Holiday rentals with breakfast in Lenox

This was our second stay and again it was a very pleasant experience. Mornings are beautiful as the sun lights up farm and the hillside. The sounds of the animals are soothing to the soul. We hope to stay again on our next visit.

My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

We had a great stay. Exactly what we wanted in a cozy weekend getaway!

Christine went above and beyond in welcoming us to her place. The fridge was stocked and she gifted us with homemade treats at the beginning and in the middle of our stay. Her place is spacious, clean, and comfortable. We enjoyed adventuring on the walking paths behind the house and her guestbook offered wonderful tips for Brattleboro and the surrounding area. We had a wonderful time!

Kira’s place felt just like home - comfortable, clean, warm, and lovely. Kira was also very responsive and kind in all her communications with us. We would absolutely stay again, without a doubt!

My friends and I loved Jenny’s home. Every corner there was something else to look at. It was spotless and we felt right at home. What a beautiful weekend in Kinderhook, felt like an escape. Cute town too!

We had a wonderful stay at Carol and Robin’s home on the lake. Anyone looking for a serene and peaceful setting would be thrilled with this rental. Our hosts communication both prior to and during our stay was top notch. We certainly hope to return someday.

Madeline is a true professional as a host. This was our third time returning to her place because it has been a great experience every time in all ways. She is responsive and clear about what she offers and what she expects. Strongly recommend her and her beautiful place with great views

Very quiet. Brianna's beautiful light sculptures add so much to the visual beauty of the place. Echoing other reviews: the mattresses and pillows are super terrific. One challenge for us as an older couple -- the bathroom is on the first floor and the beds are upstairs. There are many well placed nightlights but it's still something to get used to if you have to get up in the night. A hummingbird came to visit!

Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

Diane’s place is lovely! Spacious, clean, quiet, well equipped kitchen -has it all! Stayed here a few times and will definitely be back. Thank you Diane!

I had a great stay at this apartment while attending a conference in Albany. The space was clean and exactly as described. Check-in and check-out were super easy, which made the whole experience smooth and stress-free. The location couldn’t have been better—just a 2-minute walk from my conference venue. The host was also very communicative and responsive, which I really appreciated. Would definitely stay here again!

We were in town for a wedding and loved our quick little getaway at David and Peg’s place! They were so communicative and helpful for anything we needed throughout our stay. Getting coffee and breakfast in morning was so nice and made us feel right at home! Thanks so much David and Peg for a great stay!

was communicative and friendly! Cute place and comfortable bed :)

Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.

Leo and Michelle were very responsive with any questions we had, and even reached out to offer us an early check in. The location was close enough to our places of interest, while still being slightly rural. The place looked just like the pictures and we felt right at home. We will stay there again when we return!

Yet another wonderful 5-star stay at Jane & Karl's lovely home in Deerfield. Delicious homemade breakfasts, spacious and clean rooms, and always a warm welcome from Jane & Karl. Have stayed over 10 times across 3 years, and every time has been great - and there's always an improvement each time!

Very beautiful and quiet house in the nature. The room is large and the bed very comfortable. Thank you Susan for the warm welcome, great breakfast and nice conversation! Recommendation for diner for future guests : Bimi’s canteen and bar in Chatham !

We had a graduation in Northampton and needed to accommodate many family members. Yohah’s lovely house was the perfect solution. It was homey and nicely decorated with lovely art. It was just a half hour away from Northampton, which was very convenient for us. Yohah was a great host, who was up the challenge of supporting our shifting schedule and plans. Flexible, thoughtful and an excellent cook! He also has a beautiful yard and croquet set! Truly, we could not have asked for a better experience!

As usual, everything perfect at Ernie's. It's a great place to be.

Tina’s place was charming and peaceful. If you’re looking for a spot to relax and enjoy a quiet getaway this is the place. We could have spent days perusing the library of books available in this lovely loft. Tina was gracious and accommodating during our visit and we will definitely return again soon.

We had a great stay here. Charles contacted us the day of saying that the bigger room was available and we could stay there, which was so kind. The room was so cozy and exactly as advertised. The instructions for parking and getting into the room were very helpful and clear. Charles met us as we arrived and had excellent recommendations for dinner. In the morning he had set out a breakfast of coffee, yogurt, granola, blueberries, and fresh pastries from a nearby bakery. We would definitely stay here again.

This place was absolutely enchanting. The view of the river stretched out before us, shimmering like a ribbon of silver as it wound through the landscape, creating a breathtaking backdrop. It’s the perfect haven for couples seeking a tranquil escape, offering an ideal setting for relaxation and nurturing self-care. Whether sipping tea on the patio or taking a leisurely stroll along the water’s edge, every moment here feels like a soothing embrace from nature.

We had such a lovely time staying at George and Annalee’s! The breakfast was excellent, including catering for us being vegan, and they gave us great local recommendations. They were really hospitable and friendly including picking us up from the bus stop in town! We really enjoyed our stay and would definitely stay there again.