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Boat in, boat out
The kayaks and a six-person Lund dinghy are yours to take out. Wingaersheek Beach and the islands at the mouth of the river are an easy paddle or a short run downstream, and our 25-foot Whaler goes further with a captain at the wheel.
The fleet
After dark
Evenings end by the water. The hot tub sits in its granite wall beside the fire pit on the lawn, the river a few steps below; when the air turns, the gas fire indoors takes over with the same panorama of the Annisquam.
We swam off the dock and fished, and finished the days with evening cocktails by the fire overlooking the Annisquam. Looking forward to next year already!
The carriage house
The carriage house on the property holds a full gym, with a treadmill, a Peloton and free weights, and a second dwelling for additional guests, available on request.
We hosted our daughter’s wedding reception here. I can’t imagine a more perfect setting. The place was impeccable, and we even got in a quick workout in the gym. Thanks for the Peloton!
The house at a glance
Cape Ann
Photos courtesy of Google.
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From your host
I live in Gloucester and love boats and outdoor fires, which is more or less a description of The Dock House. Mornings here start on the dock with coffee and the tide; evenings end by the fire, with the river going pink. We keep the kayaks and the Lund ready for you and the Whaler for captained charters, and the pages on this site cover the beaches, trails and charters we send our friends to.
Write to me with any question at all. In winter you will find us in St. John, at Cocoa Tea Villa, and the reply comes just as quickly.
Kate
Your host, The Dock House
In motion
The dock, the Whaler at dusk and the house in the evening.
Getting here
Gloucester is about an hour north of Boston by car, or a little over an hour on the commuter rail’s Rockport line. Ubers are easy to find, the CATA bus covers Cape Ann if you arrive without a car, and the area is made for bikes; you can rent them from us directly.
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Luxury oceanfront, three bedroom home in Gloucester, MA. with a private deep water dock. Relax in our seaside hot tub beside a cozy outdoor fire. Explore the many hidden beaches and islands, including the iconic Wingarsheek Beach just at the mouth of the river, with any of our kayaks or our 6 person Lund dinghy. Retreat inside to a panorama view of the river with an indoor and outdoor gas fire. The carriage house on the property contains a full gym and second dwelling for additional guests upon request. Option to book personal captained charter from your dock on our 25 foot Whaler center console during your stay.
Gloucester • House • Lake • Entire Place
Nestled in picturesque Gloucester, your property is a stone's throw from sandy beaches and scenic harbors. Explore the vibrant downtown, filled with unique shops and seafood restaurants. Don't miss the iconic Cape Ann Museum and the breathtaking vistas at Good Harbor Beach, perfect for sunbathing and sunset strolls. Enjoy the charm of this seaside town with local art galleries and fresh catches at the nearby docks.
When the leaves turn along the Annisquam, this home puts you right on the water to watch it happen. The private deep‑water dock and riverside lawn give you front‑row seats to color and light—sunsets stretching downriver, quiet mornings with a mug by the fire pit, and the steady tide below. When it’s crisp, slip into the seaside hot tub set in granite, then move inside to the same wide view framed
Haven’s read
Suits Two-family getaways · Suits Close friends weekend
Optional extras you can add to your stay. Toggle any on and they'll be included in your booking total at checkout.
Paddleboard Rentals
Enjoy paddleboard rentals during your stay for a flat fee.
Discover what Fall on the Annisquam at The Dock House has to offer.
