Tucked among the pines with views towards the ocean, this chic 1BR cabin (sleeps 2) in Boothbay Harbor is newly renovated and includes access to the Sprucewold Beach. Relax on your woodland surrounded deck or take a walk to Boothbay Harbor. INSIDE THE CABIN After parking directly in front of the...

Newly listed with Special Autumn Rates! Hawk's Nest is a beautiful in town studio apartment with a gourmet kitchen and views of Mill Cove. A separate entrance allows for privacy. This bright and airy studio located on the second floor offers an American Leather sleeper sofa designed without bars or...

Situated in the heart downtown of Boothbay Harbor, our 1-bed studio harborfront apartment - The Coal Shack - is walking distance to independent shops, restaurants and boat cruise tours. Stroll outside your front door to Pier 1 and Pier 8 to book whale watching tours, or arrange day trips to the...

Retreat into the romance of coastal Maine: this exquisite 1800s Boothbay Harbor cottage (1BR, 1BA, sleeps 4) bursts with vintage character and antique charm. Right next door is Mama D’s where you can enjoy a home cooked brunch or lunch. Other activities include sailing the Eastwind or whale...

PROPERTY OVERVIEW Gordon’s Waterfront Retreat is an expansive 4BR/4BA lakefront getaway. This romantic and spacious haven is perfect for a couple seeking extra room, three couples traveling together, or a family of up to eight. Perched on a freshwater lake, this rental offers a prime location for...

PROPERTY OVERVIEW Set on the idyllic shores of Boothbay Harbor, this brand-new, all-suite 2BR condo promises a quintessential Cape Cod getaway. Perched above Maine’s prettiest harbor, this third-floor penthouse offers a unique bird’s-eye view of the water, ships, lobster boats, and village. Enjoy...

Introducing 'Admiral Quarters'- Located in the heart of downtown Boothbay Harbor, this sunlit top-floor 2BR/2BA penthouse (sleeps 6) is walking distance to everything, including restaurants, nightlife, and whale watching tours. INSIDE THE HOUSE Step through the entry door off Commercial Street...

Whether you're a couple looking for a romantic retreat, a group of three couples, or a family of eight, Gordon's Waterfront Retreat is the perfect 3BR/2.5BA lakeside accommodation. The West Harbor Pond location is ideal for swimming, kayaking and fishing. You’re minutes from Boothbay Harbor's...

Townhouse condominium in a fantastic location, a beautiful relaxing and very spacious home for you to enjoy. Year-round accommodation with easy door-front parking. Waterside location, with an easy stroll to the town wharfs, restaurants and stores. Local amenities galore to make this your...

Get the authentic New England experience at this bright 1BR, 1BA Captains Quarters apartment (sleeps 4) in downtown Boothbay Harbor near shopping and bars. Enjoy steamed clams, whale-watching boat trips, & Monhegan Island, a nature lover’s paradise! INSIDE THE RENTAL Located above Janson’s...

On the quiet East Side, perched on a hill overlooking the harbor this stand alone apartment brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two decks to enjoy outside. Everything is included in the weekly rental..(sat-sat)...

Spread across three spacious floors, this 3BR/1.5BA condo in the Signal Point community offers a fantastic location just a few minutes' walk from downtown. With an idyllic spot between the harbor and Mill Cove, you’ll find all Boothbay Harbor has to offer sitting right on your doorstep. Within a...

Find the storied charms of Midcoast Maine at this Boothbay Harbor property, a bay view cottage and adjoining apartment with a spacious deck, a shared dock, and access to the shores of Linekin Bay right across the street. With two separate living spaces, privacy is an added bonus! Built in 1936...