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Chester Square

4 Bedrooms
3 Bathrooms
Sleeps 8
#Night Available#Night Unavailable
#Arrive Only#Depart Only




  • King 1
  • Queen 1
  • Twin 1
  • Bunk 2


This beautifully renovated home is located directly on Lobster Cove in the historic village of Annisquam. Around 1623, Captain John Smith described the cove as a "a safe harbor in a Northeast storm." Nothing has changed. Swim from your own private dock where there is a paddle board and kayak for you to use or bring your small motorized boat. Soak up the beautiful views from the house, deck and dock of the fabled footbridge which connects the Annisquam peninsula to the banks of mainland Gloucester.

Inside features an open plan kitchen/dining/living room with a wall of waterside windows providing an abundance of natural light throughout. The well-applianced kitchen has honed granite counter tops and a mix of fir and bamboo floors. On this level, there are three bedrooms including one of two master suites with private deck, and two full bathrooms. Upstairs is the second master bedroom suite featuring a private deck with spectacular views and an en suite bathroom with a soaking tub and dressing area.

Enjoy summer nights on the deck or around a fire pit in the verdant side yard. Walk to Lobster Cove and Annisquam's beaches, or drive a short distance to explore Rockport, Gloucester and other points on Cape Ann.

No smoking.


Living/Dining: The living area has a comfortable sectional couch facing a fenestration of window offering gorgeous views of the river. The dining table seats up to 4. The island connecting the dining area and kitchen serves a a breakfast bar and additional dining space.

Kitchen: The kitchen is well applianced with plenty of counter space for meal prep and storage.

Bedroom 1: This Master suite has a Queen bed and an attached bath with a walk-in shower, and its own private deck.

Bath 1: The ensuite bath has a walk-in shower.

Bedroom 2: This bedroom has two sets of bunk beds comfortably accommodating 4 guests.

Bedroom 3: This charming room has a single day bed with a trundle.

Bathroom 2: This full bath has a tub/shower combo.


Bedroom 4: The second Master suite has a King bed with an ensuite bathroom, dressing area, and a private deck with spectacular views.

Bathroom 3: The upstairs ensuite bathroom features a soaking tub and a separate walk-in shower.


Relax or dine on the deck and watch the ebb and flow of the river go by. Go for a swim, kayak, or paddle board from the private dock. Enjoy summer evenings sitting around the fire pit located on the lawn side of the yard.


The lane is quite narrow. Off-street parking is for 2 cars only.



  • Fan(s)
  • Ceiling Fan(s)
  • Air Conditioning Unit(s)
  • Heat (Off-Season)
  • Washer and Dryer
  • Iron
  • Ironing Board
  • Vacuum
  • Skylight(s)
  • Hardwood Floors
  • Blow Dryer
  • Beach Towels


  • Refrigerator/Freezer
  • Ice Maker
  • Gas Stove
  • Oven
  • Microwave
  • Dishwasher
  • Coffee Maker
  • Toaster
  • Blender
  • Cookware
  • Utensils
  • Two Sinks
  • Granite Counter Tops
  • Center Island


  • Balcony
  • Deck
  • Yard
  • Fenced-in Yard
  • Front Door Two Car Parking
  • Gas Grill
  • Outdoor Fire Pit/Fireplace
  • Dock
  • Kayak(s)
  • Paddle boat
  • Beach Passes Available
  • Private Beach Access
  • Private Waterfront Access
  • Beach Chairs
  • Beach Umbrella
  • Hammock


  • Private Beach Rights
  • Seasonal Water Views
  • Walk to Beach
  • Walk to Lake
  • Walk to Park
  • Walk to Restaurant(s)
  • Walk to Waterfront Public Path
  • Water Views
  • Waterfront
  • Swim From Property
  • Walk to River
  • Neighborhood Access to Swimming
  • Walk to Shops
  • Annisquam


  • Large Screen Television
  • Cable Available
  • High Speed Wireless Internet
  • Bluetooth Speakers

What's Included

What does my rented vacation home provide?

Since all Atlantic Vacation Homes rental properties are residential homes, and not hotel rooms, they are all fully furnished and include a living room, kitchen, and bedrooms and bathrooms as described on each property detail page.

  • The kitchen includes cooking utensils, pots & pans, dishcloths, potholders, flatware, dishware, glassware and a corkscrew. Standard appliances include a refrigerator, microwave, stove, toaster, and coffee maker. Some properties are equipped with additional items; please refer to the full amenity list for your specific property. If you require specialty items, such as kitchen scales or food processors, it is best to bring your own.
  • Bed linens and bath linens (bath towels, hand towels and face cloths) are provided in accordance with the advertised occupancy of the property. Beds will be made with linens, pillows, blankets, and bedspreads prior to your arrival, with the exception of trundles, top bunks, futons, and sleep sofas.
  • The property includes basic housekeeping supplies, such as brooms and dustpans.
  • Many (but not all) properties have a landline for local calls. Please refer to the full amenity list for your specific property.
  • Air conditioning, beach towels, hot tubs, TVs, DVD players, porch furniture, grills, docks, recreational games and equipment, and other amenities are furnished as a courtesy by the homeowner and are not guaranteed. Please refer to the full amenity list for your specific property for details.

Guests will also receive a “Welcome Kit” that contains:

  • An area guide
  • One kitchen sponge
  • One small bottle of dish soap
  • One dishwasher detergent pod or packet
  • One laundry detergent pod or packet
  • One trash bag

In addition, the complimentary items below are provided as a convenient starter supply for when you first arrive. Additional items beyond the starter supply are the responsibility of the guest.

  • One full roll of toilet paper per bathroom
  • One box of tissues per bathroom
  • Travel-sized bars of soap in each bathroom
  • One full roll of paper towels in the kitchen



Great getaway

Reviewed on 2021-08-30 by Unknown of Albany, NY United States
Updated on 2021-08-30
Review of stay from 2021-08-23 to 2021-08-28
Overall satisfaction
Services from rental manager
Property condition
Recommend to Others
The house was clean and well maintained. Great location only 10-15 min from the beach. We enjoyed our stay.