Winchester Houseboat Rentals

"It was so lovely to wake up to the harbour view everyday. Cafes, restaurants and convenience store within easy walking distance. An excellent playground nearby that was a hit with our kids every day."

"Jon was a great host! He generously spent some time getting us acquainted with the boat and pointing us in the direction of the best restaurants within walking distance as well as the free shuttles to get to and from the downtown attractions. We had a great time and if we get back to Boston in the future we will definitely choose this spot!"

"My partner had never been to Boston where I had lived for 10 years, back in the 1980's. The houseboat was a perfect stay as we both love the water and boating. It's cozy, charming, and a delightful experience we'll always remember. Jon was a wonderful host, and we were welcomed by his wife's delicious banana bread! We highly recommend the accommodations."

"This houseboat has it all!! Great interior setup. Lots of huge windows. Location to die for. Fully stocked kitchen. Awesome upper deck sitting area to watch the sunrise with coffee or sunset before heading to dinner. A bed that i could actually sleep well in... might have been the gentle rocking. Did i mention the incredible location!! Easy walking distance, minutes, to everything from great restuarants, attractions, parks, everything!! And you have to try the breakfast sandwiches at Sunny Girl...

"The property owner is awesome. We had a great time!"

"We enjoyed our stay on the house boat and would recommend it to others. I do wish more explicit options would be available for fragrance/chemical-free cleaning products though…"

"Me and a friend so enjoyed our stay. Rocked to sleep in comfy bed and pull out sofa. Only hiccup is that there are no late check ins. That is stated in other rules."

"This is the 2nd time we’ve booked a boat in the Charlestown marina and it was a great way to see the Boston area! The hosts were very quick to respond to whatever we needed!"

"Great experience. I would stay here again, and hope to, many times over. Marina (building on right as you drive in, before larger restaurant building) has clean and comfortable full bathrooms that make this a great option."

"My son and I stayed here on a spring break trip. The location was a 5 min walk from the USS Constitution, a 10 min walk to Bunker Hill and a 20-30 min walk to the North End. However because we were on a boat in a marina there was zero traffic noise and that combined with the rocking motion of the houseboat meant I slept extremely well. Bonus: we were visited on several days by a pair of ducks who would hang out on the patio with us. Got to love a vacation home that comes with pets! Downsides?...

"Little Pearl is an absolute gem. I stayed aboard her 3 weeks; bed is super comfy, georgous linens, towels plentiful, the top deck view just lovely. the maintenance or problem solving (if you happen to need assistance) is superbly and amazingly quick; Deb the owner has great communication and super check in notes too; the Location just fab; pier 6 beautiful bar & restaurant around the corner and the fab ferry from just beyond your marina takes you to North End for a super cheap 3.75 where you can...

"This place was perfect for our Salem visit. Easy to find and convenient for a quick trip to the store. The neighborhood was nice."

"the location, price, and ease of exploring Boston from there was awesome. "

"Clean, always had coffee, breakfast was good "