On Cranberry Pond B&B

43 Fuller Street , Middleboro, MA 2346 USA (Show map)


"On Cranberry Pond" is a beautiful bed and breakfast located in Middleboro, Massachusetts. The town of Middleboro is named such because of its location in the "middle"' of everything to see and do! A short drive to historic Plymouth, Cape Cod, Boston and Providence is just one of its many wonderful qualities. We cater to both the sightseeing vacationer as well as the corporate traveler.



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  • Guest room4.8
  • Service5
  • Value4.9
  • Cleanliness5.0
  • Onsite Dining4.9

Best B&B we've ever stayed in

5 on October 02, 2013

We couldn't have asked for a lovelier locale: from beautiful inn, to lily pad-covered pond, working cranberry bog, geese, deer & other scenic views. The B&B's location is within driving distance of all sorts of historical sites; & the train into Boston is nearby. .The hospitality extended by Jeannine & Ken was outstanding, without being intrusive. Jeannine's culinary expertise made each morning's breakfast a real treat; & her use of cranberries was amazing. We definitely hope to return.

The very best B&B

5 on October 29, 2012

Beautiful scenic location with views of cranberry bogs, ponds and wildlife. Charming and very comfortable accomodations. Our hostess Jeannine and her husband were warm and friendly and she prepared an outstanding breakfast. We would definitly recommend On Cranberry Pond to our family and friends. We look forward to returning for another vist in the future.

Wonderful Place!

5 on October 29, 2012

Ken and Jeannine are wonderful hosts. The Cranberry Room was most comfortable with beautiful views of the cranberry pond and wildlife out the bay window and on the porch off our room. Their advice for our trips to Boston and Plymouth was right on and made an unfamiliar area easy to enjoy. We will return to this B&B when we are again in the area. It will be like returning to family.

Very Refreshing

5 on October 11, 2012

Felt like we were visiting family. Jeannine was very welcoming, but gave you your privacy. Would stay again if in the area.

First time experiemce at a B&B

5 on September 24, 2012

My husband tried a B&B for the first time 9/20-9/22, what a womderful experience, could have not asked for nicer hosts, made us feel right at home and the accomodations were top notch. The beds were like sleeping on clouds and this is coming from someone with back problems. Woulddefinately do it again if traveling to the Middleboro Area

Amazing Service

5 on November 10, 2011

We rely on Jeannine for a wide variety of services throughout harvest season from lodging our guests in a warm, friendly, clean, inviting atmosphere to providing delicious "take-out" lunches for our international guests. She never dissappoints. Her service, attention to detail (all the way down to the beautiful season napkins) and passion for everything she does really shows. We appreciate all that she does for us and will continue to rely on Jeannine for years to come. She is invaluable!

Superb and splendid stay at Cranberry Pond

5 on October 17, 2011

We have enjoyed Jeannine B&B. She is absolutely top. A five star stay. Having great breakfasts, eat as much as you want, and if you do not like something Jeannine is happy to make something else. I forgot my credit card and Jeannine, whom knew where I was going to, called the venue and I got my card back. Splendid!

The name is truly well suited!

4.8 on September 15, 2011

Inn Keeper Jeannine La Bossiere is very attentive, but allow for guests privacy, the food is absolutely wonderful. The setting is very picturesque, the B&B is as beautiful as the pictures show. The location offers easy access to highways to Boston, Cape Cod and Rhode Island.

Business trip that felt like a vacation.

4.4 on August 23, 2011

I stayed at On Cranberry Pond for a business trip. I had such a nice stay it felt more like a holiday. Jeannine was incredibly warm, generous and helpful and nothing that I asked for (directions, very early breakfasts, use of a computer and printer, a place to meet with my colleagues, etc.) was a problem. Jeannine's cooking and beautiful venue will also be with me for some time. I look forward to going back again soon!

This one is a keeper!

5 on August 03, 2011

From the moment we arrived at On Cranberry Pond we felt warmly welcomed and at home. The setting is in the cranberry bogs and ponds and was perfect for us since we love nature. We walked along the trails and enjoyed the peace. The room was wonderful. The cranberry accents in decor were great. the bath towels and linens with cranberry logo on them were plush. The breakfast of omelets, fresh muffins and fruit were all from local ingredients. The innkeepers were helpful, warm and made us hate to leave and want to come back. LOVED IT!

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Rooms & Rates

Master Suite

600 square feet of luxurious living! Open and airy, with views that you thought existed only in fairy tales... The Ritz-Carlton has nothing on us! You will enjoy all the comforts of home as this well appointed room offers a kitchenette equipped with refrigerator and microwave/conv.oven, cozy table and chairs to enjoy your meals. T.V./DVD (We know that you probably won't be able to take your eyes off the beautiful scenery, but we thought just in case!) Another asset of this wonderful suite is the master bath. An oversize Jacuzzi.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $210 - $210

The Cranberry Room

A favorite of our "repeat customers". This expansive 362 square foot room boasts a private, full size bath with shower, and for the clothes-horse a large walk in closet! Hunter green and cranberry accents compliment the traditional New England scene framed by your sliding glass doors that lead to our enormous wrap around deck. You will have a breathtaking view of our cranberry bogs. Enjoy that first cup of coffee out here in the morning and it will be an experience of tranquility that you won't soon forget. Nature seems to envelop you, as you forget the stresses of everyday life.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $140 - $140

The Rose Room

This 186 square foot room of pure comfort offers a double bed. The Victorian rose motif of soft, sea foam green and rose petal pink remind you of an English garden and has a beautiful view of our pastureland. The Rose Room has a private bath, with full-sized tub and shower.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $120 - $120

The Native American Room

This 183 square foot corner room has the ambiance of Santa Fe while boasting many Native American artworks. The dramatic color scheme of hunter green with cranberry (our favorite color!) compliment the impressive handmade quilt on the brass, queen-sized bed. Seated at an early 1800's writing desk, you may contemplate the past...and enjoy the present. The Southwest Room boasts a double closet and shares an oversize shower with the Hat Room.

  • Maximum Capacity: 2
  • Beds 1 Queen

Nightly Rate: $140 - $140

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Boston, MA (BOS-Logan Intl.) 49 miles

Directions to property:

From Boston 93 So-24 So-495So. 1st exit to Middleboro go 44 east to 4 set of lights take left (Rt 105 N) Take next street on left-Thompson St. Take next right Fuller St.-2/10 mi on right.

Area Attractions

Antique Shopping, Aquarium, Art Galleries, Beach, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Movie Theater, Museum, National/State parks, Nature area, Ocean, Historic Boston, Historic Plymouth, Historic Providence, RI, Battleship Cove, Beaches, Shopping, Outlet Stores, Performing Theater, Picnic area, Religious Services, River

Inn Details

Establishment type

Bed and Breakfast

On-site amenities

BBQ grill, Board games, Conference Rooms, Copier, Fax Machine, Fireplace, Washer/dryer, Wet bar , Wireless connection Broadband, Shuttle Service, Fishing Lessons, Cooking Lessons, kayaking, canoeing

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Bath robes, CD player, Ceiling fans, Coffee/Tea facilities, Computer, DVD Player, Desk, Fridge, Hairdryer, Hot tub/whirlpool tub, Internet Service, Ironing Board, Library, Microwave, Private entrance, Radio, Satellite/Cable TV, TV, Telephone, Turndown Service, VCR, Videos, Wired internet

On-site activities

Bicycle rental, Bicycle riding trails, Bicycles, Bird watching, Boating, Canoeing, Cross-country ski trails, Downhill Skiing, Fishing, Golfing, Hiking trails, Horseback riding, Horseshoes, Hunting, Kayaking, small weddings, anniversaries & showers (Bridal & Baby), Justice of the Peace, Fishing lessons, Lobster dinners, corporate meetings, weekend getaways, walking trails, Sailing, Shopping, Sight-seeing, Snow shoe trails, Swimming, Tennis courts

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  • Check In:: FLEXIBLE
  • Check Out:: WE'RE FLEXIBLE
  • Open All Year Round: No
  • Smoking Allowed: No
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: Limited children over 7 welcome
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access Limited

Terms and Conditions

  • Accepted payments AMEX, VISA, Discover, Mastercard, Diners club, Personal checks, Travelers checks
  • Deposit Amount Required: A deposit of 50% is required to secure your reservation.
  • Cancellations: Please contact property for details.



Jeannine Labossiere

Languages spoken


Resident Pets


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  • Serving Location: gourmet

Signature Dish

OCP'S Puffy Pancake
Similar to a popover, baked in the oven with apples, cinnamon, nutmeg and of course-cranberries. Mou