Vacation rentals in Chestnut Ridge

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

Summer Retreat with Hot Tub Fire Pit and Game Room

This peaceful home is located in Suffern, just 1 hour's drive from NYC. Set on a beautiful wooded property with a spacious yard, fire pit, and patio with BBQ grill, this home is the perfect spot to reconnect with nature and enjoy the warm weather. The inside features a six-seater indoor hot tub where you can relax and unwind, as well as a game room with a flatscreen TV with an Xbox console. This home offers the perfect escape, with modern finishes that create a peaceful environment for unwinding

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.

Waterfall Cottage | Romantic Luxury Escape

<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.

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

Gorgeous Suite w/ Private Entrance

Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

Bright Retreat in Nyack

Charming, Sunlit Apartment in the Heart of Nyack Nestled in the vibrant and scenic town of Nyack, this cozy yet bright apartment offers an inviting and tranquil retreat. Perfect for anyone seeking a peaceful, well-lit atmosphere, the apartment combines modern comfort with a cozy, intimate feel. Just steps from Nyack’s charming cafes, boutiques, and the stunning Hudson River views, this apartment is a perfect balance of cozy living and vibrant surroundings!

Modern Luxe Lakefront Cabin

Less than 40 miles from Manhattan, Lindy's Lake is a small, lake community. Modern vibe with a laid-back lakefront lifestyle, a stay at this completely renovated historic cabin offers a refined retreat. Soak in the views from the hot tub on the deck, eat dinner al fresco or get out on the water to swim, paddle board or kayak right from the dock. Enjoy the fire pit by night and the serenity of the surroundings.