Holiday rentals with breakfast in The Berkshires

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!

Very comfortable place. Very reasonably priced. Accommodating host

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 stayed at Patrick’s place to attend an Army football game. Everything was perfect and easy. It’s really close to campus/post. It’s a nice little town and close to Cold Spring where we had lunch on Friday. Thanks for a great weekend.

My family of four loved Christine’s place! She is so thoughtful, leaving yummy snacks plus necessities as well. She’s a great baker and provided us with some yummy treats! The beds were super comfy and cozy, bathrooms were clean and well-equipped and we loved being both close to downtown but also could go hiking out the back door. We feel so grateful to have had such a lovely and relaxing place to stay. Thank you, Christine! ❤️

Raphael was such an amazing host! Ver responsive and always going the extra mile. My family and I enjoyed our stay here and it is basically on the UMass campus! So getting to graduation was extremely easy :)

My sister and I spent a few relaxing days at Shannon's home. We had a wonderful time! It's in a great location- close enough to town to see the sights and go to restaurants, but also far enough away to be so peaceful and private. We booked it because we love being near water, and the house didn't disappoint. We loved the view. It was a bit windy and cool while we were there, but we were able to sit outside several times by the lake and use the fire pit. We also enjoyed watching and listening to the many birds around the house. The house itself was warm and comfortable and had everything we needed. We were happy to meet Shannon when we checked in. She answered questions we had and made recommendations based on our conversation. Thanks Shannon for having us, and we would love to come back sometime to your lovely home! Highly recommend!!

Madeline was easily accessible and the well-stocked house was snug, warm, and comfortable during our stay in very wintry weather. The setting is quiet, but very close to town and all amenities. We had a thoroughly enjoyable stay.

Noel was an incredibly gracious and friendly host, providing us with everything we needed for a great stay in her apartment. The apartment itself is so cozy; we particularly enjoyed the library room and exploring the hundreds of titles Noel keeps there. I would recommend Noel’s apartment to anyone that is making a trip to New Haven.

Exemplary accommodations! Everything about this place is well thought out and comfortable. (Every AirBnB host should do what Shirley did - label the light switches.) It's those intuitive touches that make this a great place to stay. We were close to family events in Norfolk, plus restaurants and amenities in Canaan. You really can't beat this experience. We were not able to make friends with the barn cat, but we tried!

Diane’s place was beautiful with a unique charm. She had lots of antiques and old photographs that were fun to look at. The kitchen and bathroom were newly refinished and very nice. The only downfall for us was the size of the bed. It is on the smaller side which made it uncomfortable to sleep in. Other than the bed I highly recommend Dianne’s apartment!

This was a very spacious and cozy spot! A perfect place for a quiet weekend getaway with proximity to hiking and/or skiing/snowboarding. There were many books, games, and puzzles available to peruse and enjoy as well.

This property is definitely within the top five Airbnb’s that I’ve ever stayed at! The apartment is absolutely beautiful with no detail missed. The kitchen was impeccable with light snacks provided and coffee/creamer, which is a huge plus for me. The bathroom was spotless with beautiful, plush towels and a lovely washer and dryer set. The living room was very comfortable with a reclining couch. The bed was very comfortable with plush linens. I can’t wait to stay again when I’m working in town.

This is a fantastic spot! It is so nice to be just a five minute ride away from everything but still feel out of town. It is a beautiful area and I cannot wait to come back.

We had a good stay for one night on the way to a sky resort. The location was good for us. The house is spacious. The communication was good.

This is a delightful place! The location is peaceful, the decor gorgeous and the hosts easy to work with. I enjoyed my stay so much, feeling instantly right at home. And the fresh eggs that are right there in the frig (wow), well, I was happier to have them than I had anticipated! It's just minutes away from New Paltz.

Chris and Fran were great hosts. they made me feel right at home, with coffee, a light breakfast, and great conversation. the room was large and comfortable, inside a grande, historic house.

We had a really enjoyable stay with Ernie and Eric! Ernie made us a delicious breakfast every day and made us feel right at home. The bed was very comfortable and the hot tub was a nice addition! Highly recommend staying here.

Sue and her husband were very welcoming and made sure my son and I were comfortable. They were pleasant and hospitable. They even left us fresh pastries, chocolates, and wine. This was a perfect location for a show we came to see, and we were close to shops and restaurants. The neighborhood was quiet and charming. We had a great stay!

We had a wonderful experience staying here! Tina was incredibly welcoming and even provided us with a complimentary breakfast, which was a really thoughtful touch. We also really appreciated the great selection of books and board games—it made the stay feel even more like home. Everything was exactly as described, and the stay was quiet and relaxing. Would definitely recommend to anyone looking for a cozy and well-kept place to stay. Highly recommend and we’re looking forward to visiting again!

This spot was perfect. As soon as we walked in my mouth dropped. It was perfect! The floors, the decor, the claw foot tub, the COMFY bed and COMFY pillows. So happy that we decided to stay here. We will definitely be back! We came to Saratoga Springs for a concert at SPAC. We were 15 minutes away. Just a mere 10-15 minutes to so many great restaurants in town. We enjoyed this beautiful bed and breakfast to the fullest. The gardens were gorgeous around the property. The pool was great- even had plenty of lounge chairs to sun bathe in! And then Glen- amazing host. He answered questions immediately! Breakfast was delicious both morning! Definitely need to book here!

Loved our stay! Just a quick weekend getaway for a friend and me and it was perfect for that. The yard is incredibly peaceful, filled with birds and a gorgeous view. The beds were very comfortable, and Josette’s breakfast was a delicious start to the day. We would love to come back again.

Highlanders View is the full bed and breakfast experience! Leam was extremely friendly, helpful, and accommodating. The views are second to none, and the surrounding forest puts you right in the middle of the Catskills. The Tavern Room was perfect, with a clean, full bathroom, comfortable bed, living room area, and a large porch to take it all in. I would highly recommend and would love to come back!

Cathy’s Inn is the perfect spot to experience the charm of the CT shoreline. Most of the inn was built in the 1700s, but you have access to a nice updated bathroom. The furnishings are lovely. Best of all, however, is Cathy, the host. She’s a lot of fun and very easy to talk to. I have stayed with her several times, and will continue to do so.