Tiny house holiday rentals in Long Island Sound

We loved our stay at this beautiful, charming, and peaceful barn. The space was cozy and thoughtfully designed—perfect for a relaxing staycation. The property itself is beautiful, and it’s just a short drive to great hikes, bike trails, restaurants, and breweries. A truly lovely spot to unwind and explore. Thank you for such a wonderful experience!

Mark is an extremely responsive host. The cottage was quaint and had exactly what we needed for our stay. It was clean, and he was proactive about communication with us as well as responsive when we had questions. The area has lots of great restaurants but is still safe and quiet. We will absolutely be back as I visit the area often. Five star review!

We thoroughly enjoyed our two nights at Gunks Eco Lodge! Joe and Barb were outstanding hosts-super responsive and full of excellent hiking advice. We had all the amenities we could possibly need, and the unexpected highlight was definitely seeing a barred owl right there while enjoying morning coffee on the front porch. A perfect, well-equipped base for exploring the Gunks and a 10 minute drive to downtown New Paltz.

We loved staying here, and our son loved visiting the horses, and the chickens in the barn. And we saw wild turkeys and deer roaming the property. And it was great to see the horses run on our way out! There are also lots of little streams and tiny waterfalls we enjoyed checking out. And the farm fresh eggs were a lovely and much appreciate bonus!

The drive up was beautiful, and the stay even more so. The home was cozy, charming, and had everything we needed for a peaceful getaway. The water view in the back was stunning and added such a serene touch to the experience. The neighbors were friendly, and the host was kind and welcoming. We felt right at home here.

Great camp and peaceful area. Angela is a great host and very accommodating. I have stayed twice and would definitely come back again.

We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.

Jamie & Rose are the consummate hosts: clear communicators, friendly, helpful and supportive of their guests' (and their animals') experience. The cottage is New England cute on steroids, and super private. All was tip top, first rate for a country cottage experience. Thanks for making our experience so smooth and relaxing.

Siri was an excellent host! The tiny house is ideal for a weekend getaway. We will definitely return soon!

Beautiful home in a quite peaceful area . Note that it is a little difficult to find if you are traveling at night but John was very helpful in giving directions. Bed was VERY comfortable and house had all the basic amenities you would need from kitchen supplies to personal hygiene items you may have forgotten to bring yourself. Would highly recommend to other guests.

Vicky’s place is exactly as described. The view is amazing. Location is perfect. Vicky is a great host. Thank you very much for having us.

Absolutely beautiful stay! Looks just like the pictures if not better! Gentlemen down the street was so nice and helped us come make a fire when we couldn’t get one started. Couldn’t recommend this place enough if ur looking for a cozy stay! Courtney was great to communicate with also and left a cute hand written note for us upon arrival. We will be back!

Great space, accurate description

We can’t say enough good things about Tatiana’s place! We have stayed in several air bnb’s in Beacon over the years and this is by far the best! Perfect location, immaculately clean, and beautifully renovated. We attended a weekend full of wedding festivities at The Round House and the walkability was beyond perfect. 100% recommend. We will definitely try to book again next time we’re in the area. Thank you for a great stay!

Zosia’s place is an amazing gem - very close to some amazing hikes in the Catskills and a wonderful farmers market. It was the perfect place to reset and connect with nature and find stillness. From the stream, to the outdoor shower, to the amazing birdwatching and perfect bed/kitchen set up- it really could not have been better!!

We had a very nice stay besides being greeted by spiders on our way in haha but that’s expected when you’re staying in a place surrounded by trees and nature. We loved the layout of the house and how equipped it was. The house felt very spacious for the 3 of us. My son loved the projector of course. We truly enjoyed it and would definitely consider returning during the fall or winter months in the future!

A beautiful, cozy, rustic cabin for the guest who likes a minimal experience and desires an escape from the overstimulation of urban life. We loved our peaceful stay away from the city where we couldn’t be reached by phone, where we could allow our minds to wander, could get bored, make art, and return to ourselves. Definitely coming back.

We had a great stay at The Pond House. Despite rainy weather, we enjoyed the wood stove and beautiful view. We found everything we needed for preparing meals in the kitchen and used the guide book for lighting a fire in the wood stove. Be aware of ticks in the tall grass! We found several on us after going on a walk.

Stayed 2 nights in early June at Linda and Gene’s enchanting little stone cottage. Perfect weekend getaway space for 2. Early check in time was much appreciated. The place is tastefully decorated with a cool vibe. There is even an herb garden for guests to use, which came in handy for the delicious dinner we prepared one night. Nice fire pit and Adirondack chairs with ample firewood, etc. Will definitely be back as soon as possible. And having the radio on when we arrived, tuned to the amazing Woodstock radio station, was a welcoming touch.

My boyfriend and I were looking for an Airbnb that would host us for just one night and Raj and family were more than gracious to let us do that. His mom met us a soon as we arrived. The cottage was perfect for us. The fresh flowers , fruit and goodies were above and beyond. Raj was very good at sending us information about the area so that was a plus even though I knew the area from having grown up in Clinton. I would absolutely recommend the cottage and Raj and family.

Great place for me and my pooches to stay while we were in town for a 2 day dog show. Comfortable and quiet. Super cute tiny house! Will definitely stay again if I am in the area again!

This was my second time staying at this great little cottage. As always, Joel was an excellent host. The place was squeaky clean, organized and perfect for one or two people. I would highly recommend staying here when visiting the east end!

I had a wonderful stay at the cottage in Beat Mountain. It was the perfect space—clean, peaceful, and beautifully maintained. The atmosphere was calm and inviting, making it an ideal spot to relax and recharge. The location was great to explore the area! I would absolutely stay here again and highly recommend it to anyone looking for a serene getaway.

Perfect spot for a long weekend to retreat from city life and slow down a bit.The Vernooy Falls hike was so close and the perfect way to spend a morning. Loved watching the bunnies hop across the lawn in the morning and hearing the sounds of the frog pond in the evening. Waking every morning to the sight forest right from the bed was so lovely. Such a calming space. Hope to return to enjoy the outdoor space a little more as it rained most of the time we were there.