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’s little cottage was absolutely awesome. It was authentic in every way. We had everything we needed. Mark was extremely proactive. We hope to have the opportunity to stay there again when visiting our son who just moved to the area. It literally is a must see!

An absolutely wonderful host. The home is lovely, and they provide you with a lot of information about the town and nearby activities! I was sure to use some of their suggestions during my visit. I definitely plan on returning, for my next upstate weekend adventure! Thank you, Suzy!

As. always, Erik and his parents provided a peaceful place to relax. His mother Vivian is very warm and friendly. I'm looking forward to returning.

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.

What a perfect place to explore Southern Connecticut from. Easy to find and easy access to all points of interest. Collis P. Huntington state park is across the street and is an incredible perk. Many easy to walk trails with plentiful wildlife and peaceful serenity. Would recommend and stay again in the future. Jamie is an awesome host, so thoughtful and responsive!!

Had a lovely at Seth’s place, he was very responsive, gave clear instructions and great recommendations. Was the perfect getaway isolated within nature!

Beautiful little spot for a nice get away. Place was clean, comfortable, and abnormally stocked with everything you may want or need. Thank you for the wonderful stay!

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

We love Mark and Lori’s properties, so much so this is our 4th year staying with them, the location is great, plenty of outdoor activities close by, great food and drink options close by, the cabin is well equipped for a comfortable stay and the outdoor area is amazing for chilling around a fire. Highly recommend, we already have another stay booked later this year with them.

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.

What a beautiful spot with a welcoming host. We thoroughly enjoyed our stay. We chose Caroline's place for the sauna, which was totally worth it. But the beauty of the night sky and coziness of the house added greatly. We would definitely come back!!

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!

Pleasant stay, super clean and very responsive host

My friend and I had a wonderful time at the cabin. We felt very cozy during the rainy days we were there. The view from the windows were picture perfect and we have never seen so much wildlife up close. It was so beautiful.

This is our second time coming back to the cabin Daryaa, it was just as good as we remember. In spite of rainy weather we still had so much fun and such a peaceful stay.

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!

A wonderfully relaxing place to stay. The hot tub and sauna are wonderful, as is the bedroom with the view of the mountains. We plan to come back soon.

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.

Excellent stay! Wish we could of stayed longer. Place is exactly what we expected. Close enough to Providence without having to deal with commencement traffic downtown. Corey and Jen were very nice and responsive to any needs or questions we had. Will stay there again if needed. Oh, and the honor system kitchen and fridge is a great idea!

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.

Booked this cabin for a little NYE retreat with my partner and our dog, and it exceeded all of our expectations. the space is spectacular, with perfect antique and vintage accents and so much charm. lucky for us, it snowed for half of our stay, which made everything so so cozy (and our winter dog had a blast running around the property). we loved listening our way through the fun record collection, and I quite enjoyed reading quietly with my morning coffee. we cooked a number of delicious meals in the well-stocked kitchen. our friends live in the area, so we're very familiar with Livingston Manor and Roscoe (highly recommend both towns) and both were a short drive away. the loft bed is super comfy, and the Aesop bath products were a luxurious treat! We'll definitely be back.

Great location and cozy cabin. The deck and view are gorgeous. Right on the Rondout Creek with a short ~1min walk to the treehouse and kayaks.