Cabin vacation rentals in Highland Lake

Immaculate, cozy cabin that’s the perfect balance of modern and rustic. My partner and I loved it so much, the view during fall was gorgeous! The record player, the wood fired hot tub - every little part of the experience was so relaxing. The Berkshires make for a stunning backdrop and you have tons of great restaurants and cafes nearby. Highly recommend, the hosts have been so thoughtful with how they designed this space.

If you’re reading this to decide whether to book, do it - this was such a nice stay! Came up for a last min bday trip and feel lucky we got to stay here. Brian is an uncommonly good host and went above and beyond in so many ways - great communicator, flexible, gave us extra recs when stuff nearby was closed, provided a great local guidebook, and stocked the house so well (I like to cook and there was an actually well-stocked kitchen there). We didn’t find ourselves needing any essentials and the house had a lot of well-thought out comforts (insane hot tub, heated toilets, a ton of seating). On top of that the house is set up for fun at home - communal lounge area for a big group, pool table downstairs, board games, easy to use projector, silly wigs, big yard, a fridge that plays spotify (???) & we brought our pickleball set and played outside. These guys really know what they’re doing - thank you for a great stay and we will definitely be back when it warms up!

Definitely an amazing place, beautiful! But secluded make sure to stock up on groceries and essentials before arriving nearest market is about 16 minutes away. Overall great stay!

We had such a delightful stay here. The photos don’t do it justice. The kitchen was exceptionally well equipped, which we used extensively. When a couple of minor issues with the house popped up, Brian responded immediately. I can’t recommend this place highly enough.

AMAZING! Some friends and I escaped the city for 3 days and stayed at this cabin. We will definitely be returning. The place was huge and so cute. Joy was more than accommodating. The hot tub was huge and clean. The wood burning fire places were so cute. Overall amazing place to say I would 1000% recommend.

This place was so peaceful and gorgeous! We stayed here during the A Weekend in the Life event and it was such an easy drive into town and to all the activities. The house itself had great amenities and things to do! During our stay, the heater did break, but our host was on top of it. The house has a pellet stove that kept it toasty, so she had 5 bags of pellets delivered to the house for us, she had someone come out and service the pellet stove and she had someone come out to service the heat all in one day! They were accommodating and helpful. We also had our dogs with us who has plenty of space and the airbnb didn’t smell like dog. You couldn’t tell it was a pet friendly place. We loved it!

I was on the hunt for a cabin in the woods and finding Williams place was a dream. It’s 15 minutes from Torrington but you feel like you’re more isolated. It was perfect for my husband’s birthday getaway. William is friendly, helpful and responds quickly. He even gave us a late check out time. The house has amazing antiques and interior. I’m sure he sourced from several of the local antique and flea markets in the area.(Don’t forget to hit an ATM prior to going antiquing) He has a book in the cabin with a ton of local recommendations. We mostly just kicked back and relaxed at the cabin. Soaking up the sun in the hot tub outside next to a lovely bustling river/creek in the back yard. It was a bonus given I have a bad back and it was a little tough adjusting to not sleeping in my own bed. We have already decided to book this place for our anniversary. Thank you again for hosting us and we can’t wait to come again!

We had a wonderful stay at this cozy and beautiful cabin! It was exactly the quiet, relaxing, and secluded getaway we were looking for. We were welcomed with a beautiful basket full of goodies. The bed was comfortable, and the sauna and large jacuzzi tub were perfect for unwinding. The kitchen was well-equipped, and having both a crock pot and air fryer made meal prep super convenient. We really enjoyed the cozy wood-burning fireplace. Communication with Elle was excellent—she was very responsive and helpful throughout. Although it rained during our visit and we didn’t get to use the outdoor spaces much, there are some lovely spots for enjoying a fire or just relaxing outside.Highly recommend this cabin for anyone looking to recharge in a peaceful retreat!

Our family of four had a wonderful winter weekend at Erma’s house. The house was comfortable, even during a winter storm. Erma made sure to have the driveway plowed, so we could still enjoy a day of skiing. And the sunset views were beautiful! We would definitely stay here again.

We had a great time at Josh’s place. It’s such a beautiful spot and wonderful home. Josh was super helpful and responsive. He made it so easy. Would definitely come back and recommend!

Donna's place was a wonderful weekend stay! Beautiful property and guest house. Well appointed and care for. Just a few improvements that would have made our stay even better--a small microwave for quick reheating of coffee/leftovers, a luggage rack and place to store/hang clothes, and ensuring the driveway and a walking path are cleared of snow even when out of town (with thawing and refreezing, we had to navigate two inches of solid ice, which was terrifying both on foot and in the car).

What a special and magical place! Cori and Ruben have created a really special sanctuary to enjoy peaceful time away, tucked away from the world and also in close proximity to anything you need. So grateful for the time we spent at this beautiful space - lots of thought went into every detail of the cozy home, from the comfy, robes and slippers to the coffee. Also, had the best massage of my life in the unit - take advantage of Ms. Rose if you can!! Thank you for a beautiful stay, sitting on the deck in the sun looking over the river was pure bliss.

We really enjoyed our stay at the cabin. Our pets loved taking long naps by the fireplace. - clean place - responsive host - private and peaceful

I cannot recommend this Airbnb cabin enough! From start to finish, our experience was absolutely delightful. The host was incredibly friendly and welcoming, making us feel right at home from the moment we arrived. The cabin itself was the perfect blend of cozy and comfortable. Every detail was thoughtfully considered, and it truly felt like a home away from home. The amenities were outstanding – everything we needed was provided, and everything worked perfectly. Whether it was the well-equipped kitchen, the snug living area, or the super comfortable bed, every aspect of the cabin exceeded our expectations. This stay was peaceful, relaxing, and everything we hoped for. If you’re looking for a serene getaway with a host who goes above and beyond, this is the place for you. Can’t wait to come back!

We came to Otis with our 3 young children with the plan for them to learn to ski at the nearby ski school/mountain. We had a wonderful time and John and Loren’s house was perfect for us. They are lovely, accessible and accommodating hosts! We had the good luck of a snowy weekend and the cabin and property were just gorgeous. The cabin is simple, but very comfortable and we enjoyed how cozy it felt. Our kids slept well and and had so much fun, so did we!

We had such a nice time staying at the cabin - the pictures do not do it justice. The beautiful decor choice and the peaceful surroundings have to be experienced in person! Nick and Colleen also provided great recommendations for the area. We would love to come back again.

Another 5 star stay at Sticks and Stones. I will be back!!

Highly recommend a stay at this beautiful cabin. It was pristinely clean and smelled amazing, like new wood. The decor is very tasteful with a cozy ambiance. The kitchen is equipped for cooking and the wood burning fireplace keeps the whole space toasty. You can hear the nearby brook with the windows open. The soaking tub is incredible. We truly enjoyed our stay! It’s an easy drive of 1 hr from NYC, and 10 min to the nearest town for restaurants, groceries etc.

Second time staying at this location. Very well equipped (has everything one needs for the stay -- all basic pots/pans and utensils, olive oil/salt/sugar, trash bags/kitchen towels and more). Great perk in booking with airbnb was that the price included bottled water, s'more kit, 3 packs of firewood and starter (which in total was about $50+ worth when purchasing at site). Clean cabin, spacious beds. Although all the cabins around were full, it was very quiet. We stayed at the two-bed cabin and it worked great with our two young kids. Overall, a very easy escape from the city!

We spent a lovely winter weekend at Marco’s home. It’s a beautifully renovated house on a super quiet road. Though surrounded by nature, you’re only 15 minutes from the town of Hudson and many great stores and restaurants. Marco was great at communicating, including getting the snow plowed after a snow storm our last night there. This is a real gem of a place. We plan to come back.

We booked this trip last minute during our daughter’s spring break. It was a little under 2 hours from NYC and felt like a world away. The hosts were always available and helpful with everything down to local suggestions. Every detail of the cabin is thoughtfully laid out and provided. We slept four comfortably, but mostly spent our time outside. The property alone offers many trails to explore and made us feel entirely off the grid. The porch around the cabin had locks which would be great for young kids or pets. The surrounding towns were cute and restaurants were excellent. Everything including a supermarket seems to be 10 minutes or under, but we mainly liked staying on the property. We can’t wait to come back in warmer months to go tubing!

This cabin is chic, cozy, and in a beautiful secluded location, such that you can take a dip in the hot tub listening only to birds. It's a true getaway treat. Highly recommend.

A charming cabin perfect for a weekend away. Our group opted mostly to stay in instead of explore local areas and it was the perfect size with just enough to do! The small explorations we did have for local coffee and produce were wonderful. A couple issues with some household appliances but the host was responsive and considerate to resolve them. Loved the doc, kayaks, and hot tub as well as smaller objects to use for entertainment, such as a guitar, fireplace, and games. Hope to come back next year!