Chalet holiday rentals in Greenwood Lake

We had a magical weekend away and our stay was everything we hoped it would be, and more. Olia was incredibly responsive, friendly, and all around wonderful to connect with. The house was a magical time capsule holding the best of energy and a glimpse into the 70s - so fun. The pool and patio were awesome, with open and friendly spaces inside too, all made for the best of entertaining spaces. We could not have asked for a better weekend away, and we cannot wait to plan our next trip! Thank you!

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 enjoyed our stay so much that I booked another night for the following weekend. The place is simple and beautiful. Secluded, surrounded by a pine forest, with a cozy meadow. The house has everything you need. While we were having dinner, a deer mama and her little Bambi were grazing right outside the windows. A wonderful experience in every way.

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.

Myself and a few friends stayed at the cabin for a bachelor party, and we couldn’t have asked for a better spot. The cabin was reasonably priced and well located, with plenty of space for 8 guys (and probably 1-2 more). The hosts were detailed and responsive - we found everything we needed in the guidebook they provided. It was complete with detailed descriptions and how-to videos for the sauna and outdoor fire pit.

We absolutely loved this peaceful oasis! Perfect for our weekend getaway. The home feels warm and welcoming with eclectic and thoughtful decor. Vintage feels with all the modern updates. Felt like we were staying at a friend’s house- lived in but not cluttered at all. Clean as a whistle, and the beds were super comfy. We enjoyed the vinyl collection and bookshelves on a rainy day. The pond is peaceful, yet full of wildlife- Must love frogs! The babbling brook was the perfect background noise for a quick hike right on the property. Hosts were available but we didn’t need anything from them then since it was all prepped and easy to navigate. Only wish we could have spent more time there!

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

Absolutely beautiful location and wonderful hosts. By far the most accommodating stay we have ever had. It felt like home the entire time. Super safe, friendly and welcoming community. Jessica and Scott left nothing to chance. Everything needed and more was provided. They've thought of everything, even things we wouldn't have thought of, so it was a true getaway. Any time we're in the Poconos we will be looking to Jessica first.

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.

Nice and spacious house...lots of amenities and games to keep the kids entertained...well stocked kitchen...the 2nd floor split AC stopped working after the first night...wish the check-in time was a little earlier than 5 pm when you're traveling from far...at night its a little hard to locate the place. The neighborhood is nice and peaceful. Overall would recommend...

Beautiful house in a beautiful location! We loved all the space and amenities, especially the hot tub and sauna. The host was very helpful and responsive as we were planning our trip. Half of our party had stayed there before and wanted to go back. Thanks for a great stay!

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 !

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!

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!

Fantastic house that was exactly as advertised! Very clean and everything was in working order. We had no issues to speak of and would rent this house again in a heartbeat.

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!

Completely lost for words . Great location . Great service . Beautiful cabin. Provided wood. Requested some fire starter wood and a host brought it right to me. We definitely will be back and I encourage everyone to go . Don’t second guess it , it’s something you will never forget.