Chalet vacation rentals in Greenwood Lake

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Top-rated chalet rentals in Greenwood Lake

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Chalet in Grahamsville

4.95 out of 5 average rating, 171 reviews

Catskills mountain view chalet

Come and enjoy our Catskills mountain view chalet. Escape the chaos of the city for peace and serenity. In our home you'll find an open concept kitchen/dining and living room space, a huge deck, 2 bedrooms, a newly renovated bathroom and a loft work space. Take in the country skyline view with a glass of wine on the deck while listening to meditative sounds of the babbling brook. Don't forget to bring groceries as the best way to enjoy the chalet is with a home cooked meal with those you love

Guest favorite

Chalet in Tafton

4.85 out of 5 average rating, 131 reviews

Pocono Chalet~HeatedPool~Sauna~Firepits~Fireplaces

This is a one of a kind LINDAL CEDAR HOME, with an open layout, 16 foot Cathedral ceilings with floor to ceiling windows. Perfect getaway for family outings or friends getting out of the city. Following attractions are nearby: Lakes Wallenpaupack Promised Land State Park Skytop Camelback Ski/tube Kalahari Indoor Water Park Mt. Airy Casino NO PROMS NO FRATS POOL opens mid April and closes mid Nov. All guests are required to accept host's lease agreement prior to check in. Pets need approval

Top guest favorite

Chalet in Cragsmoor

5 out of 5 average rating, 241 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.

Guest favorite

Chalet in Lehman township

4.94 out of 5 average rating, 106 reviews

Pocono Chalet Cabin Sauna Game Rm FirePit Pool Ski

Come and enjoy nature's unique, peaceful and refreshing atmosphere in this beautiful 4 bedroom, 3 full bath huge Chalet / Log Cabin. Located in the beautiful 5-star Saw Creek Gated Community in the Poconos. All stainless steel appliances, a 3 person sauna located on the lower level, large jacuzzi tub, smart tv's, pool table, large game room filled with arcade games & multi-game tables and much more for the entire family. **Highlight** one of the many community pools literally next door.

Guest favorite

Chalet in Bushkill

4.87 out of 5 average rating, 129 reviews

Chalet at Poconos / Delaware water gap / Bushkill

The perfect place to get away. Enjoy the beauty of mother nature, all seasons have something special to offer from the white covered snow mountains to the colorful multicolor fall or even better the fresh green covered mountains in summer. There are many spectacular views from the private gate community to the public Delaware Water Gap. This Chalet at the Poconos offers you quiet and relaxing nights with plenty of amenities included. Amenities hours here https://sawcreek.org/amenity-hours/

Guest favorite

Chalet in Mount Tremper

4.98 out of 5 average rating, 107 reviews

Modern Mountain Chalet on 15 Acre Catskills Estate

This secluded "Frank Lloyd Wright" inspired home can be your own private mountain retreat and perfect haven for an escape from the city. Designed like a luxurious treehouse, the multi layers of porches and decks makes one feel as if they are sleeping in the clouds. The home offers rest and relaxation with the therapeutic effects of nature right at your doorstep and as a breathtaking backdrop. You'll be inspired by the beauty and peacefulness that awaits you from every corner of the home!

Guest favorite

Chalet in East Stroudsburg

4.97 out of 5 average rating, 158 reviews

A-Frame | Lake | Kayaks | Firepit | Hot Tub

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

Guest favorite

Chalet in Big Indian

4.95 out of 5 average rating, 150 reviews

The Alpine Chalet - A Cozy, Catskill Mountain Home

Enjoy the scenic Catskill Mountains in this Bavarian-style chalet situated on half an acre with valley views. Composed of modern luxuries and comforts, The Alpine Chalet is the perfect getaway for anyone looking to explore the Catskills. Only 6 mins to Full Moon Resort, 10 mins to Belleayre Ski Mountain, and 15 mins to Phoenicia/30 mins to Woodstock, an abundance of hiking trails, ski resorts, and charming towns await you! Follow us on Insta! @Alpine.Chalet STR License #2022-STR-AO-005

Top guest favorite

Chalet in Hurley

4.98 out of 5 average rating, 244 reviews

Exquisite Chalet-Woodstock-we have generator

Newly renovated 3 bedrooms, 2 baths chalet for 6, one mile from stunning Ashokan reservoir view, on private lane but in the heart of Catskills, 10 min from Woodstock, Kingston and exit 19 off hwy 87, with fireplace, wraparound deck, deer-proof yard, firepit, barbecue, veggie garden. Ideal for couples, families, friends. Minutes to ski, ice climbing, iceskating, swimming, hiking, rock climbing, tubing, fishing, scenic walks, biking trails, food markets & excellent restaurants.

Guest favorite

Chalet in East Stroudsburg

4.92 out of 5 average rating, 435 reviews

Cozy House - Lovely Fairytale TreeHouse - Hot Tub

Experience a nature lover's paradise in this stunning house with serene surroundings for play and relaxation. Perfect for families, it sleeps up to 6 adults and features a spacious living room, entertainment loft, and a 7-person hot tub for post-exploration relaxation. With its prime location, you're close to major Pocono Mountains attractions like Camelback Water Parks, Crossing Outlets, Delaware Water Gap, and more—the ultimate destination to explore this scenic region.

Guest favorite

Chalet in Glen Spey

4.9 out of 5 average rating, 132 reviews

Mayflower - Lake access/hot tub/game room/pets

Only 1 1/2 hours from NYC! Come and take in the winter beauty in the Catskills. Welcome! Everything you’d ever want in a lake community chalet! Please bring all your favorite people and enjoy our 3500ft² chalet and an acre of fenced in gorgeously landscaped grounds complete with firepit, fruit trees, fishpond, hot tub, outdoor pizza oven, ultimate game room and best of ALL a 5 minute walk down our private treelined road down to your own private 30 feet of lakefront!

Top guest favorite

Chalet in North Branch

4.99 out of 5 average rating, 113 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.

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What guests are saying

Chalet with hot tub fire pit skiing in the Poconos

5 out of 5 average rating, 36 reviews2 months ago

We had a great stay at Jason’s house. Very peaceful during the winter, loved waking up in the morning and starting a fire in the wood stove. The hot tub was a big hit after a day of skiing and we made s’mores by the firepit. The home was impeccably clean and check-in was a breeze. The pool table and arcade machine were big hits with the kids (and adults). We hope to stay here again next winter.

Chalet in Lackawaxen

What guests are saying

Sunday Mountain House - Cozy Catskills Chalet

4.96 out of 5 average rating, 114 reviews1 month ago

Eric and Kate's mountain house is spot-on as a place to kick back, relax, and enjoy some time in the woods! The deck is great for soaking in some sun and the indoor fire place was perfect to snuggle up in front of on cold nights. There are lots of restaurants, breweries, shops, and sights to see in nearby Roscoe and Livingston Manor. Eric and Kate's place has everything you could need or want for your stay.

Chalet in Roscoe

What guests are saying

Serene Mountain Haven at Masthope

4.97 out of 5 average rating, 121 reviews8 months ago

Excellent place for a family getaway or friends trip! Love this place and all the amenities it has to offer. Stayed here twice and both times have been excellent. I would recommend this place to anyone looking for a nice relaxing getaway. I’ll definitely be back again.

Chalet in Lackawaxen

What guests are saying

Riverfront Ski Chalet

4.98 out of 5 average rating, 118 reviews3 months ago

Everything was awesome! The house was very clean and very comfortable beds. You cannot beat the location, as it is walking distance to Holiday Mountain. Sean was awesome accommodating us at the last minute when our other lodging canceled. The responsiveness was great. Would definitely stay here again and cannot recommend this place enough!

Chalet in Monticello

What guests are saying

Secluded Woodstock Retreat with Pool and Sauna

4.98 out of 5 average rating, 145 reviews2 months ago

My wife and I stayed at Ron’s place for five nights for a winter getaway. We had a great stay, highlights include a comfortable king bed, a quiet setting, a cozy fireplace, and the large ground floor bathroom that feels like your own spa- we thoroughly enjoyed the sauna, huge bathtub, and rain shower. Ron was a great host and was very responsive with any questions we had. We spent many hours watching TV on the screen and projector set up, we grabbed more pillows from upstairs to add some more cushion to the leather couch downstairs.

Chalet in Mount Tremper

What guests are saying

Modern Zen Chalet at the Foot of Gunks w Mt. View

4.95 out of 5 average rating, 185 reviews1 week ago

Spent two nights at this lovely property. For me it's perfect, spacious and remote but still in a great location. You're close to everything, have a beautiful home and outdoor space to enjoy, and Serg/Aaron are extremely helpful with anything you might need. Highly recommend and loved my stay 👍

Chalet in Gardiner

What guests are saying

BLVCK Cabin I w/ wood Hot Tub near Bushkill Falls

4.78 out of 5 average rating, 395 reviews6 days ago

Amazing cabin for a perfect family weekend! We had the most wonderful time staying at this cozy cabin - it was exactly what our family needed to relax, recharge, and reconnect. The cabin was spotless, beautifully decorated, and had everything we could possibly need, from a fully stocked kitchen to soft, comfy beds. The location was peaceful and surrounded by nature, yet close enough to local activities and stores. Our baby loved exploring the outdoor space, and we spent our evenings by the firepit, making s’mores and sharing stories under the stars. It truly felt like a home away from home. Highly recommend for any family looking for a magical weekend getaway.

Chalet in East Stroudsburg