The Estate

Pennsylvania Castle Estate offers dramatic views of the Dorset coastline and the English Channel. The Estate offers an array of accommodation and services, carefully catering to the varying needs of its guests. From those chasing the thrill of outdoor activities staying in the “Front Rows” to those looking for the height of luxury at The Penn and Clifftops, the Estate is a secluded haven on the Jurassic Coastline.

The Penn

Pennsylvania Castle, is an exclusive use property available for private rentals, weddings and corporate hire. The beautifully kept grounds offer seclusion and can be used as a tranquil space for those looking for a relaxing getaway or a stunning backdrop for wedding party’s to enjoy the Clifftops lodges (for larger parties) and additional Clifftop function space.


The latest addition to the Estate is Clifftops, hewn out of the cliffs just below Penn Castle. Five beautifully designed lodges celebrate the local environment and in particular Portland stone, for which the Island is famous for.

Cove Lodge

Cove Lodge offers laidback luxury accommodation with stunning panoramic sea views. Designed to make the most of the dramatic location, with floor to ceiling windows and wrap around decking. Great for hiding away and admiring the view, or for being used as a base to explore the Jurassic Coast.

The Front Rows at the Penn (formerly Cove Park)

New for 2024 we have 20 Holiday Homes situated on the Upper or Lower Cliff edge with spectacular view of the sea. The Front Rows offer a variety of high-quality holiday homes, providing comfortable accommodation for those escaping to the island throughout the year.

The Hayloft Coffee Shop & Bar

The Estate Coffee Shop is open all year with our coffee, pastries, soups and savouries sourced from Dorset producers. Along with our Penn Estate Gin you can purchase everything for takeaway.  It is also home to the Penn Creative Collection shop with wonderful seasonal homeware. 

Penn Estate Cellar

The Estate’s wine collection is regularly updated and guests can pop into The Hayloft to pick up a bottle or order their favourites by the case to enjoy at home. Given our Australian roots you’ll see special picks from the Southern Hemisphere, along with some organic, coastal and carbon neutral wines.


"This is our annual wedding anniversary trip to Portland. We started the tradition last year staying at the Clifftops because we love them so much! We spend the weekend climbing"

Clifftops Guest
© Penn Castle Estate 2024
Terms and Conditions:
Web design by Creatomatic
This site uses cookies.
ConfigureHide Options
Read our privacy policy

This site uses cookies for marketing, personalisation, and analysis purposes. You can opt out of this at any time or view our full privacy policy for more information.