Chalet holiday rentals in Greenwood Lake

My husband and I adored this place! It was in a beautiful location that was very peaceful, which was just what we were looking for. It was a nice escape from the city where we are from. It was a very friendly community and the lake was a walk away. We were fortunate enough to be during a snowstorm and it made everything mystical and cozy. We got to stay in, cook a nice meal, watch movies and see the snow fall! The place was absolutely beautiful and everything you could imagine/hope for as a cabin in the poconos. It had absolutely everything we needed and more! The pictures don’t even do the beauty and warmth of this home justice! Magda was very welcoming, attentive to our needs, and quick with her responses. We felt at home and would love to come back and enjoy another getaway in this dreamy woodsy wonder.

We had a wonderful stay at this cozy and peaceful getaway, just a short 2-hour drive from NYC. The place is beautifully laid out, quiet, and surrounded by nature, it really feels like a true escape. We especially loved spending our time playing board games, relaxing by the wood-burning stove, and listening to the birds each morning. One small suggestion to the host: consider installing an electronic lock for convenience, as it’s easy to accidentally leave the key inside. Also, adding a microwave would be a great bonus for quick meals. Overall, we truly enjoyed our stay and would definitely return!

This place was lovely! Super cozy, very well decorated, and hosts a wonderful view! Judi’s was kind, understanding, responsive, and all around a wonderful host. We came here for a friend’s birthday and he was blown away. Thank you for everything, and we plan to come again soon!

We had a wonderful time staying here! The fall foliage was beautiful, and it was still warm enough to take the boat out on the lake. Arek’s place had everything we needed. Great place for a Pocono getaway.

Justin’s place was great! Beautiful views, comfortable space with everything you need, and pretty centrally situated for exploring the region. Hope to come back again!

Cozy Silo Home is a perfect description of Olga's home! The silo is really unusual, with lots of windows/lighting and is comfortable and nicely decorated. It's a short drive from Woodstock, which is a fantastic area with lots of shopping, restaurants, etc. It's also very close to great hiking and other outdoor activities. At the house, we spent most of our time outside on the large balcony/patio and cooking meals on the outdoor grill. We booked last-minute and Olga was very responsive, answered all our questions and made things very easy for us. We live in NYC and a weekend in/around Woodstock is a great way to recharge and reconnect with nature. We definitely recommend Olga's silo home for a weekend or longer!! Note: stairs are required to enter into the home and to get to the bedrooms/bathrooms, so don't bring anything too bulky or heavy.

Had a great weekend with the family here! Recommend for anyone with little ones.

Could not be more impressed with both the house and host. They made our trip a wonderful special experience.

The house was a great Memorial weekend spot for my family & pet. The garden was beautifully maintained, and the living space open and inviting. We found lots of do in the area, including the Bash Bish waterfall, the old taconic railway turned hiking path, and the Berkshire botanic gardens. There were bunnies hopping around the lawn and plentiful birdsong. Really an idyllic escape from the city. Would love to stay again!

The cabin is warm, cozy and comfortable. It was a perfect location for a couples weekend. The kitchen is loaded with great appliances and tools so we had a great time cooking. The sauna and hot tub are an attractive addition too, we barely left the cabin all weekend. Thanks Jermaine!

My family loved spending a couple of nights here for a weekend getaway. Hosts were very proactive and shared a detailed website about the property which was so helpful and answered all questions upfront. We did have a couple of questions while on site, and the host responded right away. And although the weather was not optimal for the pool, our kids were still able to enjoy it because of flexibility of check in

I spent a week at Fouz and Chris's place with my family (8 adults, a toddler and two dogs) and we had very relaxing, enjoyable, comfortable stay. The house is in a quiet, private area and a short distance from places of interest for hikes, restaurants, museums, historical sites, etc. We received great recommendations from the hosts.

We had a fantastic stay at this Airbnb! I visited with my two daughters and two of their friends, it was the perfect spot for a relaxing family getaway. The home was clean, cozy, and well-stocked with everything we needed. We especially loved the hot tub, sauna, and fire pit—such fun and relaxing amenities that made our stay feel extra special. The neighborhood was quiet and safe, and the host was incredibly thoughtful and responsive, which made the whole experience smooth and enjoyable. Highly recommend for families or anyone looking to unwind in comfort—we’d absolutely stay again!

Ron was quick to respond with any questions we had. The place is spacious and beautiful! The pool was so nice on the sunny days and we even saw a deer walk by when we were in the backyard! Would love to stay here again.

The Lakeview Chalet is an amazing place for a group retreat. We had a great weekend there. Each one of us found something to do at the house, around the house (neighborhood walks, kayaking), and in the area (Appalachian trail), Beacon. It's the perfect location for us to get around in the Hudson Valley. Plus Elvira and Vlad are extremely communicative. Highly recommend!

Extremely comfortable. Super clean and organized kitchen—made cooking a few meals easy! Comfy beds, pillows & linens. Beautifully decorated. Stunning/lush property and very private—complete with very large black bear that would casually stroll thru each morning. We really loved this added touch 😊

The house was perfect! Cute and cozy. Very clean. It was decorated nicely. The fire pit was so nice and relaxing and the best part is all the deer that came to hang out with us while we sat around it. The house was just a short drive to the mountain where there was skiing snow tubing and snowboarding. My kids deff enjoyed the mountain and tubing. Would love to come back and have another stay in the summer to see the lake and enjoy the pool and all the summer activities. Would deff recommend staying in this cute and cozy home and we will be back in the near future !

We enjoyed our stay! The game room was really a the highlight for us. Whitney’s very responsive and made sure we had a great time during our stay! Definitely recommended !

Wonderful stay , better in person than in pictures

What a relaxing stay for our mini getaway. I will start with the responsiveness and friendliness! Great hosts. When we checked in, we saw a bday balloon (for my bf’s bday), water, a bday glass, and pretzels. Totally sweet and welcoming! House was spotless. We loved the view, fireplace, and hot tub. We cooked some great meals on the grill. We took out the paddleboat for a quick trip which was so much fun. We also enjoyed watching movies on the huge tv downstairs. It was a quick, relaxing time away. Thank you for having everything that made our time away worth it!

3rd times the charm!!! This was 3rd straight year myself & my crew(family), plus Charlie(Golden Retriever) have been to Alyson & Rob's house! Even though Mother Nature wasn't on our side all weekend, we still had an awesome weekend! Daytime down by the lake, then spending nights around the fire with a few cocktails is a great weekend! Rob & Alyson are quick with a reply to any questions! Looking forward to next year for Round 4! Highly recommend!

Just spent a week at this location & our party had a wonderful time. The place was absolutely stunning in all ways. Descriptions & photos were accurate and the hosts did a great job with decorating & having all the supplies you could think of needing. Very clean home and soooo roomy. The open spaces were appreciated with having kids around. Loved the upper deck with a great view of the lake/backyard. Lower area was very nice too. Plenty of seating everywhere!! Easily parks 6 cars. Small beach area was perfect for getting watercraft’s into the water. Local deer are not scared of people and can be hand fed. This time of year there are a lot of fawns. Also geese which was the only negative I can give and that is part of lake life. Hosts were able to get that cleaned up too. Best hosts ever and they communicate daily and are very helpful. Attention to detail is above and beyond. Would definitely recommend this home. Loved the arcade game and foosball! I need my own ninja blender now! Ty

House was ideal for our party of 5 singles. Host responded quickly to questions prior to check in and was also one of the most clean homes we’ve been to in the area. Requirements and restrictions were straightforward and minimal, which was convenient. Host also sent timely check ins upon our arrival but were almost unnecessary since everything met or exceeded expectations from get go. Obviously coming back if available!

I cannot recommend Wylda's place enough! This was absolutely nothing short of a 5 star stay. Accurate listing, a beautiful and comfy home, and an unbelievably stunning, secluded, and private property tucked into nature, between two lakes no less!! I came here to get away from it all, and this property exceeded my expectations. The amount of birds you'll hear singing through all parts of the day almost doesn't even feel real. Not to mention, Wylda is a wonderful host. I will absolutely be back here again!!