
Vacation rentals with breakfast in Stockbridge
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Top-rated breakfast rentals in Stockbridge
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Popular amenities for Stockbridge breakfast rentals
House rentals with breakfast

Farm Fresh Feeding Hills
Very cozy and comfortable. Nice view of meadow and farm animals. Quickly fixed shower when it broke. Would come back again.

Spacious Staycation near HITS & the Hudson
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!

Feels like having a boutique hotel all to yourself
Jilan's place was absolutely the perfect place to celebrate! She welcomed us with a charcuterie board and tons of local delicacies. Her home was chock full of gorgeous art pieces, the softest beds, plenty of towels, and lovely bath products. The location on Warren was amazing - in between the Hudson and all of the shops, restaurants, bars and coffee spots. We can't thank Jilan enough for her recs, her courtesies and sharing her beautiful home with us. We will be back.

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
Erin’s place is charming and cozy and tucked away in a charming, private spot. Great little stay in the woods near Hudson and other surrounding towns.

Hudson Restored Farmhouse with Fire Pit
We had a great stay. Home was clean and as photographed, and kitchen was well stocked for our large group.

Jenny’s Folk Art Museum
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!

Light-filled Lake House in Goshen
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.

Upland Meadow Retreat - 3 bedrooms/2 baths
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.
Apartment rentals with breakfast

1 bdrm apt in Athens on the Hudson
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!

Dove House on Trannery Brook in Woodstock
I absolutely love this little cottage. This is our second time staying. It is very cozy, perfect for a couple for the weekend. The property is very quiet and peaceful with the brook running right past the back of the cottage. It is an easy walk into the center of town and the strip with various stores, restaurants, and bars. The cottage was clean, neat, and had all basic necessities. Panxi and Diana are great hosts, available for questions. I would definitely stay again and highly recommend this booking.

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

Downtown Albany 1 Bed + Workstation @ Maiden Lane
Was great to stay at Dillon’s place while my husband and I were in town for a concert at MVP arena- super easy walk! As others have mentioned heard neighbors/dogs a little bit, but didn’t bother us too much! Just a couple minor cleanliness things (hair on pillow/shower), but would recommend for anyone needing a quick stay over in downtown Albany!

2 bedroom / Office - HEPA Air Purifier
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.

Comfortable Stay 2
Jermaine was very helpful and easy to communicate with. The place is just as described. I am familiar with the area, so I was aware of what the surroundings would be like. It was extremely clean and served the purpose for our needs.

Spacious, new renovated 1BR in a Victorian mansion
This was a perfect location for our few days in Hudson. First off, everything we wanted to do was in walking distance and we always felt safe both during the day and at night. Even heard a local tell a couple heading to the train station to leave that she appreciated their visit to her town. The space was perfect for my wife and I. We loved sitting by the window and reading and then moving to the bed to watch sports on tv. The bathroom is cute and has plenty of room. Bed was comfortable and the towels were very nice! One of the best stocked AirBnbs we’ve stayed in and we would choose this location again as well as recommend it to friends and family.

The Shepherd's Retreat
i felt safe, in spacious surroundings! Loved the birds who visited the flowery swing-patio in the early am !! thank u !
Bed and breakfast rentals with breakfast

Calling all foodies who seek an amazing breakfast!
I needed a place to stay the evening I arrived at the Bradley Airport and I didn’t want to stay in a hotel. I’d never been to the area and wished I had a friend to stay with. Alas, I did! Only I didn’t know at the time that Sandra and Tom would fill that role. I literally felt like I’d gone to visit friends from the moment I arrived until I departed. The bedroom upstairs was cozy and the gourmet breakfast the next morning made it very much worth not staying in a hotel! I wasn’t hungry until mid afternoon, which turned out to be convenient because I had meetings until then. If I ever return to the area, I will stay with my friends Sandra and Tom again!

Scandinavian Designed Dutchess County Room
This is an excellent choice for anyone visiting the Hyde Park area. Best to rent a car once you’re there, but it’s very close to many great attractions. Troy’s home is beautiful and clean, with a lot of great amenities. He also provides great local information and he prepares a wonderful breakfast. Highly recommend.

Charming Eyebrow Colonial North Chatham, NY
Susan is a wonderful host and a very lovely person! We had a very nice time staying at Susan's place! It was very warmly feeling to get a delicious breakfast made by Susan, and we especially loved the apple cobbler made by Susan. Thank you for your wonderful hospitality :). We would love to come to your place again!

Norton Hill BnB
Wonderful place to host our party. Comfortable historic home and lovely attention to detail- the fresh cut flowers were beautiful! Yohah was kind and welcoming. We slept deeply and had the perfect New England getaway.

Cozy Queen room in Historic Bed and Breakfast
Catalpa House is exactly what you want in a small town retreat; comfortable bedding, well chosen amenities, superb breakfast, accommodating but not intrusive hosts, lovely common areas with local literature and current periodicals. It doesn't get better.

The Sara Tracy House, Eliot Room
This is one of the most beautiful places we've stayed in. Charles has a designer's eye, and the general atmosphere of the bed and breakfast is luxurious. We slept so well and appreciated that pastries and yogurt were always available in the mornings for breakfast. We would definitely stay here again, especially since it's so close to Troy and Albany.

The Inn at Silver Maple Farm - Upper Lodge
We loved The Silver Maple Farm stay! The historic renovations are stunning. We felt at home and we’re sorry to only stay one night! Chloe and Sean were great hosts! Delicious and generous breakfast was another highlight.

The Waters Edge
Barbara was outstanding. Friendly and informative. Very responsive. Cheerful and with a great sense of humor. Every instruction crisp and clear. We Recommend your stay.
Quick stats about vacation rentals with breakfast included in Stockbridge
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ477 before taxes and fees
Total number of reviews
300 reviews
Rentals with a pool
10 properties have a pool
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Jiminy Peak Mountain Resort
- Windham Mountain
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