Holiday rentals with a hot tub in Greenwood Lake

4.99 out of 5 average rating, 153 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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Two wooden docks extend into the calm waters of Greenwood Lake, framed by lush trees and houses on the opposite shore. A partially cloudy sky with blue patches creates a serene atmosphere, complementing the peaceful lakefront setting.

5 out of 5 average rating, 166 reviews

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!

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5 out of 5 average rating, 256 reviews

Home in East Stroudsburg

Enchanted Forest Escape | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" themed experience, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

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Shipping container in Smallwood

An outdoor area showcases multiple seating options, including six Adirondack chairs arranged around a fire pit. The backdrop is formed by a modern container home surrounded by colorful autumn foliage, complemented by a deck and outdoor dining setup, enhancing the serene atmosphere.

4.99 out of 5 average rating, 134 reviews

Luxury Container | Hot Tub | Rooftop Tub | Pizza

Escape to a one-of-a-kind luxury container home nestled in the Catskills, featuring a year-round hot tub, rooftop soaking tub, outdoor kitchen, pizza oven, and peaceful forest views. Escape the ordinary and immerse yourself in this stylish 3-BR container retreat. Designed with sustainability and creativity in mind, our container home offers a one-of-a-kind lodging experience for those seeking a blend of innovation & relaxation. Book today and experience container living! Message me for Q's

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Cottage in Greenwood Lake

A spacious outdoor deck is seen, featuring pink lounge chairs and a small black table with a decorative item. A shaded area with a red umbrella provides relief from the sun. Lush greenery and the tranquil lake are visible in the background under a clear blue sky.

4.98 out of 5 average rating, 149 reviews

Secluded Lakeview Escape with Hot Tub

Escape the city to Chateau Renee, a designer hilltop retreat offering panoramic Greenwood Lake views, total serenity, and luxury amenities just 50 minutes from NYC. Whether you are seeking a peaceful lakefront getaway, a romantic weekend, or a premium basecamp for regional events, this top-rated, chic cottage delivers an unforgettable Upstate experience. Unwind in your private hot tub overlooking the water, or enjoy exclusive access to the local Waterfront Park beach. No pets; allergen-free

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A six-person Jacuzzi hot tub is positioned on a patio, overlooking a serene lake surrounded by trees. The bubbling water reflects the greenery, creating a peaceful atmosphere for relaxation.

4.96 out of 5 average rating, 324 reviews

Stylish Lakeside Cottage with Hot Tub

Welcome to Greenwood Lakeside Cottage, 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).

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4.9 out of 5 average rating, 119 reviews

Downtown Greenwood Lake /Game Room/Beach Passes

Our home is in the center of town, walkable to shops, parks, restaurants and more. Your dog will enjoy our large, fenced backyard. Relax in the new hot tub just installed in June. Our separate game room and fire pit complete the picture. Ski/snowboard at Mt. Peter, just 7 min. away. Hike the AT, explore the local wineries, stroll Warwick's charming Main Street, or go outlet shopping at Woodbury Common. We're a 4-season destination for the ideal family getaway. STR Permit # 2313

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4.95 out of 5 average rating, 449 reviews

Cabin in Wurtsboro

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.

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A set of four colorful Adirondack chairs surrounds a fire pit on a grassy area by the water's edge. A gentle willow tree stands nearby, and the scene features a tranquil view of the lake and surrounding landscape under a clear blue sky.

4.98 out of 5 average rating, 140 reviews

*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi

Waterfront home on Greenwood Lake with a private dock and 6 person hot tub. Situated in a quiet neighborhood and a short walk (1/4 mile) to downtown. Enjoy dinner on the patio, steaks on the grill, and s'mores by the fire pit. Professionally cleaned, comfortable, and bright. A perfect place to enjoy Greenwood Lake and the surrounding Hudson Valley area. Nearby hiking, apple picking, and skiing. Fully renovated with top-of-the-line appliances.

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4.96 out of 5 average rating, 871 reviews

The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.

Treehouse in Willow

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

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4.98 out of 5 average rating, 227 reviews

The modern cabin is set within a forested area, featuring a sloped roof and large windows. A private patio is furnished with a seating area and a hot tub is positioned nearby, surrounded by stone. The natural landscape enhances the serene setting.

Cabin in Ellenville

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

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