Search Vacation Homes in Millerton

"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."

"The cottage house had a warm, welcoming vibe to it. It was very well maintained. The grounds were beautiful. The home had everything available that you could possibly want. It was very cozy. We had relatives from Italy with us and they absolutely loved it. I would definitely go back and I highly recommend it. Congratulations to the owners, because they have done a wonderful job with it."

"This house had so much going for it! Great location, huge space, every bell and whistle imaginable. Very well furnished and equipped. We had a lovely time, and I can't imagine a place we'd have enjoyed more."

"Very peaceful place that backs up to a wooded area. The Calf Pen was very clean, plenty of room and has many comforts of home! Glen, the owner, lives on the property but is respectful of your space while being available to answer questions or for a friendly chat. The deck is a wonderful spot to enjoy the sounds of nature and visits from Glen's chickens."

"Le Soleil Suite was just as it was pictured. It was very pretty, neat and clean. Sarah provided everything that we needed for our stay and she was very responsive if we had any questions.It was so quiet and peaceful. We truly enjoyed our stay!"

"My family and I came in for a wedding weekend. The property was clean and spacious. We all really enjoyed"

"The property was fabulous and had lots of activities on site(basketball hoops,pickleball court and pool). Excellent location close to Great Barrington downtown which has an amazing selection of restaurants. Overall,fantastic stay!"

"Spacious house, beautiful setting. Perfect set up for a reunion with friends and family. Highlights were spending quality time on the wrap around porch and making s'mores in the fire pit. Kids loved the pool and exploring the property. Host was responsive and helpful. Highly recommend!"

"Our stay at The Barn in New York was unforgettable. This luxury home, converted from a barn and situated at the end of a back road, is surrounded by 50 acres of picturesque fields and has every amenity. With many restaurants a short drive away and only 20 minutes to Great Barrington, MA, and Hudson, NY, we were never short on dining options and The Prairie Whale was our favorite and also dog friendly. The area offered endless adventures with hiking trails, antique stores, galleries, and outdoor...

"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"

"Lovely house and kind owner. We had a great time. The view is amazing."

"We attended our daughters wedding in Philmont. House was perfect. Views were amazing! Enjoyed morning walks and sitting outside on the deck. Very tranquil!"

"This charming 2-bedroom New Preston apartment was the perfect escape! Cozy rooms welcomed us with peace and comfort, melting away city stress. Host Melanie's warm smile and delicious homemade cookies added a personal touch that made our stay truly heartwarming. Reconnecting with nature was easy - breathtaking scenery, quiet streets, and a nearby lake offered peaceful beauty. This wasn't just a place to stay, it was an experience we'll treasure. Highly recommend! ⭐⭐⭐⭐⭐ P.S. too bad I forgot...

"Very nicely renovated house. Clean and comfortable. Well equipped kitchen. Large comfy living and dining room. Very responsive hosts. Only suggestion would be to provide a few more hooks in the bathrooms for guests to hang personal things (night clothes, used towels, etc.). I would highly recommended this place."

"Our family had the pleasure of staying at this home during our child’s graduation from the nearby Berkshire school. It was the perfect situation for us in an idyllic setting very close to the campus. The home is over 250 years old and has been lovingly updated. The kitchen has seemingly all new appliances and gorgeous wood plank countertops with an adjacent windowed sitting area with a large hearth. The old and new are beautifully combined. Our family members spent a lot of time looking at the...

"This is a beautiful older home and I loved its charm. The wrap around porch is so quaint. However, the listing mentioned steep staircase but not to the extent that it was actually unsafe for my elderly parents. You can literally step out of the bedroom and bathroom on the 2nd floor and tumble down the stairs as the stairs don’t match up to the doorways. There is a bedroom on the 1st floor but the bed is pushed against the all so again my mother couldn’t get out. Also there are only 2 claw foot...

"Long graduation weekend with parents and two grandmothers. Location was perfect, house was in great shape and getting in touch with host was a breeze."

"Beautiful views of the river and was close to all. Place was a bit dusty and the larger bedroom had a very hard bed. Owner was kind and communicative."

"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...