Head of the Harbor II



House in Boothbay Harbor, Maine
Locally Owned & Operated

Southern Maine
Casago Franchise Owner
What our guests are saying...
Head of the Harbor II is described as a great value and a charming, cozy, and spacious home that had everything guests needed for a relaxing stay. Guests praised the inviting furnishings, lovely decor, comfortable beds, and roomy living, dining, and bedroom spaces that worked especially well for groups and families. The property was frequently noted as clean, very clean, and impeccably maintained. Its central location was a standout, with easy walking access to town, the harbor, shops, restaurants, and local attractions while still feeling pleasantly situated. Guests also appreciated the water and harbor views, including especially scenic views from the upstairs bedroom. The home was noted for thoughtful touches such as ample towels and linens, comfortable gathering spaces, off street parking, modern televisions, Wi Fi, HVAC, and a convenient breakfast spot just downstairs.
Overview
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.Amenities
Sleeping Arrangements
Bedroom 1
sleeps 2
Bedroom 2
sleeps 2
Bedroom 3
sleeps 4
Rating
Snug Harbor II was spacious; amenities were great. Beds were comfy with plenty of towels for all of us, too. Walkable location close to everything.
Overall nice. Good location and pretty nicely furnished. Stairs are small and steep so not for mobility challenged. Also only one bath on second floor so if you have guests on third floor bedrooms bit of a pain.
Charming home near downtown. We very much enjoyed our time here.
The location is great for a short walk to the Boothbay Harbor city center and restaurants, but this is where the good part ends. The problem was two fold for the poor rating. First, when we arrived it was a warm 85 degrees in Maine and the management had not turned on any AC for the unit. It was literally 90 degrees inside the rental. The AC unit in the living area is not adequate for the size of the place and it took two days to cool it to a habitable temperature. The downstairs bedroom and upstairs room with the two full beds never really cooled down because it had no air flow even with windows open. The box fan they provided didn’t really help at all. The other bedroom upstairs had a window unit so that room was at least usable. This referenced upstairs room was not usable and we had intentionally rented a 3 bedroom to use every bedroom. We could not use that bedroom and I had to sleep on the couch instead of sweating in the hot box bedroom upstairs. Also, be aware that the stairs are narrow and steep to the entry downstairs and upstairs to two bedrooms. Be careful…one person in our party slipped and fell on the bottom two steps coming down because the wood finish is so slippery and steep. Secondly, the restaurant downstairs called the management company to complain about what seems like an existing problem of water leaking to their ceiling below from the unit bathroom. Management texted us to inform us that we needed to use the shower curtain because of the leak. I saw no standing water or issue visible in the bathroom. I let them know we didn’t see any visible issues. Also, when I texted management about the air conditioning they never provided any acknowledgement of that issue but was on top of the whiny restaurants’s complaint. Lastly, I would not stay in this property rental again and would not recommend it to anyone. Boothbay Harbor is a beautiful place but stay somewhere else for a rental in Boothbay Harbor.
This house is quaint and nicely furnished, in a great location to everything that’s happening in Boothbay Harbor!
We loved this property! So comfy and cozy. Furniture all very inviting and beds and bedding were great. We loved walking downstairs in the morning to have coffee and a delicious breakfast at MaMa D’s coffee shop. The cutest place. We would definitely book here again. Great value!
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