Holiday rentals in Hillburn

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.

Luxury Lake AFrame • Hot Tub • Sauna • Game Room

Escape to Paddle Point — a lakefront cabin on Upper Greenwood Lake where every detail is designed for you to fully unplug. Think morning coffee with water views, evenings in a private hot tub under the stars, and nights by a crackling wood stove. Just an hour from NYC, this is your reset button. Year-round activities include hiking, bonfires, swimming, boating, skiing, snowboarding, and nearby outdoor movie theater. Enjoy your own private hot tub, sauna, and arcade. Local wineries and breweries

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!

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

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.

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #P25-0805 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

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

Aspen In Airmont

Welcome to "Aspen in Airmont", a unique lakeside cabin experience in Airmont, NY. Offering 9 beds across 4 rooms, including a lavish Master Suite with Tempurpedic mattresses, a Jacuzzi and separate shower. Our home is Highlighted by a 16-seat dining area, cozy indoor fireplace, and outdoor fire pit. Fits Small/Large Groups. Enjoy the year-round hot tub and in-ground trampoline. The perfect getaway with Friends/Family for vacation or Shabbos. (Located within an Eiruv, close to a local Shul)

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

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. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Renovated 2 Bedroom Apartment in Heart of Village

Our newly renovated apartment is the lower level of a 1920 Victorian in the heart of the Village of Warwick. It boasts 650 sq ft of space with 2 bedrooms, and a full kitchen and bath. You can walk to beautiful shops, parks, and restaurants, or drive (free off-street parking) only minutes to ski, golf, hike, or enjoy our local orchards and wineries. There's even a doughnut shop across the street! All this with a huge backyard with it's own babbling creek! Welcome to 69 South St.

Group Retreat | Pool, Hot Tub & Gourmet Kitchen

*POOL IS OPEN* Enjoy warm weather at this peaceful mountain retreat just an hour from NYC. Lounge on the patio with a BBQ, fire pit, hot tub, or spacious backyard with stunning views, or cool off in the pool. Inside, bright living spaces filled with natural light, a full gourmet kitchen, and cozy bedrooms with sparkling clean bathrooms make it perfect for families or groups. Explore nearby trails, relax outdoors, or unwind with games and movies indoors. Great for the whole group!