopping, wineries abound + area activities are minutes away. Ski, hike, golf, shop the outlets, and more.


Highland Bluffs Lake House, 50 miles from NYC

Located in the Highland Lakes community in Vernon, NJ the house is situated on a lakefront double-lot on East Highland Lake. Our home has two floors and plenty of space to spread out or come together indoors or spill out onto our large decks where you can eat, play, and relax.Swim from the dock, dig in the sand or spend cozy nights by the lakeside fire pit.


Hillside Villa with 9-Mile Lake Views

Views, views and more views, this luxury getaway embraces the outdoors from every angle. Dine alfresco on the expansive deck, kick back and relax in the outdoor hot tub and spend nights with friends and family shooting pool, sitting by the fire or cooking in the gourmet kitchen.


Lake Cottage / Sauna, Hot Tub, Beach Access

Private Quiet Lakehouse with Hot Tub and Sauna that sits beautifully on a cliff with views of the glorious natural Greenwood Lake. This cottage was built in 1935 with a large wood burning fireplace to end your day in pure comfort. Take a week or take a long weekend with the cottage just a hop skip and jump away from the city. Perfect for close friends or family to escape for some fresh air, wildlife, hiking, wineries, and the smell of fresh water. Access to community private beach.


Lakefront Classic Craftsman

Our 5-bedroom home offers lake life at its best. Swim from the private dock or bring your boat. And with one of the largest lawns on the lake there’s a volleyball net, room for sports (we have a shed full of accessories) a firepit, and an expansive deck with a gas grill for outdoor dining. Nestled within a quiet private community, kids can ride bikes around the neighborhood and enjoy a small town feel. Thomas P. Morahan Waterfront Park (the town beach) is a 5 minute walk.


Lakefront Luxury Retreat with Endless Amenities

Welcome to our exclusive lakefront haven, where luxury meets nature's serenity. Nestled along the tranquil shores, this stunning property offers an array of amenities designed for your ultimate relaxation and enjoyment. From direct private lake access and a hot tub to a game room with panoramic lake views, every moment here promises comfort and indulgence. Discover a seamless blend of modern comforts and natural beauty in this unparalleled retreat.


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.


Casual Modern Lakefront/Gameroom/Greenwood Lake

Greenwood Lake getaway. We are happy to present this true Lakefront property on Greenwood Lake. Enjoy your private dock, kayaks, game room, and lots of spaces for fun and relaxation. Minutes away from Mountain Creek Water Park and Ski Resort, Mt. Peter Ski & Tubing, Warwick's and neighboring town's creameries, breweries, vineyards, apple picking, Appalachian hiking trails, state parks, restaurants and shops. You will have year round activities on and around GWL.


Starlight on the Lake

Starlight on the Lake has it all. Escape to this updated, cozy, lakefront getaway on a quiet street, with a large yard, screened in porch, fire pit, bikes, dock, kayaks, just steps away from a marina with boat launches and rentals. Just an hour’s drive from New York City, the house is 100% yours for living the lake life to the fullest!


Dog Friendly Cottage/Fenced Yard/Beach Passes

Welcome to your perfect getaway! Our home is in the center of town, perfect for fun and relaxation. Your pets will enjoy our large, fenced backyard. There is beach access at the Thomas P Morahan Waterfront Park, which is just down the road, and passes are provided with your stay. With room for up to 6 guests, our home is the perfect size for families or small groups. Book your stay today and get ready to relax and recharge in this beautiful, pet-friendly oasis!


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.


WillowHouse -Modern Rustic Retreat w Pool & Cabana

A luxurious secluded retreat in beautiful Warwick, NY. Rustic farmhouse feel, yet many modern amenities, enjoy the expansive property, which includes a private in-ground heated saltwater pool (open June through Sept.) and pool house. On cooler nights, roast marshmallows and warm up around the fire pit. Outdoor dining with Weber grill. Prepare meals in the fully stocked kitchen, enjoy the wood burning fire place, cozy up on the couch with a book or movie, or enjoy a game of foosball /board game.


Vintage Point Lakehouse

Large Private lakefront vacation rental on the south shore of Greenwood Lake. Major renovations just completed! The master suite is a show stopper, featuring a balcony overlooking the lake and backyard waterfront.
The open floorplan of the main living area is perfect for enjoying time with friends and family for meals, movie nights or lounging in front of the fireplace. Tucked away within a quiet neighborhood, the house is an oasis of calm.

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