Guesthouse vacation rentals in Columbia County

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!

Deborah was a great host and followed up to any questions or concerns. The cottage was quaint but had just the right amount of amenities. The space was welcoming and the surrounding yard/pond are quite beautiful. Especially during the fall color change. There’s the occasional deer or owl in the yard you can often see over morning coffee.

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!

Definition of idyllic! We had such a wonderful stay at Kim's house. My husband, 3yo, and 8mo spent a few days "on the farm" (as my 3yo lovingly called it) and could not have felt more relaxed. The charming cottage is an easy 15-minute drive to downtown Hudson. We enjoyed rocking on the front porch with our coffee, watching the goats lazily graze along the edge of the pond beautifylly lined with trees. Truly relaxing and felt like we were living in a postcard. Kim was very friendly and responsive and had great local suggestions. Would happily revisit Angus Farm next time we're in Hudson!

Marianne is a kind and generous host. Not sure if she can do it every time, but we had croissants, butter, jam, fresh fruit, and chocolates waiting for us. She also treated us to enough fire wood for our first fire. Rustic, spacious cottage located within 15-20 minutes of Hudson and Tivoli. Visited Olana and Poet's Walk Park. Some great restaurants. My girlfriend said she wanted to go back and stay for 2 weeks (we will see). Overall, I was glad to find this property for a last minute getaway.

Wonderful and peaceful spot. Easy to find (although Google has the location off by 50 yards or so). Perfect for our couples visit to friends in Richmond. Easy access to West Stockbridge, Lenox, etc. Such a great place to spend time near a quiet field filled with birds, a daily rabbit visit, and occasional deer and turkey sightings. Place is particularly well-outfitted for an airbnb. Nice sized apartment fridge, cooktop, etc. We especially enjoyed our private patio and daybeds by the picture window in the living area. Would definitely stay again if we return.

Our stay at Karen’s guest cottage couldn’t have been nicer. My mom and I brought our 2 dogs for a weekend and thoroughly enjoyed our time on the property. The hosts were so thoughtful and made us feel right at home, allowing all of us (including the pups) to explore the property. The cottage is clean, comfortable, and had every amenity we could need (even a welcome gift). The house is close to town, easy to find, and felt very private and peaceful. I’m so happy we booked this stay and hope to return one day.

This was our 2nd stay at Christian's place. Every was great once again. Peaceful, beautiful with lots of things to do in the area. Thanks Christian, we will be back again!

Great host. Thank you! Beautiful location and views. Very quiet and peaceful. Perfect for fall foliage. Include nice snacks. Kitchen was great. Host very responsive.

What an experience! Thank you to Graham and Alex for making us feel right at home and super comfortable. The studio is beautiful and it’s just below where you stay. There’s a kitchenette with all you need to cook as well as a fridge and freezer. The propane fireplace was a really nice touch to make the place feel extra cozy. Working with Graham at the studio was the cherry on top. Super friendly, accommodating and a very skilled producer. Sometimes when working with someone, you’re unsure of whether they can provide highly technical skills. Graham worked quickly and efficiently. And it was amazing to hear the track that I was hearing in my head out loud! Thank you Graham and Alex. I hope to be back again :)

So grateful to Will and Garrick for allowing us to stay at their lovely guest house. The newly renovated and beautifully decorated house sits above a tranquil pool overlooking a tree lined meadow. From their personal local guide book to the thoughtfully stocked refrigerator, it’s abundantly clear that they put a lot of thought and care into their property and needs of their guests. The location was perfect for our first weekend getaway to Columbia County. Some nearby highlights were the Blueberry Market Cafe and Mario’s restaurant - 5 minutes away. The guest house is a short drive to an overwhelming number of beautiful hikes, my only regret is that we didn’t stay longer. This spot is an absolute gem and we can’t wait to return in the future.

My fiancé and I stayed at Ry’s place looking for a quiet weekend upstate. The home was gorgeous and very well detailed, it looked even better than the photos. The hosts were extremely friendly and responsive and offered great recommendations. The space felt private and offered incredible views and tons of natural light. One of the coziest and best designed Airbnb’s we’ve visited in years. Can’t wait to stay again!

Definition of idyllic! We had such a wonderful stay at Kim's house. My husband, 3yo, and 8mo spent a few days "on the farm" (as my 3yo lovingly called it) and could not have felt more relaxed. The charming cottage is an easy 15-minute drive to downtown Hudson. We enjoyed rocking on the front porch with our coffee, watching the goats lazily graze along the edge of the pond beautifylly lined with trees. Truly relaxing and felt like we were living in a postcard. Kim was very friendly and responsive and had great local suggestions. Would happily revisit Angus Farm next time we're in Hudson!

We had a wonderful stay at Lucy's place. The house was clean, comfortable, modern and had everything we needed. Our kids loved running around the grounds and exploring the nearby stream. Very easy access into Chatham and the surrounding town. Lucy and her husband Sean (and their dog Timber) were super friendly and hospitable. We'd definitely stay there again!

Yasmin was an amazing host. She was very communicative and helpful. She even brought us fresh muffins which were delicious. Her cottage was well appointed and perfect for our stay. Highly recommend!

Robin's place was warm and comforting with a great kitchen, an easy walk into town, and lovely outdoor areas. Robin was very accommodating, kind, and welcoming. We would be very happy to come back again!

This was our third stay at Frank's beautiful guesthouse. We arrived quite late at night this time. Frank left indoor and outdoor lights on for us, and had set the air at the perfect temperature for an unseasonably cool May night. The guesthouse is just as pictured and described. We settled in and had a lovely night's sleep in the comfy bed. The guesthouse and it's surroundings are simply heavenly. One can enjoy a leisurely day sitting on the patio with a book or gazing out at the rolling hills beyond the garden, or go explore the Hudson Valley with its many lovely towns and villages and sights within a short drive. Frank is always welcoming and most helpful. We know we will be assured a relaxing and enjoyable escape from city life when we stay at his guesthouse.

Lovely aesthetics, close to many GB treasures. Wonderful kitchen space, with stocked pantry. Would recommend!

We (me + two other adults) had an amazing stay at Justine and Scott's. The cottage is very charming and spacious with a full kitchen for cooking. The kitchen and living room area overlook a beautiful flower garden and pond. The dahlias in every room were a lovely touch. The beds were comfy and cozy. The location can't be beat - under 20 minutes to Hudson NY and ~30 minutes to a few Berkshires towns. I would gladly return!

We thoroughly enjoyed our stay at the Cottage. It was cozy, comfortable, immaculately clean and nicely decorated. There were nice touches such as plenty of coffee pods, milk for coffee and nice cold bottled water in the refrigerator. Helger was very responsive to my questions prior to arriving and even made the Cottage available for an early check-in. This was our first stay at an Airbnb and we will definitely stay at Helger’s Cottage again.