
Holiday rentals with breakfast in Stockbridge
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Top-rated Holiday Accommodation with Breakfast in Stockbridge
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.
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Popular amenities for Stockbridge Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Lake Escape
I’ve stayed here multiple times! Steve is always a great host. Easy to communicate with and always there when you need him. Place is a little gem, always clean with full amenities. It’s always my go to spot.

Farm Fresh Feeding Hills
We enjoyed staying at Nancy’s place, it was super comfortable and our dog loved it too! There was plenty of space to walk our dog and we really enjoyed watching the animals from the back porch!

Explore the Woodland Areas at Circa 1804 Farmhouse
Kerri's 3 houses we rented for my daughters wedding and they were all spotless and beautiful. So much character inside and out that everyone had their space to relax and also hang out together. Beds was very comfortable and bathrooms were all updated and new. We loved being so close to the venue and Kerri was so accommodating to all of us staying there. Cannot recommend enough!!!

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!

Cozy family home between Hunter & Windham
Kim was very proactive sending instructions prior to the trip. The house itself had a marvelous charm with lots of vintage goodies. I appreciated all the items Kim had stocked in her kitchen to make up for some things I had not thought of to pack. The private property was great including many little surprises to may the stay even more enjoyable.

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.
Apartment rentals with breakfast

Rural retreat in Colebrook CT
Marge was an amazing host who went to effort to ensure we were comfortable and taken care of. For example, in advance of our arrival she asked what type of bread and juice we preferred and if we wanted milk or cream for our coffee. She providd fresh eggs and even sent a dozen to our daughter who lives down the street. The apartment was welcoming, clean and cozy. The kitchen and pantry were well-supplied to meet our needs. We will definitely stay at Marge's next time we visit our daughter.

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!

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
place was perfect for my stay and host was very accommodating of my request to extend. would definitely stay again and recommend to others.

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.

A Sacred Place
Our favorite Airbnb upstate so far! Incredibly homey and cozy space, beautiful decor, very clean, comfortable beds, fully equipped kitchen, so quiet and private. Erica left fruit and eggs for us which was very thoughtful. WiFi signal was pretty weak, but it was a good opportunity to disconnect. Loved the place overall.

Cozy Home away from home, work and or relaxation?
Great stay. Was just what we needed for a three week work trip and didn’t have the busy traffic of the city, but was close enough to be in the city within ten minutes. Fast WiFi.
Bed and breakfast rentals with breakfast

Private en-suite Bedroom in Historic Inn
We totally loved our stay! The town of Norfolk is so quaint. But Airbnb bed-and-breakfast, we felt right at home really loved the breakfast in the morning when we all sat around the table and had conversations with all the guests that were staying. I would definitely stay there if we return to the area.

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.

Brick Row House in the Woods, private 2nd floor
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!

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.

Hospitality in the Berkshire Woods
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.

Serenity in an Albany suburb
The host was very nice! Everything was very clean including the bedding, towels, robes, bathroom etc. I highly recommend!
Quick stats about holiday rentals with breakfast included in Stockbridge
Total rentals
20 properties
Nightly prices starting at
$201 AUD before taxes and fees
Total number of reviews
300 reviews
Rentals with a pool
10 properties have a pool
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Six Flags New England
- Berkshire East Mountain Resort
- Taconic State Park
- Bushnell Park
- Zoom Flume
- John Boyd Thacher State Park
- Mohawk Mountain Ski Area
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Opus 40
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hartford Golf Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Naumkeag
- Beartown State Forest
- Otis Ridge
- Rockledge Golf Club