Pennsylvania Castle

Located in Wakeham, Dorset

Pennsylvania Castle is a five-star gold castle dominating the coastline in Wakeham on the Isle of Portland and can sleep 20 people in nine bedrooms.

  • Sleeps: 20
  • Bedrooms: 9
  • Bathrooms: 11
  • Pet Friendly: No


Pennsylvania Castle has been awarded a five-star gold rating and is set in private grounds overlooking Church Ope Cove on the Isle of Portland. Set over two floors with nine bedrooms, all with sea or garden views, this accommodation can sleep 20 guests. There are king-size, super king-size and even an emperor-size double, as well as a family room with two zip/link beds. The first set of bedrooms have en-suite facilities, while the bedrooms on a mezzanine-style floor share a private bathroom and shower room. There is also a large kitchen with a breakfast island and utility room, a dining room with a bar and drinks fridge, a conservatory, drawing room, study with gas fire, library with a grand piano and a pool/games room. To the exterior is ample off-road parking and extensive grounds hosting lawned areas, seating areas and a sun terrace with wonderful sea views. Pennsylvania Castle offers a fantastic break to those looking to celebrate a special occasion or simply make the most of the established gardens and spectacular, landscape setting.

Property Details

Nestled on the Isle of Portland, overlooking Church Ope Cove and set within its own private grounds, this enchanting castle welcomes you to live your very own fairy tale in a wonderful area of Dorset.

Pennsylvania Castle offers stunning accommodation for you to celebrate a special occasion and share a memorable break with your family and friends. The truly spectacular joy of this castle is the uninterrupted sea views and its spacious interior wrapped in over 200 years of Portland stone and a long history.

Enter through the private gates and down the driveway to the impressive façade of your holiday castle, taking itS all in and enjoying every moment of your stay here. Make your way through the front double doors into an impressive and yet cosy hallway, where a crystal chandelier glistens in the light and gives you the complete feeling of castle luxury. Off the hallway, you will find a spacious study, perfect for retiring to of an evening, with drinks and light refreshments as you catch up on events from the day. The library has incredible double-height arched windows, which give you your first glimpses of the tantalising sea views, the perfect place for curling up with a good book and a glass of wine. Next, you will find the conservatory, where the double doors open onto a large patio that runs the length of the castle and offers extensive water-facing views. Why not start the day with breakfast in this beautiful space? Or enjoy meals alfresco on the patio to make the most of the glorious vistas one sunny morning. Finally, you will reach the drawing-room, which has more of those superb sea views but also showcases something even more spectacular, the octagonal table, which played a historic part in the final preparations for the D-Day invasion. King George VI, Prime Minister Winston Churchill, Free French leader General Charles De Gaulle, and General Dwight Eisenhower gathered to finalise their plan around this table, which was covered with maps. In this room you will also find a lovely feature fireplace and cosy seating for those wishing to catch up on their favourite TV shows, presuming they can steal themselves away from the sea views.

There is a second conservatory housing an indoor heated swimming pool, where everyone can relax on a lounger or enjoy a refreshing swim. Opposite this conservatory is the changing rooms for the pool, boasting travertine floor tiles, benches and sinks, lush green ferns and many other beautiful features to wrap you in a luxurious feel. The dining room is spacious, perfect for hosting formal family dinners, in fact, why not hire in someone to do the catering for you, although you may rather enjoy using the fully equipped, high-end kitchen instead.

Taking the stairs by the front door hallway, you will arrive at the start of the bedrooms on the first floor, all of which en-suite on this level. Each of the bedrooms has an individual personality, own décor and signature scent, with either view over the luscious gardens or towards the shimmering blue sea - no two rooms are the same! The bedroom 'Orpheus' is located in the turret, a circular room with four feature windows, captivating views and a giant, emperor-size bed, as well as a deep-soaking roll-top bathtub for indulging after a long day exploring the local attractions. The mezzanine-style floor hosts two further bedrooms, which were traditionally used for the servants and have lower ceilings, yet are no less impressive than the other bedrooms.

To the outside are large, enclosed private gardens enveloping this enchanting property, with a cascading waterfall and water features within the grounds, perfect for picnics and afternoon strolls before relaxing on one of many patio areas. The large terrace is ideal for soaking up a sunny afternoon with a drink or relaxed alfresco dining.

Find attractions in abundance nearby, such as Durdle Pier, a 17th-century stone shipping quay, Rufus Castle, the Portland Museum, where you can brush up on your maritime history and John Penn's Bath, a 19th-century stone bath, which was built for John Penn who was the original owner of Pennsylvania Castle. Discover many more things to see and do at Weymouth, with its golden beach, opportunities for watersports and bustling harbour, whilst the Jurassic Coast offers some fabulous walks and mesmerising landscapes - attractions such as Durdle Door and Lulworth Cove are simply not to be missed! This fabulous getaway offers something for everyone, a truly memorable experience for the whole family in a spectacular region!


  • Central heating
  • Range cooker with electric double oven and hob, double fridge, fridge/freezer, microwave, Nespresso coffee machine, drinks fridge, dishwasher, glasswasher, ice machine, washing machine, tumble dryer, TV with Sky, Bose Bluetooth speaker, WiFi
  • Fuel and power inc in rent
  • Bed linen and towels inc in rent
  • Off-road parking in the castle grounds for several cars
  • Large, enclosed gardens with lawned areas, sun terrace, seating areas, pond
  • Sorry, no pets and no smoking
  • Indoor swimming pool (September-June only)
  • Shop just under a mile, pub just over half a mile
  • Note: Children to be supervised in the gardens/grounds at all times as there are multi-levels and an unfenced pond
  • Note: The pool measures at 11m x 6m 80cm and at its deepest is 2m 10cm


Close to coast
Four Poster
Games Room
Great View
Linen and Towels
Near a Pub
Off road parking
Real Fire
Swimming Pool
Washing machine



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Area Details


Wakeham is full of traditional quarryman's cottages which date back hundreds of years. Although a small area, it is full of interest. Pennsylvania Castle, built in 1800 by John Penn, the grandson of the founder of Pennsylvania, makes quite the sight. It is now a private house that you can hire for the most fabulous holiday. Round the corner from this is the Portland Museum and the ruins of the 12th century Rufus Castle. The ruins of St Andrews Church overlooks the sea. Find the "pirate" graves with their skull and crossbones. Continue to Church Ope Cove, the best beach on Portland.

There are several good walks from Wakeham. Walk to two butterfly reserves, excellent when the buddleia are in flower. A walk along the coast down to Portland Bill will take about 45 minutes. This may take longer if you want to take in all the views and the wildlife. Walks along the old railway line and back to the top of the island are also available from Wakeham. The Hayloft Cafe is open throughout the summer season for coffees and light lunches. Otherwise, a short Easton gives extra choices. By car, you can reach any of Portland's eating out establishments in under 5 minutes.

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