Smoking friendly vacation rentals in The Berkshires

Had a great time staying here! The place was super clean, cozy, and had a fun vibe overall. Everything went smoothly, and the host was really cool and easy to communicate with. Definitely one of the better Airbnbs I’ve stayed at—would totally come back again!

This was our second stay at Shawn's property in Wilmington, and once again, it exceeded our expectations. The accommodations were perfect for our needs, and we had a wonderful time. During our stay, we experienced a snowstorm, but Shawn was proactive in ensuring the entrance was cleared promptly, allowing us to come and go without any issues. His attention to detail and commitment to making our stay enjoyable truly stood out. We greatly appreciate his hospitality and look forward to returning in the future. Thank you again for such a memorable stay!

Susie’s warmth & hospitality are unmatched. We must protect her at all costs. She is the best, and her farm stay is an absolute dream. Do not hesitate for a moment regarding staying here. Book it and enjoy a respite from the craziness of the world.

Mariann has a great space in a great location. Very accommodating and friendly, made you feel very welcome . Very responsive. Really nice area. Would highly recommend.

Liz is such a lovely host and her place is welcoming and cozy with all of the extra touches. I extended my stay for a month and had everything I needed for my things and cooking meals. I felt right at home and highly recommend!

We loved our stay! We were coming out to see family, and this was a great place to stay with toddlers. Very big, with a great common room. The beds were comfy, and basics provided. It's not super decked out for cooking, but accurately described online. Beautiful views- we loved waking up and seeing the landscape. Very cool old house.

We had a wonderful stay on the first floor of this beautiful, historic home so close to everything in Saratoga. We were a family of 4 with two teens who like to be on opposite ends of our house and they could easily do that in this rental lol. Not only was everything as pictured but it was immaculate and had the best beds we’ve ever slept on in a rental. Restaurants nearby were the best around and made for easy walk home in the cold/snow. Can’t wait to go back!

This cute clean downtown location is walkable to Main Street restaurants shops and cafes Very clean Coffee maker microwave etc Easy to get in and out Off street parking Whether you are in town for seasonal activities or visiting your college student this location is pretty central

Our stay was wonderful. Lena is the perfect host. We are already talking about going back next fall!

Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!

I needed a place on very short notice that could house my bunny, and the cabin was perfect.

We were 6 adults and 4 young kids, and everyone had a fantastic time at Twin Peaks! The house is up in the mountains a bit, in a clearing surrounded by forest, overlooking the valley below, and both the house and property have a great feel. The views - especially from the great room - are reason enough stay here, but the house compliments the views nicely. Well laid out, nice flow, two working fireplaces, comfy rugs/carpets throughout, cool decor, comfortable beds, big finished basement for the kids. We hung out in every room, watched a few movies, cooked good meals, used the outdoor grill, hiked in the state recreation area behind the house, enjoyed watching the deer and turkeys, had fires in the outdoor fire pit, and had a great day of sledding right in front of the house. We also loved skiing at Plattekill Mountain, which is only 10 minutes away. I highly recommend Twin Peaks!

Wonderful stay. Lovely house and three comfortable bedrooms for three friends. Questions were responded to immediately. Overall would highly recommend it!

Didn’t want to leave! The place was very cozy, we felt right at home and the sound of the creek in the background was the cherry on top! You sleep peacefully on comfortable bedding and get to cook great meals in a cozy kitchen and enjoy a walk in the morning to the nearby waterfall! Sunsets were spent lazily on the hammock socking up the sun and fresh air. At night, we really enjoyed watching Nteflix on the projector screen and catching up.

We loved our stay at this house , great location to move around the Catskills mountains. Our Girls were really happy playing at the Garden, doing marshmellows on the fire every day and off course using the hot tub!

Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!