
Cabin vacation rentals in Highland Lake
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Top-rated cabin rentals in Highland Lake
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Vacation rentals for every style
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Popular amenities for Highland Lake cabin rentals
Cabin rentals with a hot tub

Stockbridge Snug- cabin luxury just steps to 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.

Private Cabin in the Woods w/ Hot Tub near Hudson
Couldn’t have been an easier, more seamless process!

Cabin w/hot tub/fire pit/hiking/skiing!
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.

Wanderwood Lakehouse *Hot Tub|Hypedome*
If I could give 6 stars, I would! This house is super clean, great layout, and has everything needed for great stay. Check in and check out were extremely easy. Orlando was very quick to respond to all of our correspondences. He was always kind and professional when communicating with us. We stayed in the house during a snowy, chilly week in December. The house was nice and warm upon our arrival and we immediately felt right at home. The lake views are beautiful from inside the house and deck. Comfortable bed, nice furniture, and a well stocked kitchen. Airbnb photos accurately represent this lovely home. There is plenty to do in the area or you can just stay at the home and enjoy! We already booked another stay for the end of December. Thank you Orlando for sharing your home and making us feel safe and comfortable.

Secluded, spacious cabin w/jacuzzi. 10 acres
beautiful, cozy, and well appointed home; perfect for our family. The kitchen was above and beyond what we usually expect in Airbnb properties, which always made us happy given we spend a lot of time cooking and in the kitchen generally. Amazing property and surrounding area. As a final touch, the hosts provided supplies for smores and a small jar of honey made onsite, incredible hospitality!

ESKape Manor: Heated Pool, Hot Tub & Fun Amenities
Incredible experience and fantastic property. Highly recommend!!

Secluded Cabin in Woods With Hot Tub
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.

Charming Lakefront Cabin with Hot Tub
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!
Pet-friendly cabin rentals

Private Hilltop Cabin at Houndcliffe
Vincenzo’s place was amazing! We stayed with 2 families and 3 small children and everyone was comfortable and had tons of space. The property was beautiful and there are so many amazing hikes close by. I highly recommend staying here!

The perfect getaway cabin
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.

Guesthouse close to hiking, shopping and ski!
We truly had a fantastic stay at Donna's quaint guesthouse in Ghent! The lovely cabin and many available amenities had everything we could have asked for, and more! Donna was extremely welcoming, kind, and communicative, providing us with clear information for the check-in/out process and going the extra mile to offer local recommendations to make us (including our pup) feel at home during our time away. We would certainly go back in a heartbeat!

Hidden Cozy Waterfront Eco Cabin Nature Sanctuary
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.

The Ancram A - Luxury Mid-Century Modern Cabin
About as perfect an AirBnB stay as you can ask for. The hosts instructions and guides are thorough and convenient. The house itself is beautiful and well decorated, not to mention just very comfortable and welcoming. Plus, a view of the lake that we weren't expecting! Plenty to explore in the area as well. Ariella and Adam were quick to respond and very friendly. Thanks for an amazing stay.

The Upstate A - Modern Luxury in the Hudson Valley
Loved our stay, celebrated my 30th birthday and really enjoyed the A frame vibe! Perfect place to hide out in rainy weather, but we were able to do the recommend Thompson pond preserve hike and it exceeded expectations. Such a cool yet easy hike.

Secluded Berkshire cabin with scenic views
Katie's house is warm and comfortable with a great wood stove/fireplace and a well equiped kitchen. You can walk out the door and into the lovely woods. Our three generation family of seven was very comfortable. We would love to return.

Vibrant, secluded dome home in Litchfield County!
Very unique and beautiful home. We enjoyed the peacefulness and privacy of the location. We had a great time exploring all of the small nearby towns. If you're into nature-based activities, there are a ton of hiking trails and sight-seeing venues. Ana was very proactive in reaching out and made us feel very welcomed, assuring us if there were any issues to reach out. Overall, a fantastic experience!
Private cabin rentals

Whispering Woods Cabin | Sauna/Fireplace/Serenity
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!

Cozy cabin 7-Acres & Pond!
Very accommodating and responsive hosts. Would stay there again for sure.

Cozy Cabin w/Fireplace and 7 acres outdoor, Hudson
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.

Modern Cabin near Tanglewood
In one word, cozy. Lauren and Blake's cabin was a quiet retreat, with a cozy wood burning stove, simple and elegant decor and the most comfortable beds our party of three has ever experienced. Only minutes to the quaint little village of West Stockbridge the cabin is a beautiful haven we didn't want to leave. We will stay here again.

Cozy Log Cabin Getaway
Amy and Kevin were absolutely wonderful! It was so nice to get out of the city and stay in such a beautiful cabin. It has a rustic feel while having all of the amenities and conveniences that you are looking for. Amy and Kevin are also such wonderful people they made sure that the trip was easy and fun and responded immediately anytime I had a question. The area was private but also close to a bunch of great restaurants, grocery stores, and gas stations. I couldn’t have asked for a better place to stay!

We call it "Becket"
Amazing place. So serene and comfortable to be at. Loved every minute of it. Place had everything we could need but was minimalist enough where we could disconnect and really embrace the outdoors and cabin vibe. The quiet and tranquility helped tale us away from the daily hum and fully embrace nature. Met a few people in the surrounding area and they were all so kind and lovely. The view of the lake never got old and its placid reflective waters really brought one at ease. Would stay here again for sure.

Mountain Retreat close to Northampton & Amherst!
The cabin was beautiful, better than the pictures! Couldn't have asked for a more perfect place to spend our time! Highly recommend this cabin for a great vacation!

Enjoy 43 Acres on Two Ponds!
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!
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- Yale University
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Woodmont Beach
- Taconic State Park
- Thunder Ridge Ski Area
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Wildemere Beach
- Bayview Beach
- Anchor Beach
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- The Connecticut Golf Club
- Fort Trumbull Beach
- Point Beach
- Burwells Beach
- Oak Street Beach
- Silver Sands Beach
- Garvan Point Beach
- Barbara Pine Memorial Beach
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