8 properties  

Sea Bird Suite

1 Bedroom • 1 Bath • Sleeps 1-2
Internet Near Ocean Downtown

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The Captain's Quarters

2 Bedrooms • 1 Bath • Sleeps 2-4
Internet Ocean View Downtown

Stay in a piece of history at The Captain’s Quarters, a charming second-floor apartment in the Sail Loft building, once a sail-making shop for Bearskin Neck merchants in the 1800s. This sun-drenched space features a boutique hotel feel, blending original nautical details with modern upgrades for a unique and comfortable stay. Steps from beaches, restaurants, and shops, you’ll be at the center of Rockport’s charm while still enjoying a peaceful retreat.

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The Crow's Nest

1 Bedroom • 1 Bath • Sleeps 2
Internet Oceanfront
Stay in a light-filled studio with ocean views in the heart of Rockport’s Bearskin Neck! The Crow’s Nest features two queen beds, exposed beams, and fully opening skylights for fresh sea air and natural light. Steps from beaches, shops, and dining, this is the perfect coastal retreat!

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The Orca

2 Bedrooms • 1 Bath • Sleeps 1-4
Internet Near Ocean Downtown

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The Perch

2 Bedrooms • 1 Bath • Sleeps 2-3
Internet Ocean View
Stay in the heart of Rockport in this charming two-bedroom coastal retreat just steps from the harbor. The Perch offers the perfect blend of classic New England charm and modern comfort, featuring a private elevated deck with seating for four and stunning views of boats in the harbor.
This newly updated apartment includes one bedroom with a queen-size bed and a second with a full-size bed—ideal for couples, friends, or small families. The stylish full bathroom features a brand-new walk-in shower, and the kitchen is thoughtfully equipped with a refrigerator, stove, microwave, coffee maker, and all the essentials for a relaxing stay. Air conditioning adds to the comfort of this breezy, light-filled space.
Step outside and you're just moments from Rockport’s best beaches, art galleries, restaurants, and boutiques. Whether you're sipping morning coffee on the deck, enjoying fresh seafood by the shore, or catching a show at the Shalin Liu Performance Center, The Perch is your perfect Rockport home base.

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The Sailor's Retreat

1 Bedroom • 1 Bath • Sleeps 1-2
Internet Near Ocean Downtown
Stay in a cozy one-bedroom apartment in the heart of Marblehead’s historic Old Town! The Sailor’s Retreat features a full kitchen, a comfortable living area, and a prime location just steps from beaches, shops, and dining.

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The Waterline

2 Bedrooms • 1 Bath • Sleeps 1-4
Internet Oceanfront Downtown

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Yachtsman Suite

1 Bedroom • 1 Bath • Sleeps 2
Internet Near Ocean Downtown

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