Places to stay in Pine Plains

We had a fantastic stay at Jessica's place. The place was exactly as described- clean, beautifully decorated, and fully equipped with everything we needed. The deck, bathrooms on each floor, BBQ grill, and firepit in the backyard were highlights that made our stay especially enjoyable. The communication with the host was excellent throughout, adding to the overall positive experience. Highly recommended! Thank you, Jessica! 😊

Theresa’s beautiful Norman Rockwell studio was so much better than I could have imagined! She was so thoughtful from start to finish with clear and easy communication about everything. Parking was very easy and you will clearly have a space right behind the building. The large picture window in the middle of the living room with a Christmas tree in the center was so lovely and heart warming! Very quiet yet steps from shopping and restaurants (the best breakfast in town can be had at Main Street Cafe downstairs!) I would highly recommend this charming apartment for anyone wanting a charming experience in Stockbridge. 10 out of 10!

We enjoyed our time at Carin Jean’s place. The apartment was cute, clean & exactly as described. Host was friendly & responsive. It was great having the yard for our dogs. The location was nice for walking to restaurants & venues. Great value for the price, we will definitely return!

Sally responded to questions right away. She was really attentive - making sure snow was cleared and ice salted so that we could leave early in the morning after a big snow storm. The place was really conveniently located 15 minutes from ski Butternut. And it was immaculately clean and so cozy. It was a really nice stay.

Ursula's condo at Hunter is a nice spacious place for a small family / group to spend the weekend or longer. It is about a 4 minute walk to the Briar Patch Ski Trail at Hunter from this condo's front door. Each of the bedrooms has 1 queen bed and a 1 roll out folding twin bed with a foam mattress. The place is very clean, well equipped, and nicely maintained. We had an issue with the heat while we were there and Ursula was quick to get a tech to come check it out and solve the problem. Thanks again !

Jay's home is easy to arrive at and make a home away from home in minutes. It was clean, inviting and quiet! We enjoyed the quick ride to the ski slopes and the walk to Phoenicia's antique mall. The home is well-stocked and made cooking a meal at home no problem. Jay answered our questions within moments and made the stay relaxed and truly a get-away. We highly recommend his delightful home.

The space was great! It was big enough for two and decorated very nicely. The space had everything you needed, including some toiletries and misc items (iron, tea kettle, etc) which made the stay even better. Thank you!!

We had a great time staying in this beautiful and comfortable space. It had everything we could hope for and was perfectly clean. The air felt and smelled fresh as we walked in the door. It was spacious and well appointed with extras like condiments, games and puzzles. There was a dog gate and potty bags in case we brought our pets. We didn’t bring ours this time but might in the future because we definitely want to stay here again. There were plenty of clean linens and the shampoo, conditioner and body wash were great. The coffee was delicious and there was tea too. We didn’t use the air fryer, but it was nice to have that and the gas stove in case we wanted to cook. Thank you for a great stay!

Lockwood Lodge is a beautiful and peaceful place in a perfect location. Our families loved watching the snow come down from the big windows, the view is spectacular. Our kids loved the vintage video game consoles, the grownups loved the records and games/puzzles, and we all felt right at home in the lovely house. It was a perfect spot to hunker down in the snow storm. Jeremy was incredibly responsive and thoughtful and did much to make sure our stay was perfect. We hope to visit again in the summer to take advantage of the pool, which must be really special against the backdrop of that view.