Vacation rentals with breakfast in Stockbridge

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Popular amenities for Stockbridge breakfast rentals

House rentals with breakfast

Guest favorite
The entrance to the private suite features a wooden deck leading to a purple door. Large windows on either side allow natural light to illuminate the entryway. Surrounding greenery and a gravel pathway create a welcoming approach to the suite.
Home in Feeding Hills
4.89 out of 5 average rating, 966 reviews

Farm Fresh Feeding Hills

ElaineRating, 5 stars6 days ago
Very cozy and comfortable. Nice view of meadow and farm animals. Quickly fixed shower when it broke. Would come back again.
Top guest favorite
An outdoor deck surrounds a circular swimming pool, complemented by a patio table and chairs. Several lounge chairs are arranged near the pool, and a large umbrella offers shade. Lush greenery borders the space, creating a private and serene environment.
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars6 months ago
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!
Top guest favorite
A bright bedroom features two spacious beds with white bedding, accented by vibrant orange and pink throw pillows. A large window provides natural light, while two round windows add unique charm to the room's design. Dark wooden flooring contrasts with the light walls.
Home in Hudson
5 out of 5 average rating, 21 reviews

Feels like having a boutique hotel all to yourself

BobRating, 5 stars6 months ago
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.
Guest favorite
An inviting back deck is showcased, featuring a wooden table at the center, surrounded by Adirondack chairs. A grill is positioned against the cabin's timber exterior, with large glass doors leading into the interior, allowing natural light to illuminate the space.
Home in Ghent
4.95 out of 5 average rating, 242 reviews

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi

LenaRating, 5 stars1 month ago
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.
Guest favorite
Home in Hudson
5 out of 5 average rating, 18 reviews

Hudson Restored Farmhouse with Fire Pit

ElyseRating, 5 stars3 months ago
We had a great stay. Home was clean and as photographed, and kitchen was well stocked for our large group.
Guest favorite
Home in Kinderhook
4.88 out of 5 average rating, 128 reviews

Jenny’s Folk Art Museum

NoelleRating, 5 stars5 months ago
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!
Top guest favorite
A bright living area features large windows offering views of the lake. A round table with pink tablecloth is surrounded by black chairs. Two comfortable purple armchairs flank a light wood coffee table, while a bedside table with a lamp adds function to the space.
Home in Goshen
5 out of 5 average rating, 30 reviews

Light-filled Lake House in Goshen

BrianRating, 5 stars11 months ago
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.
Top guest favorite
A spacious living room features large windows allowing natural light to filter in. Comfortable sofas are arranged around a focal point gas fireplace, with a television nearby. A decorative rug enhances the warm ambiance, and double doors open to a wraparound deck.
Home in Salisbury
4.98 out of 5 average rating, 128 reviews

Upland Meadow Retreat - 3 bedrooms/2 baths

LeeRating, 5 stars2 months ago
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

Guest favorite
A cozy sitting area features a plush armchair and a wicker chair, both positioned near a coffee table. Natural light enters through two large windows, illuminating the patterned wallpaper. A green indoor plant adds a touch of nature, and a media unit displays a TV and various books.
Apartment in Athens
4.93 out of 5 average rating, 211 reviews

1 bdrm apt in Athens on the Hudson

AshleyRating, 5 stars1 month ago
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!
Guest favorite
A compact and inviting living space containing a mini kitchen with a stainless steel fridge and a small wooden countertop. A turquoise door leads to the outdoors, while a round table and chair are positioned nearby on a colorful area rug.
Apartment in Woodstock
4.9 out of 5 average rating, 48 reviews

Dove House on Trannery Brook in Woodstock

SaraRating, 5 stars6 months ago
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.
Top guest favorite
A cozy lounge area is presented with a grey sofa and two white armchairs, set against a green wall. Natural light fills the space through large windows, highlighting the light wood flooring. A ceiling fan adds comfort, while a small lamp provides additional illumination.
Apartment in Charlemont
4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars1 month ago
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!
Guest favorite
The spacious bedroom features a comfortable bed with dark bedding and decorative pillows. A cozy armchair is positioned near the window, while dark curtains frame the natural light. A piece of art adorns the wall, adding a touch of character to the space.
Apartment in Downtown Albany
4.88 out of 5 average rating, 165 reviews

Downtown Albany 1 Bed + Workstation @ Maiden Lane

HannahRating, 5 stars1 month ago
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!
Superhost
The living area is characterized by a light mint green color scheme, featuring a combination of seating options including a sofa and an armchair. A coffee table, partially made of woven material, is positioned in front. Natural light enters through multiple windows, enhancing the space's openness.
Apartment in Kingston
4.82 out of 5 average rating, 108 reviews

2 bedroom / Office - HEPA Air Purifier

SarahRating, 5 stars5 months ago
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.
Superhost
A comfortable living area is furnished with two sofas and a wooden coffee table atop a large area rug. Natural light enters through the windows, which are adorned with light curtains, offering a cozy and inviting space for relaxation and conversation.
Apartment in Troy
4.77 out of 5 average rating, 44 reviews

Comfortable Stay 2

ChristineRating, 5 stars2 weeks ago
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.
Guest favorite
A warm living area features tall, elegant windows allowing abundant natural light. A genuine leather sofa with decorative pillows is positioned next to a round coffee table. Views of the outdoor seating area and surrounding landscape can be seen through the windows.
Apartment in Hudson
4.98 out of 5 average rating, 57 reviews

Spacious, new renovated 1BR in a Victorian mansion

JasonRating, 5 stars2 weeks ago
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.
Guest favorite
An open floor plan living area features a dining table set for six and a large sectional couch. Sliding glass doors offer views of the patio and garden area. Natural light flows through the windows, complementing the wooden beams overhead.
Apartment in Pownal
4.94 out of 5 average rating, 191 reviews

The Shepherd's Retreat

JanRating, 5 stars3 days ago
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

Guest favorite
A spacious dining area is visible through an inviting doorway, featuring a wooden table surrounded by six elegant chairs. Natural light filters in through sheer curtains, illuminating the room decorated with tasteful artwork and a chandelier. Warm wood accents enhance the welcoming atmosphere.
Private room in Windsor
4.86 out of 5 average rating, 21 reviews

Calling all foodies who seek an amazing breakfast!

LisaRating, 5 stars1 week ago
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!
Top guest favorite
Private room in Hyde Park
4.95 out of 5 average rating, 578 reviews

Scandinavian Designed Dutchess County Room

MichaelRating, 5 stars3 days ago
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.
Top guest favorite
A living area features rustic wooden beams overhead and warm-toned flooring. Comfortable wicker chairs are arranged near a cozy fireplace, which is complemented by a classic brick surround. Light streams through large windows, illuminating the space and showcasing framed artwork on the walls.
Private room in North Chatham
4.96 out of 5 average rating, 528 reviews

Charming Eyebrow Colonial North Chatham, NY

SejalRating, 5 stars6 months ago
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!
The entrance of a traditional BnB features a vibrant orange facade and a prominently displayed red door. Two white columns frame the entry, while a charming balcony is visible above. Seasonal flowers in pots add a welcoming touch to the porch area, which is adorned with fallen leaves.
Place to stay in Ashfield
5 out of 5 average rating, 13 reviews

Norton Hill BnB

FamilyRating, 5 stars31 months ago
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.
Top guest favorite
A cozy dining area features a round wooden table surrounded by modern white chairs and a built-in banquette with soft cushions. A decorative chandelier hangs above, and a small heater stands nearby, with large windows allowing natural light to fill the space.
Private room in Rensselaerville
5 out of 5 average rating, 37 reviews

Cozy Queen room in Historic Bed and Breakfast

AnsellRating, 5 stars1 month ago
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.
Guest favorite
An inviting staircase is highlighted by a vintage chandelier, casting a warm glow on the wooden banister. The walls are adorned with an eclectic mix of framed portraits and a large ornate mirror. Natural light filters in from a nearby window, enhancing the historic ambiance.
Private room in Troy
4.97 out of 5 average rating, 351 reviews

The Sara Tracy House, Eliot Room

KaiRating, 5 starstoday
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.
Superhost
A charming two-story structure is framed by vibrant greenery, featuring a welcoming porch with two wooden chairs and colorful flower pots. Lush plants border the entrance, enhancing the inviting atmosphere of the outdoor space.
Private room in East Chatham
5 out of 5 average rating, 3 reviews

The Inn at Silver Maple Farm - Upper Lodge

HeidiRating, 5 stars24 months ago
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.
Top guest favorite
Guest suite in Agawam
4.96 out of 5 average rating, 184 reviews

The Waters Edge

LorraineRating, 5 stars3 weeks ago
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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