Tiny house holiday rentals in Columbia County

Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

An incredibly charming, rustic, simple and comfortable small cottage, in a gorgeous rural setting. Just as advertised. It was perfect. Right across the road is Tivoli Bays, with beautiful trails for walking and hiking, and a small waterfall too. If you like, it's just a short walk to Broadway, the main strip in the village of Tivoli. You'll find a few restaurant options, a small market, sandwich shop, excellent coffee, and homemade ice cream. I met Yuko who couldn't be nicer and was a pleasure to chat with. A great experience all around - highly recommend booking a stay!

Wonderful guest suite in a cool town with great access to nature. Molly was very helpful and kind, would definitely stay again!

Stayed in the guest house for the night, and was a peaceful and pleasant stay! Hosts were very friendly and amenable — watching the goats was a nice bonus as well!

We had a really great time at Merrys house! She was very communicative and gave us a lot of nice recommendations for the area. Our puppy had a really good time too with Merry's 3 dogs and was able to run free and enjoy the large outdoor space on the property. We can't wait to go back soon.

Great location with easy access to Great Barrington and other Berkshire destinations. Perfect house for families or larger groups, we had everything we needed with various sleeping arrangements. Nice open kitchen and decks. We would be happy to return.

Beautiful little a frame! Peaceful property with lots of little things to do to tucked around - would love to come back and use the pizza open on the summer! The communal bathroom and kitchen area was beautifully designed and a short walk from our cabin. Appreciate the extra touches (firewood, ability to use sauna, s’more kits) note that these are for an extra cost. Thank you!!

The location was very quiet and an easy walk into Tivoli. I recommend that the refrigerator is raised by putting a cabinet underneath, or a taller refrigerator. I microwave would be a definite plus.

Adam was a great host. He met us at the tiny cabin and explained the details of the cabin and what to do around the area. Adams place is very peaceful and off the grid. His property is walkable and the pathway is a loop around beautiful nature on the property. There is a lot to do in the area and the close to the surrounding towns that you can get to within a 10 to 20 minute drive. We'll be back again.

My friends and I loved our weekend getaway at Vivian's lake house. Vivian was a very responsive host and provided clear instructions that made our stay seamless. The space was super clean, modern, and easily accommodated all 8 of us. The highlight of our trip was spending time on the lake with the provided kayaks and paddle boards. We enjoyed ending the day by grilling and sitting around the fire pit. We wish we had stayed longer!

Jordan and I were very aligned in our approach to health and wellness, which made this stay especially enjoyable. I appreciated that he used fragrance-free laundry detergent and stocked the space with clean, environmentally conscious cleaning products. He was also highly responsive and even directed us to a beautiful natural spring nearby where we could source fresh water. A thoughtful and gracious host—I'm only sorry I didn’t have more time to stay and get to know him and his family better!

Great little getaway. Nice fire stove outside to sit by with a beautiful forest. Floor to ceiling window in the cabin to admire the nature. Would recommend!

Our stay was truly wonderful and a blessing! We went away for our anniversary. Everything matched or surpassed expectations! Heidi is so proactive and responsive -- a 5 star host! It couldnt have been any better. Looking forward to returning! Such a lovely space and town. Thanks Heidi!

This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!

Stellar stay at Jessica’s home — top notch amenities that made us feel right at home but better! Very much appreciated the coffee bar, amazing couch & TV setup, and very comfortable bedding. We took advantage of the recommendations of the area that were thoughtfully put together. Highly recommend and great for luxurious getaway!

Our stay was fantastic! The property exceeded our expectations from the moment we arrived. Every detail was thoughtfully arranged, making us feel welcome and comfortable throughout. The space was spotless had everything we needed for a perfect getaway. What truly made our experience outstanding was Dennis’ kindness—they went above and beyond to accommodate us, even letting us stay an extra night!!! You can feel that this place was created with love and peace; it’s a serene escape that radiates positive energy. The private walking trails were beautiful and gave us a peaceful space to explore nature, and at night, we experienced the most beautiful night sky we have ever seen—absolutely breathtaking! Communication was quick and helpful, and the check-in process was seamless. This is a hidden gem for anyone looking for a blend of comfort, charm, and natural beauty. I can’t wait to bring my family with me next time to experience this incredible place together.

This is our second time staying here, we loved it so much the first time. We definitely recommend staying here for a quiet, peaceful, beautiful getaway!

We enjoyed our stay! The cabin was private and so cute. It was just as described. When we arrived, we called Silivia to confirm where we could go walking— she answered peomptly and was very helpful. Would recommend. Would come again. Thank you!!

Rony Island is as cute as it looked online. Perfect lil getaway for us for the weekend. Hosts were so responsive and had lots of recommendations — we had a beautiful dinner at Stissing House and my partner Jon went up to the fire tower for a hike. We spent our last hour at the island slowly paddling the canoe around the whole lake. Thank you for a lovely stay!

Beautiful property right on the lake. The cabin was very clean and equipped with everything we needed for a relaxing getaway. Lots to do in the area, hiking, food, bars. We will be back :)

We had a fantastic weekend at Treetopia Tiny Home Camping! The tiny home was cozy, clean and perfect for our family of four. The setting amidst nature was serene, and the kids loved the unique experience. The amenities were great, and the staff was friendly and accommodating. We enjoyed hiking trails, campfire in the evenings, and stargazing at night. A memorable family getaway!

Wonderful isolated cabin. Do be prepared for camping life but the Stewart's gas stations provide easy access to ice and other supplies. There were a few things that needed fixing but the host was very responsive. Beautiful A frame. No houses in sight. Excellent view of the mountain and terrific bird life in the field.

It was a pleasure to stay at the cabin! Deborah was such a great host! Walked in after a 3 hour drive to treats and fruits. She was very helpful explaining and showing were everything is! Location was close enough to town and far enough to be peaceful and quiet! Loved this cabin!!

We stayed at Todd’s place for 2 days in May. I thought the bomb and the setting is very beautiful and the house adequate. We enjoyed with all their pets and had a great time. Would recommend for couples. The pool is great as well, though just check for the pool hearing beforehand, since it takes quite a bit of time to heat up. But all in all had a great time