7 properties  

Sea Bird Suite

1 Bedroom • 1 Bath • Sleeps 1-2
Internet Near Ocean Downtown
Keep it simple at this peaceful and centrally-located place.

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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 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

Freshly Renovated, in Marblehead's Old Town Historic District. Location is Ideal situated a short walk to 2 beaches, Fort Sewall, Coffee shops, Crosby's Market, Local favorite restaurants ( The Barnacle, The Landing, Maddie's Sail Loft), Eastern Yacht Club, Boston Yacht Club, Corinthian Yacht club, Dolphin Yacht club, Redd's Pond, etc

The apartment is tastefully furnished with a new kitchen and bathroom. Come walk around town and see what makes Marblehead a truly memorable destination!

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