Holiday houses in New Milford

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 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 trails, 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.

Luxe Penthouse Studio MainSt Warwick, SteamShower!

Relax & Indulge in our Luxe Penthouse Studio with Elevator & Parking! Beautifully furnished on Main St. in Warwick- Walk to Everything! Panoramic windows with amazing views over Warwick. Spa steam shower with bluetooth speakers, luxury bath toiletries, Heavenly King bed with Egyptian cotton linens, 65 in. HD Smart TV, reclining leather theater seats, velvet loungers convert into sleepers, fully stocked designer kitchen with all appliances, Nespresso & Keurig, coffee, tea, bottled water included.

Modern Nordic Designed Cabin

Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 34469

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

Waterfall Paradise | Romantic Cottage | Firepit

<b>Escape to your private waterfall cottage!</b> The Cottage at Millpond Falls is perfect for couples seeking a romantic, five-star retreat just one hour from NYC. ✅ Comfy queen bed & super-clean luxury linens ✅Crackling fire pit by the falls ✅ Minutes to wineries, breweries & trails ✅ Nearby adventures: skiing, lake fun, orchards ❤️ SUPERHOST • Our most frequent review: "The best AirBnb experience we’ve ever had, can't wait to come back!" Book your dates while they’re open.

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.

Modern Rustic Hudson Valley Cabin in Warwick

STR Permit #P25-0539 Experience the allure of our Modern Rustic Cabin in Warwick, NY, a gem recently featured in the Hudson Valley Style Magazine and just minutes away from Mount Peter Ski Area. Brought to you by Alluvion Vacations, this private haven boasts an outdoor deck with a grill, and a cozy firepit, and is encircled by majestic trees and striking rock formations. Perfect for those seeking a secluded escape, our cabin combines modern comforts with the rustic charm of the Hudson Valley.

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

Iconic Greenwood Lake Castle

Built in 1915 during the Golden Age of Greenwood Lake by Rudolph Gudewill, Greenwood Lake's only castle and guest house is filled with local lore and a legendary past. From the Gudewills it was sold to the Tiedemanns, but the property's fame came when NY Yankee Derek Jeter purchased the castle compound in 2003. The torch has passed once again and now for the first time in history the lakefront castle guest house is available for short term rental. STR Permit # P25-0524

SPACIOUS COUNTRY GETAWAY - JUST 50 MILES FROM GWB!

This gracious, rustic country home with modern amenities was the beloved weekend retreat of a NYC editor who eventually retired there. Filled with books and art, it is just the right place to relax by a roaring fire in winter or sit on the spacious screen porch and listen to the crickets in summer. Surrounded by lovely lawns, woods and wildlife, it’s hard to believe you are just an hour’s drive from the Big Apple! Warwick Building Dept. permit number P25-0109.

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225