In the heart of Cape Ann, the former Pleasant Street Inn has been meticulously renovated by its new owners to its historic Victorian-era grandeur as The Rockport House.

The Rockport House Featured in Cape Ann Magazine article “History Meets Hip”

Cape Ann Magazine’s Stephen Hagan visited the Rockport House and provides insight into the property’s history, renovation, and rise to Rockport’s finest luxury boutique hotel. You’ll find insightful comments from our owners and design discussions with architect CWC Design and the design firm Winter Holben. Photographer Paul Bilodeau captured some flattering angles. Check it out!

HISTORY MEETS HIP – INN STYLE
Historical Victorian property in Rockport has been transformed into a unique place to stay.

THE ROCKPORT HOUSE – REIMAGINING A BOUTIQUE INN EXPERIENCE
WINTER HOLBEN was tasked with transforming an outdated Victorian bed and breakfast into a distinctive, contemporary boutique inn in the picturesque seaside village of Rockport, MA.

What Guests Say About The Rockport House

Guests describe The Rockport House as quiet, stylish, comfortable, and perfectly located for exploring Rockport on foot. These reviews reflect the experience we hope every stay delivers: a beautiful historic setting, thoughtfully designed rooms, responsive hospitality, and an easy walk to shops, restaurants, galleries, and the waterfront.

A Hidden Gem In Rockport

★★★★★

“The Rockport House is a hidden gem. The whole experience was smooth and hassle free. The rooms are beautiful and completely unique.”

Ken – Google Review

Calm, Stylish, And Well Cared For

★★★★★

“Everything felt calm, tasteful, and very well cared for. Rockport itself is a charming little seaside town, and staying here made the experience even more special.”

Andrea – Google Review

A Short Walk To Town

★★★★★

“The property was charming, quiet, and a short walk to all the shops and cafes downtown. We’ll definitely be staying here again next time we’re in town.”

Nick – Google Review