Vacation rentals with breakfast in Berkshire County

This BnB is a hidden gem -- we had a fantastic weekend staying here. The BnB is just a 3 minute drive away from downtown Lenox, and was incredibly cozy. Dalija was very communicative and accommodating.

Imagine staying at your favorite aunt's and uncle's home. That's a great analogy to staying in the home of Eddie and his family. From their greeting me at the door, friendly personalities and local restaurant recommendations, offering me a comfortable bathrobe, providing delicious breakfasts (including a yummy egg salad), and engaging conversation, this Gilded Age farmhouse will stick out in your travels. It did for me, anyway.

This Airbnb experience was ideal for a weekend getaway! The house is on a peaceful, gorgeous, safe street, and the Airbnb room was immaculate and private. The decor of the house was simply beautiful, as Jenny and Peter have impeccable taste! These hosts were warm and welcoming but provided the space for us to feel independent. I’d stay here in a heartbeat. I recommend this Airbnb with enthusiasm!

Anita is the best innkeeper in New Marlborough! Words can't describe how beautiful and serene the property is, it is also located only ten minutes from Great Barrington and numerous hiking trails, cafes, and restaurants. The inn itself is tenth generation owned and it is kept pristine condition and is spotless. Anita was incredibly flexible and accommodating as a host. I am a very COVID conscious traveler and felt safe and comfortable at the Inn, the room was so clean. Anita even made accommodations to serve breakfast on the porch as an added measure of social distancing--still thinking of the delicious quiche and coffee. Book if there is availability, I can't wait for our next trip back!

We had such a wonderful stay! The house is historic, beautiful, and impeccably clean. Breakfast was delicious, with French press coffee and steeped tea that we loved. Missy the dog is a joy to be around and kept our dog entertained in the massive outdoor space. We truly felt at home, and the place felt very private. There’s so much to do in the area—great hikes, antique stores, and plenty of restaurants to explore. All in all, it was a very relaxing weekend getaway from the hustle and bustle of the city. We’d love to come back!

Becky and Bob’s home is on a country road with beautiful grounds. I walked a five mile road loop and saw only a few cars the entire way. It is a beautiful 20 minute ride from Lenox and Tanglewood. Bistro Zinc was such a good restaurant that we had a lunch and two dinners there during our stay. I enjoyed our conversations with Becky and Bob and they made us feel right at home. We would stay there again.

Wonderful weekend in antigue farmhouse. Birds galore, herbs and vegetables everywhere, nature all around. All very refreshing and informative time. Lovely big bedroom, uniquely furnisted around an amazing canopied bed. A delightful change of pace with a godly perspective on life. Came home energized.

George and Annalee are wonderful hosts. From their insight of local recommendations to the thoughtful ways they make sure you feel right at home, they really exemplify what Airbnb was created to be. Ordinary civilians like you and me who love meeting people from all over the world. They are there to great you upon arrival and to make sure you know your way around the house. I would recommend commuting in/out with a car, because the location is quite remote and not walkable especially with luggage. It’s the perfect place to retreat and disconnect.

Spent the Memorial Day weekend in Great Barrington as part of a cycling club from NYC. My primary concern was having a safe place to store my bike (expensive road bike). Host was very accommodating, allowing me to store inside home.

This place looks just as pictured. Right off road 22 but still very quiet. It is about 20 minutes from the center of Pittsfield, MA, which works for our trip perfectly.

This is a cozy, clean spot right near the Williams College campus - just a couple of blocks from the Spring Street commercial area. It’s snug, but welcoming. We shared it with our college-aged kid who found the pull out couch totally comfortable for sleeping.

We booked a quick in and out mini trip from Long Island. It was so easy to get there, perfect location if you’re looking to get away from the hustle and bustle and need to unplug for a bit. We booked one of the larger apartments since we were traveling with 3 kids and our dog. We felt right at home, the design and decor allowed us to cozy up quickly. They put effort into the small details that provide the comfort you’re looking for when being away from home. Tons of games to play with the family, comfortable mattresses, perfect lighting, stocked kitchen. Everything you need to start a fire outside along with s’mores kits. The boys played ball and with a few other things that were provided in the outdoor bins. The kids were also very interested learning about the history of the actual hotel and location, and how the history of it has been preserved while creating something beautiful and cozy for families. The place smelled great and was spotless.

Tom is delightful and his place is in a very convenient location and walking distance to restaurants and coffee shops. Just be aware that to get to the bathroom you have to go down a very steep flight of stairs so middle of the night trips to the restroom are an adventure.!

There are so many special qualities about this location and apartment. The interior space itself is well appointed, pristine, and with modern appliances. The furniture is comfortable. There are lighting options with rheostats, for easy reading or TV watching. The layout and amenities are thoughtful and appreciated. As to the location - the Green River runs behind the building, with Adirondack Chairs and a picnic table so you can enjoy the beauty and sound of rushing water. Williams College campus is walkable from the apartment. This is my second stay there. It will continue to be my first choice whenever I am in Williamstown.

A perfect stay! Everything was wonderful, and I would love to stay again. Warm common area with comfy furnishings and a fireplace with an outstanding library! Rooms are so thoughtfully designed! Lovely Beekman Bros. Toiletries, Extending magnifying mirror in bathroom, comfy bedding, and a delicious breakfast made for a wonderful stay. Have already recommended to family and friends.

Susan is an incredible host running a charming lodge. The decor is beautiful and everything is easily accessible. The peaceful environment inside and outside the lodge makes this place a must visit. Delicious breakfast every morning and pet friendly. We couldn’t ask for a better experience.

We had a great stay. Excellent location.

It was an absolute delight staying at The Granville House. The hosts were friendly and responsive, the space was beautifully curated and well appointed, and the location could not have been better. The breakfast provided was super tasty (muffin masters!), and the dining room vibes were excellent — music, decor, & the overall aesthetics of this place blew my mind. You can tell Terry and Terri have worked in hospitality for a long time and put a great deal of care into making the guest experience superb. I booked our long weekend on a whim and am so lucky there was availability; I have already recommended The Granville House to several of my friends.

A beautiful location tucked away from the road. Susan clearly enjoys what she does and goes above and beyond to accommodate—plus spoiling us with a lavish breakfast every morning!

The whistlers Inn in Lenox is a hidden gem with a beautiful library and parlor, lovely breakfast service, and a warm, friendly host in Lisa. The bed was super comfortable and we walked up into Kennedy Park and out on Parsons Marsh after I had settled my parents into assisted-living. I plan on reserving a room again there soon.

Beautiful old inn, extraordinary innkeepers. Forget your worries and enjoy a superb breakfast and a quiet, welcoming home away from home. Gorgeously decorated with quaint antiques and comfortable bed. Close to the center of old Stockbridge and the Norman Rockwell museum. Lovely area.

We thank Josie and Scott for our 2-night stay at their beautiful house. Everything was sparkling clean and comfortable. The outdoor deck was lovely after enjoying the Rockwell museum, The Clark Art Institute, and Tanglewood! Perfect location in an extremely nice neighborhood. Their cats are very sweet and friendly! The only drawback being that we did not have the chance to meet our hosts in person! We highly recommend Josie and Scott as 5-star hosts!