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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Buoy 23: Direct waterfront cottage with deepwater dock on the Annisquam River

Bedrooms 4
Half Baths1
Property type cottage
Minimum Stay 3 - 7 nights


About the property

Waterfront with dock this gem has four bedrooms and 1.5 baths, a deepwater dock (for up to a 30' boat) and a wrap around screened porch. Swim from dock, shore or sand bar.

Addition of new windows, insulation, Heat & Central Air Conditioning now extends our season March 1 – December 31.This newly renovated and updated waterfront gem has four bedrooms and 1.5 baths, a deep-water dock (accommodates up to a 30 foot boat, with our new extended dockage in 2014) and a wrap-around screened porch where one can sit and watch the glimmering water, wildlife and passing boats go by on the tidal Annisquam River. At high tide swim from the dock or the shore directly in front of the house and at low tide there is great swimming from the sand bar. The sunny, modern eat-in kitchen has gas cooking, dishwasher, full size washer/drier and a half bath. The dining room seats 8 and is open onto the living area which has a huge new sectional and 50 inch flat screen TV complete with a high-end Bose theater sound system, deluxe cable service and DVD player. The screen porch is pure heaven for sitting during the day, or for those who wish, sleeping on those warm summer nights. Upstairs are 4 bedrooms (two with views of the water) with new linens, decor and cable television, plus a completely renovated custom-tiled full bathroom with tub and shower. Outside there are lovely newly landscaped front and back yards and plenty of parking as well as an outdoor hot and cold water shower. This is the waterfront vacation you have been dreaming of!

Captain Scott Kingsley
Member since: 2012
Premier Partner

This HomeAway partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
March 10, 2018

About Captain Scott Kingsley

Captain Scott A. Kingsley, B.S., J.D., Northeastern University, Massachusetts School of Law. Lifelong resident of Buoy 23, family property since 1929. Constable at Commonwealth of Massachusetts since 1974. U.S.C.G Licensed Master of Steam and Motor Driven Vessels.

Captain Scott Kingsley purchased this cottage in 1929

Why Captain Scott Kingsley chose Gloucester

Back during the Great Depression, more than 85 years ago, with much of the Gloucester waterfront available to him, Grandfather Angelo Russo, of Russo's Candy House fame, chose Buoy 23 as the base for his boating and tuna fishing hobbies. He spent the remaining 21 years of his life developing the property to his exacting specifications. Since that time, his family has made every effort to preserve the original style and charm of this wonderful property. In the past five years that we have been offering the property to the public, all income has been re-invested in property improvements. Our goal is to be the caretakers for a select group of long-term clients that appreciate and understand the vacation home rental concept. We look forward to see you as a cherished stakeholder in our venture. As more and more properties go private and become overdeveloped, we are proud to share this rare wonderful vacation experience with you. While effort has been made to provide modern kitchen, bath, comfort and climate control amenities, the remainder of the property has been meticulously maintained with it's original charm, and we encourage our guests to recommend further improvements.

What makes this cottage unique

Deep water dockage, a rare benefit in Annisquam area. Perched on the northern end of Riverview Cove, water view range exceeds 250 degrees.


Gloucester Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
  • Housekeeper Optional
House Rules:
  • Max. occupancy: 7
  • pets considered ...
  • children welcome ...
  • non smoking only ...
Location Type:
  • Beach
  • Beachfront ...
  • Near The Ocean
  • River
  • Waterfront
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Clothes Dryer ...
  • Elevator ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Blender
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Lobster Pot
  • Microwave ...
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining Area
  • seating for 8 people
  • 1 Bathroom
  • 1 Half Bath
  • Second Floor Full Bath - toilet , combination tub/shower
    First Floor Half Bath - toilet , Handicap Accessible
  • 4 Bedrooms, Sleeps 7
  • First Mate Quarters - 2 twin/ single , w/views-new mattress in 2010 & Cable TV
    Captain's Quarters - 1 queen , with views, new mattress in 2010 & Cable TV
    Crew Quarters - 1 queen , with views-new mattress in 2010 & Cable TV
    Stateroom - 1 twin/ single
  • All bedrooms on second floor. Entire home has Central Air Conditioning
  • Books ...
  • CD Player
  • DVD Player
  • Games ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Deck / Patio ...
  • Lawn / Garden ...
  • Outdoor Furniture
  • Outdoor Grill ...
  • Yard
  • 8 garden chairs
  • 4 beach chairs
  • wheelchair accessible ...
Onsite Services:
  • Chauffeur
  • Concierge
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • festivals
  • forests
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Private Beach, Swim From Property, Walk to Beach, Water Views, Waterfront ,Deepwater Dock, Dock,Outdoor Furniture, Outdoor Shower, Private Beach, Gas Stove, Ham Radio Friendly


Wonderful! 4.8/5 -
(31 traveler reviews)

83% Complete
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Buoy 23: Direct waterfront cottage with deepwater dock on the Annisquam River
average rating of 4.83871 based on 31 reviews

They mean waterfront, boats are motoring by all day, and you can sit and take it all in.

  • 5 of 5

This property far exceeded my expectations! The house itself had such charm, from the wrap around porch to the beaded board in the bedrooms. You could feel the love and care from the generations who have maintained the property. Oh and the sunsets, we ate dinner in most nights because we didn’t want to miss our view! Thank you to Captain Scott for all your attention to details. We will be returning in 2018.

  • Submitted: Jan 25, 2018
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Buoy 23

  • 5 of 5

The entire visit was fabulous! Would highly recommend it to anyone.

  • Submitted: Oct 25, 2017
  • Stayed: October 2017
  • Source: HomeAway
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0 0

Many things to love about Buoy 23 Location, well equipped rental, fabulous view, plenty of room to r

  • 4 of 5

Hi, property is beautifully maintained by owner . Very comfortable and conducive to relaxing, which was important to us. The dock is great for jumping into the water and the sand bar was a destination for all. The parade of boats was entertaining and the river an adventure to explore. The beautiful lawn was perfect for wiffel ball games. It was a great vacation for us.. felt like we were far away yet only a short ride from home. Thank you for sharing your home with us.😀

  • Submitted: Sep 6, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Always Happy Here

  • 5 of 5

This is our fourth year staying at Buoy 23, and we have been consistently pleased with this cozy, authentic home right on the Annisquam River! It is conveniently located, whether you go by boat or car, and Scott maintains the home very well, even making upgrades to various features each year. It is always clean and neat when we arrive, and it usually has most everything we need. Best of all is watching the gorgeous sunsets from the back deck while sipping a glass of wine!

  • Submitted: Aug 2, 2017
  • Stayed: July 2017
  • Source: HomeAway
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1 0

Wonderful week on the Annisquam river.

  • 5 of 5

Great house with big screened in wraparound porch. Wonderful views up and down the river. Slice of heaven watching gulls, egrets, cormorants, rabbits and chipmunks. Great swimming off dock to sandbar. House had everything you need. Don't miss bar scene at marina called Mile Marker 1. Great Caribbean vibe! Excellent food and cocktails.

  • Submitted: Jul 8, 2017
  • Stayed: June 2017
  • Source: HomeAway
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Downright Divine

  • 5 of 5

We were coming from all parts for a small family reunion. Being here at Buoy 23 set the stage for a memorable and truly special stay. I cannot think of even one suggestion for improvement... it was downright divine. Our host was incredibly thoughtful and gracious. He was quick to respond to text communication. I would happily come here again and again.

  • Submitted: Jun 5, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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0 0


Rocky Neck
Good Harbor Beach
Long Beach
Shalin Liu Performance Center
Tuck's Candies
Wingaersheek Beach
George's Coffee Shop
Newly renovated, excellent food, great people!
North Shore Kayak Outdoor Center
All our adventurous guests go here. They deliver!
Stage Fort Park
Turtle Alley Chocolates
Rudder Restaurant
Schooner Thomas E. Lannon
Bearskin Neck Country Store
Pewter Shop
Gloucester Cut Bridge
Maria's Pizzeria
A hole-in-the-wall, but very clean, and the food is the best. My favorite restaurant. Closed...
Captain Carlo's Restaurant
Dragon Light Restaurant -- CLOSED
Closed, now part of Pilot House restaurant. excellent Chinese Food.
Roy Moore Lobster Co
Seaport Grille
Madfish Grille -- CLOSED
Capt. Bill & Sons Whale Watch
Bearskin Neck
Mike's Place
Sugar Magnolias
Great breakfast!
Thacher Island
Causeway Restaurant
Man at the Wheel Statue
Annisquam Harbor Light
Capt Joe & Sons Inc
The best source of fresh local lobster.
Cape Ann Whale Watch
Clam Box of Ipswich
We all flock to the Clam Box. A bit of a ride from buoy 23 and always a line to get in, but ...
Pilot House BBQ
Tony & Winnie Chu's Barbeque and Chinese Restaurant. Best in Gloucester!
Market Basket
Best source of groceries anywhere!
Essex River Cruises
J.T. Farnham's
Where the fried clam was invented
Small portions and pricey, but good quality. Tourists love it.
Nearest Airport
40 Miles
Nearest Train
2 Miles
Gloucester MBTA
Nearest Motorway
0.5 Miles
Route 128
Car: necessary

America’s oldest working fishing port and art colony, including the sea-faring communities of Gloucester, Rockport, Essex and Manchester by-the-Sea.

Thirty minutes from Boston. Local beaches: Good Harbor Beach, Crane Beach, Wingaersheek Beach, Singing Beach. Golf, sailing, fishing, museums, art galleries, hiking, biking, rock climbing, shopping, restaurants, festivals.

Home of the Fisherman Statue and several vintage lighthouses.

Site of the movie 'Perfect Storm'. Where the Sound of Music was written. Hammond Castle,Rockport, Bear Skin Neck, Rocky Neck, Annisquam Village.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Protection $99

Cleaning fee for visits of less than 5 nights - $195.00
Optional Fees:
Boat Docking Fee: $75.00 per boat/per visit
Dog Fee: $195.00 per dog

*These fees are not enumerated in the fee section as Homeaway has been adding them inappropriately. If applicable, they will be added in the official quote. Our apology for the inconvenience.

Owner's Cancellation Policy

Canceled bookings will not receive a refund

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