
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

Farm Fresh Feeding Hills
We really enjoyed staying at Nancy's little farmhouse. It was perfect for us. We especially loved the back porch room where we could relax and enjoy the beautiful view as well as seeing the variety of farm animals in the backyard. The house was as mentioned in her listing and had everything we needed. I would recommend this farmhouse to anyone looking for a comfortable, relaxing place to stay. I would love to go back someday.

Peaceful Retreat in the Heart of Kingston
Very cute stay in Kingston! Walking distance from a couple bars and coffee shops. The bed was comfy, house was clean and very spacious. The floors were old and squeaky and we were worried about being loud since the hosts live downstairs, but Amanda's partner helped us when we had some issues with the door and said they couldn't hear us! The slippers are a nice touch and must really help muffle the noise. Would definitely stay here again when visiting friends in beautiful Kingston!

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!

July 4th weekend! 3rd night's on us!
We enjoyed the weekend! So many delicious treats to great us, perfect location walking distance to restaurants and shops. Comfy sitting areas, big table for cards, games and meals.

Hudson Restored Farmhouse with Fire Pit
We had a great stay. Exactly what we wanted in a cozy weekend getaway!

Little Joe Cottage in Hudson
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!

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!
Apartment rentals with breakfast

Ground Floor Apartment on Hudson River
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

1 bdrm apt in Athens on the Hudson
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!

Tribeca triplex minutes from Times Union Center
Very nice, clean, unique space. We had a great experience here! The only challenge was finding our parking spot; it’s labeled with paint on a wall. Thank you to a great host!

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!

Private Hudson pied-à-terre; blocks from Amtrak
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!

2 bedroom / Office - HEPA Air Purifier
Lovely spot, walkable and chill! If it gets chilly there’s plenty of space heaters! We loved the living area. Very intimate spot to unwind after a day of travel

Bright, Charming 3-BR with Garden in Heart of Town
Had a lovely stay at Ellen's with a couple friends. Will definitely be returning to the house when in Hudson next! The apartment was very comfortable, well equipped, and is very walkable to town. Ellen is one of the friendliest hosts I've encountered on Airbnb. She made sure we had all we needed and was very responsive, checking in to make sure all was well throughout the stay. Would highly recommend a stay at her apartment!

Downtown Albany 2 Bedroom + Workstation @ The Mark
Wonderful place to stay! Clean and easy to access! Thank you!
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.

Historic Creekside Bed & Breakfast with Hot Tub
Incredible place to stay! Had enormous cozy living room, bedroom, and bathroom to ourselves that was perfectly furnished with interesting farmhouse style decor. Bedroom and bathroom were clean, coffee and tea in the living room and games/books, and the best part was the outdoor space - lovely big backyard with lots of outdoor seating, cedar hottub (shared with other guests but no problem there!) and swimmable creek (enjoyed cold plunge -> hot tub in late Oct). Leaves were beautiful this time of year, easy 5-min bike ride to the O&W rail trail, and 10 min drive to Kingston and close to Woodstock too - Sarah gave great food recs. Can't wait to come back.
Scandinavian Designed Dutchess County Room
Troy is a complete GEM of a human! We felt very welcomed and at home in his beautiful scenic setting. Also the breakfast was like nothing I have experienced, master chef work! I would highly recommend staying here and will definitely be back. I cannot say enough great things about my stay!

Charming Eyebrow Colonial North Chatham, NY
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 !

Norton Hill BnB
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!

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

Sheffield Lodge - Ramblewood Master
This was hands-down the best AirBnb we've ever stayed in. Susan was very responsive, kind, and gave us a ton of helpful recommendations for things to do in the area. We felt completely at home in this beautiful AirBnb and were impressed by all the amenities, the delicious home-cooked breakfasts, spectacular outdoor views, and the attention to detail. Susan and the AirBnb were amazing and we will ABSOLUTELY be back!

The Sara Tracy House, Eliot Room
The inn was beautiful inside, the door to enter is down a little brick paved alley so it is set back from the street, which is very nice. The street itself is still a work in progress. There is still a lot of fixing up going on so it may seem a bit disconcerting, but step inside the inn and all your worries will melt away. It was quiet (because it is set back from the street) and very clean, beautiful and comfortable. We had a great night's sleep and a lovely breakfast the next morning: nice yogurts, fresh fruit and granola, juice and tea and coffee and muffins, fresh from a bakery that morning! We will certainly stay there again when we visit our son at RPI!
Quick stats about holiday rentals with breakfast included in Stockbridge
Total rentals
20 properties
Nightly prices starting at
$216 NZD 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
- Six Flags New England
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Windham Mountain
- Albany Center Gallery
- Bushnell Park
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Kent Falls State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Hunter Mountain Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Bright Nights at Forest Park
- Hartford Golf Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Opus 40
- Naumkeag