Chalet holiday rentals in Greenwood Lake

My wife and I enjoyed our winter anniversary stay at the cabin. It was clean and cozy. We enjoyed time by the fire place, free streaming services, and the Keurig(bring bottled water for coffee). The area around the cabin was very walkable in a development with two lakes. It was close to amenities like Walmart (we had to purchase wash clothes and firewood), the interstate and food. We recommend to bring your own pillow if you like them soft. The water pressure was fine in the kitchen but low in the bathroom. Jessica was easily reached to work out any questions. If you are looking for a cozy, comfortable cabin close to everything, stay with Jessica. We would stay again.

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!

Great house! Arek was responsive and helped us with whatever we needed. Kids had a blast with the ping pong and the arcade. Well stocked kitchen and great living space. We loved the table and chairs on the deck overlooking the lake.

Danny is a great host. Very responsive and helpful, and he even offered to mail me something I forgot to take home. The chalet itself is a charm with all the amenities needed, 100% worth a stay. We will definitely be back when we get a chance!

Justin was very easy to communicate with and responded quickly to all of my questions. We loved the home. It was exactly as described with beautiful views.

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.

Great place and great stay. Very responsive and very nice. 5/5 rating from me! Will definitely be back. Thank you!

We had such a wonderful stay! The house had everything we needed—so well supplied with towels, soap, laundry detergent, and everything necessary to cook and bake. Kevin even left us some snacks, which was such a thoughtful touch! My favorite part was the coffee bar—fully stocked with different flavors to choose from. Coffee lovers will be in heaven! The playroom downstairs was a hit with the kids! My child, nieces, and nephews had a blast playing arcade games and even enjoyed the karaoke machine. The house was beautifully decorated and felt cozy and inviting. We also loved watching the wildlife—spotting deer and birds right outside the window was such a treat! The location was easy to find, with Larsen Lake just around the corner. My daughter fished for the first time and even caught a fish—she had so much fun! Kevin was a great host—he checked in to make sure everything was going smoothly and was easy to reach if we had any questions. We truly felt taken care of!

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

Liana home was very inviting. We loved 🥰 it from the moment we walked through the door. It was spacious for our family of 5. The sunroom was our favorite spot to relax and reflect on the beautiful surroundings. We would definitely stay in Lianas place again.

Elyse was a fantastic host, really quick to respond. The property was excellent, the whole family really was able to relax and enjoy the nature right in the backyard as well as the fun games in the game room. Everything as far as attractions were within 10-15 minutes, so really convenient. Would come again

We just spent 5 days on a family getaway, and this was truly the perfect spot to completely relax. The pool is beautiful, and large enough for all 8 adults and our grandson to be in at the same time. We also loved the fire pit, and had a fire 2 nights. It was an easy drive into Saugerties, Kingston and Woodstock. I highly recommend going to the Kingston Farmer's Market.

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!

We had an amazing anniversary weekend at the Secluded Woodstock Retreat. The house was very spacious and peaceful. We enjoyed the warm weather by the pool for most of the day. The house is situated close to our favorite restaurants. Ron is a great host and very accommodating. We look forward to reserving again soon.

This house was great, this was honestly the cleanest airbnb I’ve ever rented. The house was stocked with everything we needed. Would absolutely rent again. I only had 2 minor issues, 1. The water in the house was not great, we always travel with bottled water so this was fine for us, but for anyone traveling here I would recommend bringing bottled water if you don’t normally do so 2. They don’t have a trash pickup service for the local area, you have to drive your trash up the street to a compactor which was honestly really easy, but they’re closed on Tuesday and Thursdays. We had a Thursday checkout, so it was annoying that we had to figure out how to get rid of trash that we couldn’t the day before, which when you travel with a dog, it’s just not a good time. Even with the 2 small issues it’s still a 5 star visit for us, we would absolutely rent again. Those issues are completely out of the airbnbs control, and the owners were quick to respond and helpful.

Beautiful home in a beautiful location in Blakeslee. Amazing views of the lake. Short walk to the playground, basketball court and small beach area. The home was fully stocked with everything you need. The kitchen had all the essentials and more. They had a shed with basketballs, kids toys, bikes, volleyball, wagon for kids and much more which was a huge plus! The fire place facing the lake and the bbq grill were perfect and easy to use. The game room is a nice touch as well. Wish we could stayed the whole month there! Thank you!

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 !

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!

Great location. It's nice and very open in the back with lots of trees. Very serene. Just wish the weather was better for the pool but enjoyed the hot tub a lot. Everything in and out of the house is in the right places. Will definitely consider coming back in the fall next time.

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.