Gloucester, Massachusetts

Gloucester Waterfront | Dock & Kayaks

4 bedrooms6 beds3 baths10 guestsNew

About the property

A private dock with direct ocean and river access sets this four-bedroom Gloucester home apart — kayak or paddleboard straight to Wingaersheek Beach, or fish striped bass right off your own water, sleeping up to 12 guests with panoramic coastal views.

  • Private Dock with Ocean & River Access
  • Four Kayaks & Two Inflatable Paddleboards
  • Bluestone Patio with Panoramic Water Views
  • Beach Essentials Included
  • Minutes to Downtown Gloucester

A coastal retreat where the water is the whole point.

ARRIVAL & FIRST IMPRESSIONS
Set in the coastal town of Gloucester, the home opens into bright, open-concept living spaces with expansive windows framing panoramic water views throughout. The setting offers a genuine year-round retreat, with direct ocean and river access right from the property's own dock.

THE LIVING SPACES
The main living room offers a 55" smart TV, a large plush sofa, and a hanging egg chair, with an open floor concept connecting naturally to the kitchen and dining area. A separate loft living space, complete with its own smart TV and sleeper sofa, gives the group an additional place to spread out.

THE KITCHEN
The kitchen is fully stocked and built for real cooking — high-end stainless appliances, a large fridge, and a generous island with ample cabinetry. A Nespresso coffee maker covers the mornings, with expansive windows keeping the water views close even while cooking.

THE SUITES
The home offers four bedrooms sleeping up to 12 guests.

Bedroom 1: King bed with twin trundle, end-of-bed chairs, private ensuite bathroom with walk-in shower
Bedroom 2: Full bed, plush chair
Bedroom 3: Full bed, twin bed
Bedroom 4: Full-sized sleeper sofa, plush chair

The primary suite stands apart with its own private ensuite bathroom, while the remaining bathrooms — two upstairs, one on the main level — are shared across the rest of the home.

YOUR PRIVATE GROUNDS
The bluestone patio offers an ideal spot for taking in the panoramic water views, with the property's private dock putting both fishing and paddling right at the doorstep. Four kayaks and two inflatable paddleboards make the short trip to Wingaersheek Beach an easy one, and a full set of beach essentials — chairs, umbrellas, life vests, and towels — rounds out the experience.

THE SURROUNDING AREA
Good Harbor Beach and Stage Fort Park are both close by for classic Gloucester coastline, and the Eastern Point Lighthouse offers a notable photo stop with panoramic views. Hammond Castle Museum and the Cape Ann Museum bring real history and art to the area, and Maritime Gloucester's working harbor and aquarium make for a memorable family outing. For dinner, 1606 Restaurant & Oyster Bar and Oak & Ember are standout choices for refined waterfront dining, with Azorean, Talise, Tonno, Seaport Grille, The Franklin, and Lobstah Land rounding out a genuinely varied set of local options. For guests visiting at the right time of year, whale watching tours depart from the harbor, and the Gloucester Schooner Festival and St. Peter's Fiesta bring the town's maritime heritage to life each summer.

Property License: C0484721070

A private dock with direct ocean and river access sets this four-bedroom Gloucester home apart — kayak or paddleboard straight to Wingaersheek Beach, or fish striped bass right off your own water, sleeping up to 12 guests with panoramic coastal views.

  • Private Dock with Ocean & River Access
  • Four Kayaks & Two Inflatable Paddleboards
  • Bluestone Patio with Panoramic Water Views
  • Beach Essentials Included
  • Minutes to Downtown Gloucester

A coastal retreat where the water is the whole point.

ARRIVAL & FIRST IMPRESSIONS
Set in the coastal town of Gloucester, the home opens into bright, open-concept living spaces with expansive windows framing panoramic water views throughout. The setting offers a genuine year-round retreat, with direct ocean and river access right from the property's own dock.

THE LIVING SPACES
The main living room offers a 55" smart TV, a large plush sofa, and a hanging egg chair, with an open floor concept connecting naturally to the kitchen and dining area. A separate loft living space, complete with its own smart TV and sleeper sofa, gives the group an additional place to spread out.

THE KITCHEN
The kitchen is fully stocked and built for real cooking — high-end stainless appliances, a large fridge, and a generous island with ample cabinetry. A Nespresso coffee maker covers the mornings, with expansive windows keeping the water views close even while cooking.

THE SUITES
The home offers four bedrooms sleeping up to 12 guests.

Bedroom 1: King bed with twin trundle, end-of-bed chairs, private ensuite bathroom with walk-in shower
Bedroom 2: Full bed, plush chair
Bedroom 3: Full bed, twin bed
Bedroom 4: Full-sized sleeper sofa, plush chair

The primary suite stands apart with its own private ensuite bathroom, while the remaining bathrooms — two upstairs, one on the main level — are shared across the rest of the home.

YOUR PRIVATE GROUNDS
The bluestone patio offers an ideal spot for taking in the panoramic water views, with the property's private dock putting both fishing and paddling right at the doorstep. Four kayaks and two inflatable paddleboards make the short trip to Wingaersheek Beach an easy one, and a full set of beach essentials — chairs, umbrellas, life vests, and towels — rounds out the experience.

THE SURROUNDING AREA
Good Harbor Beach and Stage Fort Park are both close by for classic Gloucester coastline, and the Eastern Point Lighthouse offers a notable photo stop with panoramic views. Hammond Castle Museum and the Cape Ann Museum bring real history and art to the area, and Maritime Gloucester's working harbor and aquarium make for a memorable family outing. For dinner, 1606 Restaurant & Oyster Bar and Oak & Ember are standout choices for refined waterfront dining, with Azorean, Talise, Tonno, Seaport Grille, The Franklin, and Lobstah Land rounding out a genuinely varied set of local options. For guests visiting at the right time of year, whale watching tours depart from the harbor, and the Gloucester Schooner Festival and St. Peter's Fiesta bring the town's maritime heritage to life each summer.

Property License: C0484721070

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 28, 2026$562Not Available2
Jul 29, 2026$608Not Available2
Jul 30, 2026$801Not Available2
Jul 31, 2026$1,071Not Available2
Aug 1, 2026$1,146Not Available2
Aug 2, 2026$1,059Not Available2
Aug 3, 2026$853Not Available2
Aug 4, 2026$856Not Available2
Aug 5, 2026$944Not Available2
Aug 6, 2026$1,208Not Available2
Aug 7, 2026$1,433Not Available2
Aug 8, 2026$1,304Not Available2
Aug 9, 2026$1,245Not Available2
Aug 10, 2026$1,054Not Available2
Aug 11, 2026$1,047Not Available3
Aug 12, 2026$752Not Available3
Aug 13, 2026$1,070Not Available3
Aug 14, 2026$1,140Not Available3
Aug 15, 2026$951Available3
Aug 16, 2026$519Available3
Aug 17, 2026$500Available3
Aug 18, 2026$684Not Available3
Aug 19, 2026$695Not Available3
Aug 20, 2026$965Not Available3
Aug 21, 2026$1,025Not Available3
Aug 22, 2026$959Not Available3
Aug 23, 2026$767Not Available3
Aug 24, 2026$645Not Available3
Aug 25, 2026$620Not Available3
Aug 26, 2026$628Not Available3
Aug 27, 2026$772Available4
Aug 28, 2026$886Available4
Aug 29, 2026$765Available4
Aug 30, 2026$612Available4
Aug 31, 2026$513Available4
Sep 1, 2026$501Available4
Sep 2, 2026$501Available4
Sep 3, 2026$674Available4
Sep 4, 2026$916Not Available4
Sep 5, 2026$909Not Available4
Sep 6, 2026$811Not Available4
Sep 7, 2026$538Not Available4
Sep 8, 2026$501Available4
Sep 9, 2026$500Available4
Sep 10, 2026$621Available4
Sep 11, 2026$718Available4
Sep 12, 2026$701Available4
Sep 13, 2026$542Available4
Sep 14, 2026$501Available4
Sep 15, 2026$501Available4
Sep 16, 2026$501Available4
Sep 17, 2026$643Available4
Sep 18, 2026$721Available4
Sep 19, 2026$698Available4
Sep 20, 2026$559Available4
Sep 21, 2026$500Available4
Sep 22, 2026$510Available4
Sep 23, 2026$513Available4
Sep 24, 2026$660Available4
Sep 25, 2026$822Available4
Sep 26, 2026$983Available5
Sep 27, 2026$748Available5
Sep 28, 2026$578Available5
Sep 29, 2026$589Available5
Sep 30, 2026$608Available5
Oct 1, 2026$965Available5
Oct 2, 2026$1,151Available5
Oct 3, 2026$1,152Available5
Oct 4, 2026$889Available5
Oct 5, 2026$786Available5
Oct 6, 2026$678Available5
Oct 7, 2026$788Available5
Oct 8, 2026$1,009Available5
Oct 9, 2026$1,255Available5
Oct 10, 2026$1,247Available5
Oct 11, 2026$1,032Available5
Oct 12, 2026$746Available5
Oct 13, 2026$645Available5
Oct 14, 2026$796Available5
Oct 15, 2026$946Available5
Oct 16, 2026$1,105Available5
Oct 17, 2026$1,022Available5
Oct 18, 2026$783Available5
Oct 19, 2026$629Available5
Oct 20, 2026$599Available5
Oct 21, 2026$620Available5
Oct 22, 2026$847Available5
Oct 23, 2026$978Available5
Oct 24, 2026$925Available5
Oct 25, 2026$675Available5
Oct 26, 2026$543Available5

Amenities

BBQ Area
Bed linens
Coffee maker
Cooking basics
Dishes
Dishwasher
Dryer
Cleaning supplies

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Where you'll be

Gloucester, Massachusetts, 1930, US

Immerse yourself in the rich maritime heritage of historic Gloucester, where rugged coastal beauty meets classic New England charm. A short drive leads to the soft, sweeping sands of Good Harbor Beach and the poignant Gloucester Fisherman's Memorial, while ocean adventurers can embark on a thrilling marine excursion with Cape Ann Whale Watch. Afterwards, capture the essence of coastal life at the iconic Motif #1 before savoring

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Payment processing fee and a 3% booking fee are non refundable upon cancellation.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 10 guests.