Unforgettable Waterfront Retreat: Featured on PBS, Perfect for Families & Friends!

Captain's Quarters: A Historic Waterfront Estate on Linekin Bay

Welcome to Captain's Quarters, a legendary three-story private estate in East Boothbay that truly lives up to its name. Originally built in the late 1800s as an Inn for the Eastern Steamship Company, and lovingly cared for and updated, this home is the "real deal" for anyone who loves the ocean. Featured on the PBS series Getting Away Together, "CQ" offers a level of space and history that is hard to find elsewhere. Whether you're here to sail, swim, or simply watch the sunset over Cabbage Island, this is a place where family legacies are made.

Charming Features
Massive Wrap-Around Porch: This glass and screen-enclosed porch wraps around three sides of the house. It’s a vacation world of its own, featuring white wicker furniture, foosball, Ping-Pong, a library, and a dining area—all with front-row views of the bay.
A Kitchen for the Crew: Designed for large gatherings, the kitchen boasts a massive refrigerator, a matching freezer, two coffee makers, and a central island where everyone can gather to help with meal prep.
Whimsical Themed Bedrooms: With eight distinct bedrooms across the top two floors, every guest finds a unique sanctuary—from the magic of the Harry Potter Room and the hand-painted Butterfly Room to the nostalgic Soldier’s Room.
Deep-Water Dock: Extending into Linekin Bay with 10 feet of depth at low tide, the dock is perfect for sunbathing, fishing, or docking your own boat (mooring rental available upon request!). The dock is shared with one shy neighbor!
Multi-Tiered Grounds: The lawn cascades down to the water, featuring a dedicated BBQ area for grilling and chilling, a swing set for the kids, and space for croquet, cornhole, and badminton.

Captain's Quarters offers incredible value for large groups—renting eight comparable hotel rooms in the region would cost nearly double! It’s the ultimate setting for a reunion or a multi-family retreat.

The Details:

Minimum Stay: 4-Night Minimum. Stay a week or longer for an even better value to your stay! Small Group Specials also available!

BEDROOMS: 8 Bedrooms: (1) King, (1) Queen, (1) Double and (1) twin, (2) twins, (2) twins, (2) twins, (2) twins, (2) twins

BATHROOMS: (1) Full bathroom with 3/4 bathroom with shower, (1) Full bathroom with shower/tub combo, (1) Full bathroom with shower/tub combo.

DOGS PERMITTED? Yes! Up to two adult dogs of most breeds are welcome.

LINENS & TOWELS INCLUDED? Yes, linens and towels are included in your reservation.

Explore the Region
Linekin Bay Activities: Sail, kayak, or boat right from your private float. The bay is yours to explore, with Cabbage Island just across the water.
East Boothbay History: Immerse yourself in the boat-building heritage of the area or grab a world-class breakfast pizza at the nearby East Boothbay General Store.
Land Trust Trails: Explore miles of pet-friendly hiking trails through the Boothbay Region Land Trust, offering stunning views of the peninsula.
Downtown Entertainment: A short drive takes you into Boothbay Harbor for whale watching, boutique shopping, and a vibrant local arts scene.

Book your historic coastal getaway at Captain's Quarters today!

COTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.