The Captain's Quarters The Captain’s Quarters – A Historic Retreat in the Heart of Bearskin Neck

  • Living room with Plenty of Sunlight
    Living room with Plenty of Sunlight
  • Living room
    Living room
  • Smart TV
    Smart TV
  • Bedroom 1 with Queen Bed
    Bedroom 1 with Queen Bed
  • Bedroom 1 with Queen bed
    Bedroom 1 with Queen bed
  • Open Beam Ceilings- Sail Hooks still in Posts for mending sails!
    Open Beam Ceilings- Sail Hooks still in Posts for mending sails!
  • Bedroom 1
    Bedroom 1
  • Hooks in Beams for Sails- Historic Sail loft building
    Hooks in Beams for Sails- Historic Sail loft building
  • Bedroom 2
    Bedroom 2
  • Kitchen with Oven
    Kitchen with Oven
  • Dishwasher
    Dishwasher
  • Sunny views of Bearskin Neck from the front windows
    Sunny views of Bearskin Neck from the front windows
  • Bathroom with shower stall
    Bathroom with shower stall
  • Bathroom
    Bathroom
  • Toiletries are provided
    Toiletries are provided
  • Captains Quarters
    Captains Quarters
  • Shower stall
    Shower stall
  • Cafe Table under TV
    Cafe Table under TV
  • View from Juliette Balcony off living room
    View from Juliette Balcony off living room
  • Entry door at street
    Entry door at street
  • The Sail Loft building- you stay here
    The Sail Loft building- you stay here
  • Exterior of the Sail Loft. The entrance to the apartment is on the right side if the building
    Exterior of the Sail Loft. The entrance to the apartment is on the right side if the building
  • White Wharf
    White Wharf
  • Bearskin Neck
    Bearskin Neck
  • Seafood in Rockport is second to none
    Seafood in Rockport is second to none
  • White Wharf Harbor steps away!
    White Wharf Harbor steps away!
  • Bearskin neck from an aerial view
    Bearskin neck from an aerial view
  • Motif  is steps from the door
    Motif is steps from the door
  • Sandy Bay
    Sandy Bay
$115-485/night
2 Bedrooms • 1 Bath • Sleeps 2-4
Internet Ocean View Downtown (more...)

Welcome to The Captain’s Quarters, a sun-filled two-bedroom retreat within the historic Sail Loft building on Bearskin Neck. Originally a bustling sail-making shop in the late 1800s, this beautifully restored space blends original details like exposed beams and maritime accents with thoughtful modern updates to ensure a comfortable stay.

Enjoy ocean breezes and natural sunlight streaming through the windows as you unwind just steps from Rockport’s best beaches, restaurants, and shops. Our prime location places you in the heart of it all—yet slightly tucked away, so you can relax and recharge after a day of exploring.

The Space

This charming and unique apartment offers:

Private 2nd Floor Apartment. You will climb one set of stairs to access the space. 

2 Queen Size bedrooms with Air Conditioning
Cozy living area with a smart TV & WiFi
Fully equipped kitchen with basic dishes and essentials so you can prepare easy meals, plus coffee and tea
Small Juliette-style balcony overlooking Bearskin Neck
Bathroom with shower (note: shower is small) 
Boutique hotel feel with a stylish mix of nautical antiques and fresh New England decor
Modern comforts while preserving the building’s rich history

Guest Amenities

We provide:
Shampoo, conditioner, and body wash
Fresh linens & towels (4-6 provided based on the number of guests)
Hair dryer

Guest Access & Interaction

✔ Guests have private access to the entire second-floor apartment
✔ Secure keypad entry for easy check-in
✔ I'm available for any questions but will give you space to enjoy your stay

Why Stay Here?

📍 Unbeatable Location – Steps from Rockport’s best art galleries, shops, and restaurants
🎭 Near Shalin Liu Performance Center – Walk to world-class live music and performances
🏖 Beach Lover’s Paradise – Front Beach, Back Beach, and Old Garden Beach are all within walking distance. Good Harbor Beach and Long Beach are a short drive away.
🚶‍♂️ Explore on Foot – Rockport is a pedestrian-friendly town; park your car and enjoy everything within walking distance

Getting Here & Parking

🚆 The MBTA train station is a 15-minute walk away, providing easy access to Boston and beyond
🚌 CATA bus & trolley run throughout Cape Ann for convenient transportation
🚗 Bearskin Neck can be busy on weekends (12-6:30 PM).

There is no onsite parking. You may unload belongings in front of the house, but you must park elsewhere. 

Parking downtown and walking is the best and easiest option. After booking, you can check our house manual for parking tips. 

 

 

Cancellation Policy: Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. Thirty percent (30.00%) of the total booking charges will be refunded if the cancellation is made more than 14 days prior to the arrival date of the reservation. For cancellations made within 14 days prior to the arrival date, no refund will be issued.

Rockport, Massachusetts

Property Type Apartment on the 2nd floor
Accommodation Entire Home
Check-In A keypad is available 24 hours a day to provide entry for guests
House Rules
  • Maximum occupancy: 4
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 27
  • Pets not allowed
Setting & View
  • Water View
  • Beach
  • Ocean
  • Downtown
  • Near Ocean
  • Ocean View
  • Town
  • Village
  • Harbor View
  • Sea View
General
  • Internet
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Basic Soaps
  • Shampoo
  • Toilet Paper
  • Hangers
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Pots & Pans
  • Mini Fridge
Bathrooms 1 Bath
  • – Shower, Toilet
Shampoo, conditioner and bath soap is provided
Sleeping Arrangements 2 Bedrooms, sleeps 2-4
  • – 1 Queen bed
  • – 1 Queen bed
Entertainment
  • Television
  • Smart TV
Family
  • Pack N Play/Travel Crib
Outdoor
  • Deck/Patio (uncovered)
  • Balcony/Terrace
  • Kayak/Canoe
Vehicles
  • Parking
  • Street Parking
  • Paid Parking
Theme
  • Historic
  • Romantic
Attractions
  • Bay/Sound
  • Marina
  • Museums
Leisure
  • Antiquing
  • Eco Tourism
  • Whale Watching
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Deepsea Fishing
  • Fishing
  • Bay/Sound Fishing
  • Surf Fishing
  • Golf
  • Kayaking
  • Pier Fishing
  • Scuba Diving/Snorkeling
  • Snorkeling/Diving
  • Wind Surfing
Safety
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Emergency Exit Route
  • Fire Emergency Contact
  • Fire Extinguisher
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
Expectations
  • Requires Stairs
  • Potential Noise
  • Limited Parking
  • Shared Spaces