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WINTER HOLBEN was tasked with transforming an outdated Victorian bed and breakfast into a distinctive, contemporary boutique inn in the picturesque seaside village of Rockport, MA.

Guest Book

"We had such a wonderful stay. The room was so beautiful: such wonderful decor, a cute and spacious sitting area, a coffee station, a fridge and the bed was very comfortable. If you want to sleep in, the curtains are room darkening.

The location was perfect, a short 5 minute walk to downtown. Also did I mention there is parking.

We will definitely be going back."

NancyGoogle Review

"Absolutely loved this place. The rooms and furnishings were new, beautiful, and the bed was so comfortable! The walk-in shower was an amazing way to start the day. I personally preferred not having staff on site and everything being remote. Check in and out were a snap. Responses via email came very quickly when having to contact the property. Very quiet and relaxing neighborhood. We thoroughly enjoyed our stay and will be back for sure!"

Rooms: 5/5 | Service: 5/5 | Location: 5/5

ROOMS: Beautifully decorated, with elegant fixtures, furniture, and bathrooms.

Eugene

"We had a fantastic stay at the Rockport House for our end of summer getaway. The location is ideal, only a five minute walk to everything the cute little town has to offer. Parking on site is huge. We enjoyed hanging on the beautiful big front porch. Lots of life in the area with people and dogs walking by frequently. Our room was spacious, comfortable and well equipped..."

Rooms: 5/5 | Service: 5/5 | Location: 5/5

HOTEL HIGHLIGHTS:
Luxury, Great view, Romantic, Quiet, Great value

Chelsea

"Take a large old Victorian and via a gut renovation, turn it into a stylish boutique hotel, furnished and decorated like a five star hotel. Seriously. The people who redid this place did a fantastic job, especially on the inside. Only a five minute walk from the center of Rockport, and their system for serving guests virtually worked very smoothly. You will not see an actual innkeeper, and there is no breakfast, but the place is extremely comfortable, and it’s brand spanking new."

Rooms: 5/5 | Service: 5/5 | Location: 5/5

Angela

The Rockport House was an absolute gem! Immaculately clean, beautifully decorated, and equipped with everything we needed for a comfortable stay. The location was perfect, offering stunning views and easy access to local attractions. The beds were super comfortable, and the outdoor space was a great spot to relax. Highly recommended for anyone looking for a relaxing getaway. We will definitely be back!

Rooms: 5/5 | Service: 5/5 | Location: 5/5

HOTEL HIGHLIGHTS:
Luxury, Quiet, Great value, High-tech

Average

"I really enjoyed my stay and would suggest staying here if you want to walk around Rockport it came with a parking space for anyone who has ever visited Rockport knows how difficult parking can be. The room was well decorated, with long window that had a spectacular view of Rockport."

John

"Great place. Newly opened so everything is immaculate. The interior is very stylish. The room we stayed in was big with a very comfortable bed. The towels were thick and soft. The location of the property offers a great view and is close to galleries and restaurants."

Kerstin

HOTEL HIGHLIGHTS:
Romantic, High-tech