Head of the Harbor II

Captain's Quarters | Historic Coastal Luxury in the Heart of Boothbay Harbor

Experience the perfect blend of historic New England charm and modern luxury at Captain's Quarters, a beautifully restored 1800s cottage nestled in the heart of Boothbay Harbor. Overlooking the iconic footbridge and located directly across from the harbor, this elegant retreat offers a front-row seat to one of Maine's most beloved coastal destinations.

Step outside and immerse yourself in the vibrant harbor atmosphere. Downtown shops, restaurants, galleries, and waterfront attractions are just a short stroll away. Enjoy a leisurely brunch at a local favorite, indulge in a relaxing spa treatment nearby, or take in the spectacular harbor sunsets from the Adirondack chairs located across the street. For adventure seekers, golf courses, sailing excursions, whale-watching tours, harbor cruises, and boat rentals are all within easy reach.

Inside, the home seamlessly combines classic architecture with contemporary comforts. The inviting living area is designed for relaxation, featuring comfortable furnishings, a Sonos sound system, and a 55-inch 4K Smart TV with access to Netflix, Hulu, Apple TV, and other popular streaming services.

The well-appointed kitchen makes meal preparation a pleasure, offering modern appliances, ample workspace, and a dishwasher for easy cleanup. Guests may also enjoy the shared outdoor patio area with a gas grill, perfect for casual summer cookouts.

Spanning three levels, each bedroom is thoughtfully equipped with its own Smart TV, Bluetooth music system, and convenient USB charging stations. The primary suite offers a peaceful retreat with access to a private en-suite bathroom. One guest bedroom even features a telescope, allowing guests to enjoy harbor views and stargazing from the comfort of the home.

Additional amenities include:

Central air conditioning

Commercial-grade high-speed WiFi

Washer and dryer

Sonos whole-home audio system

Backup generator

Smart TVs throughout the home

Whether you're exploring the waterfront, setting sail on the harbor, enjoying fresh Maine seafood, or simply relaxing while watching boats pass by, Captain's Quarters offers an unforgettable Boothbay Harbor experience.

Things to Know

This vacation rental is accessed by two steep flights of stairs and may not be suitable for guests with mobility limitations.

The outdoor gas grill and patio area are shared with neighboring guests.

Convenient walking access to downtown Boothbay Harbor, waterfront attractions, dining, shopping, and excursion departures.

You must be 25 years or older to rent this property.