House in Boothbay Harbor, ME
8 guests · 3 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.
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.
Amenities at Head of the Harbor II- Historic cottage with modern upgrades - stroll to dining & attractions
Non-smoking
No pets allowed
Map of Boothbay Harbor, ME
Ratings and reviews
10 / 10Outstanding·Nov 2025
Amazing place, we give it the highest marks all around!
10 / 10Outstanding·Nov 2025
The host, Paula greeted us warmly when we arrived at this upscale & beautifully decorated private unit! She offered us recommendations for great restaurants & things to do in the area. A visit to the Botanical Gardens is worth the trip!It was great to have use of the carport as it was chilly & frosty in the mornings! All of the amenities in the space were wonderful!
10 / 10Outstanding·Jul 2025
Excellent location and very well maintained. Great WiFi.
6 / 10Average·Jun 2023
Stayed here for 3 nights with wife and in-laws. Listing doesn't do a very good job of telling you that the unit is not the building, but a smaller suite upstairs.
Place was clean and updated. Kitchen had all of the bare essentials to do minor cooking (making breakfast was fine). One bedroom is on the main level, directly connected to the single bathroom. Other two bedrooms are up a VERY steep set of stairs that anyone that is not a child would struggle to use more than once. Doorframes on the upstairs units are also very low, anyone 6'2 or tall will easily bump their head unless they are actively avoiding it, as I did.
Also, the price of the cleaning fee for this small of a place is absurd.
$$$$
Top rated by guests
9.2Outstanding
(27 Ratings)
"Amazing place, we give it the highest marks all around!"
Matthew D P.Don't miss out! Price and availability may change
