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Chalet holiday rentals in Greenwood Lake

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Top-rated chalet rentals in Greenwood Lake

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Top Guest favourite
The exterior of the modern chalet is surrounded by lush greenery, showcasing a spacious sun room with large windows. A hammock is visible between trees, inviting relaxation. The property features a gently sloping yard leading down to the tranquil lakefront.
Chalet in Carmel Hamlet
4.96 out of 5 average rating, 111 reviews

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly

Just over an hour from NYC, this secluded, dog-friendly lakefront chalet offers 200’ of private shoreline, fenced yard and sunroom with stunning lake views. Thoughtfully decorated with treasures from my travels, it blends quiet luxury and modern comfort. Cozy up by the fireplace, enjoy a vinyl or a movie, take in Autumn colors, spot local wildlife, hike nearby trails, unwind by the fire pit and rest in the king size bed. Romantic, peaceful, beautifully secluded – your perfect fall escape awaits.

Guest favourite
An open-concept living space features vaulted wood ceilings and a mix of rustic and modern design elements. A dining table is positioned near the kitchen, which includes a stainless steel refrigerator. Stairs lead to a loft area, while a comfortable couch provides a cozy seating option.
Chalet in Long Pond
4.86 out of 5 average rating, 137 reviews

The Cedar A-Frame | Hot Tub | Firepit | Fireplace

Welcome to the Cedar A Frame, where every detail is hand crafted for your memorable trip to the Poconos. Perfect for a romantic getaway, couple with 1 to 2 children, or individual escape for creativity. When you're ready, you can hit the areas hiking trails or rally out to the slopes. This authentic A Frame cabin features: -Propane fireplace -Outdoor firepit -Hot Tub -Full kitchen -Modern rustic professional design -55" Smart TV -4 Car Parking -High Speed Wi-Fi -Close to all area attractions

Guest favourite
The A-frame chalet is nestled among lush greenery, showcasing a rustic wooden exterior with an inviting wraparound deck. Natural stone steps lead up to the entrance, surrounded by various plants and trees, enhancing the tranquil setting typical of the Catskill mountains.
Chalet in Napanoch
4.95 out of 5 average rating, 243 reviews

Catskills Aframe, Water View, Goat Sanctuary

This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house has a cozy feel with rustic charm and is the perfect getaway for those wishing to escape to nature. Outdoor enthusiasts will enjoy numerous local hiking trails and we're just 25 minutes from popular areas such as Mohonk Preserve, Sams Point, Minnewaska. A goat sanctuary, animal lovers can visit with our over 30 rescue goats, chickens, dogs and of course, local wildlife

Top Guest favourite
A spacious living area features large glass doors that bring in natural light and provide views of the outdoors. Comfortable seating includes a modern sofa and armchair, accompanied by a coffee table and a dining area positioned nearby.
Chalet in Pine Bush
4.97 out of 5 average rating, 107 reviews

Spacious A-Frame Getaway near Hiking and Wineries

Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

Top Guest favourite
A modern living area is showcased, featuring a plush dark sofa and a live-edge coffee table at its center. Large sliding glass doors provide expansive views of the surrounding landscape, while polished concrete floors complement the wood-paneled ceiling. A flat-screen TV is mounted for entertainment.
Chalet in Cragsmoor
5 out of 5 average rating, 251 reviews

Scandinavian-Style Chalet with Scenic Views

Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

Top Guest favourite
Chalet in Long Pond
4.98 out of 5 average rating, 219 reviews

Lakefront Chalet~Kayaks~Sauna~Fire Pit~Fireplace

Escape the ordinary and step inside our modern chalet, a true lakefront with private access to the Emerald lakes. Unwind by our private beach or sundeck. The natural light, pine trees and panoramic views of the lake, all make it a peaceful place to relax and enjoy some time with your loved ones. Our modern kitchen is fully equipped to cook a chef’s meal and feast on laughter and memories around the rustic table. Later, relax by the crackling fire on the beach. Welcome to our lakehouse.

Superhost
An open-concept kitchen and living area features a large island with seating for eight, complemented by sleek black cabinetry. Bright light enters through multiple windows, illuminating the spacious layout that includes a comfortable seating arrangement and modern appliances.
Chalet in Monticello
4.84 out of 5 average rating, 129 reviews

Modern Chalet with Hot Tub and Lake Access

Spacious home with gorgeous decks, patio areas, and hot tub, presented by StayBettr Vacation Rentals. Shared dock access is available across the street. Indoors you will discover cathedral ceilings, fireplace, and a large eat-in kitchen and living room area your group to come together. New whole house water filtration system recently installed. The entrance to the home has a ramp for accessibility, and the home has wide corridors and interior doors, so all can be included on your vacation.

Guest favourite
The lakefront property is showcased from above, featuring a spacious terrace with lounge chairs and a dining area. A direct view of the private dock is visible, along with green trees and tranquil water reflecting the surroundings.
Chalet in Highland Lake
4.88 out of 5 average rating, 178 reviews

Lakefront - Ski - Hot Tub - Sauna - 1hr from NYC

EXCITING UPDATES: Closed Oct 27-Dec 31, 2025 for renovations. Reopening Jan 1, 2026 with NEW hot tub, sauna, modern kitchen & bathrooms! Exclusive lakefront sanctuary 1hr from NYC — stylishly minimalist & impeccably clean. This 3BR, 2-bath chalet on Highland Lake offers luxury for families, couples or friends. Private dock with fire pit, grill, canoe, kayaks, paddle boards. 10min to Mountain Creek Ski Resort. Spa, waterpark, beaches, golf & hiking nearby. Wedding packages available.

Top Guest favourite
A cozy living area is highlighted by large windows allowing natural light to fill the space. A wood-burning stove serves as a focal point, with a plush sofa draped in a soft throw. A mix of plants and decorative items enhances the inviting atmosphere.
Chalet in Roscoe
4.96 out of 5 average rating, 133 reviews

Sunday Mountain House - Cozy Catskills Chalet

Sunday Lodge & Mountain House is a peaceful retreat on 5 acres in the Catskill Mountains. Our home is located about 2-2.5 hours from NYC, and minutes from the charming towns of Roscoe and Livingston Manor. Tucked away on a mountain road, this is the perfect a place to relax and unwind. You can sleep. You can sip. You can cook. You can workout. You can hang. Outside of our doors you can fish. You can hike. You can stargaze. You can play. A place to do everything or nothing at all.

Top Guest favourite
A spacious porch area is featured, extending from the contemporary home with large windows. Verdant grass surrounds the exterior, while a breathtaking panoramic view of rolling hills and a clear blue sky fills the background.
Chalet in Obernburg
4.97 out of 5 average rating, 225 reviews

King Of The Hill

Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.

Top Guest favourite
An inviting living area features a stone fireplace, flanked by large windows that provide scenic views. A combination of leather and fabric seating enhances comfort, while a rustic wooden coffee table sits at the center. Natural light fills the space, creating a warm atmosphere.
Chalet in North Branch
4.98 out of 5 average rating, 131 reviews

Catskills Mountain Chalet l 5 Star experience !

Stylish Chalet in the world famous Catskill mountains privately tucked away on 12 acres surrounded by wildlife and nature. Year-round outdoor activities, fine dining, breweries, and boutique shopping all nearby. Enjoy it all here at Clover Fields! Why "Clover Fields" you ask? Deer visit our property almost daily to graze on our sweet clover fields. It's not uncommon to see them throughout the day. Other notable guests: fox, various birds, woodchucks, chipmunks.

Guest favourite
An open-concept living area features a combination of wooden beams and white shiplap walls. A cozy seating area is positioned next to a stone fireplace. A modern kitchen with dark cabinetry is visible, along with a dining table set for four, complete with plates and a decorative centerpiece.
Chalet in East Stroudsburg
4.92 out of 5 average rating, 157 reviews

Enchanting River Chalet

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Popular amenities for Greenwood Lake chalet rentals

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