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Pennsylvania Castle

Wakeham, Portland, Dorset, DT5 1HZ (Ref. 1003700)

  • Rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

  • Sleeps 20

  • Bedrooms 9

  • Bathrooms 11

  • Pets No

  • View on map


  • Icon/Feature/Swimming Pool Swimming pool
  • Icon/Feature/Four-poster Bed Four poster bed
  • Icon/Feature/Off-road parking Off road parking
  • Icon/Feature/Garden or Patio Garden / Patio
  • Icon/Feature/Shop Pub/shop < 1 mile
  • Icon/Feature/Washing machine Washing machine
  • Icon/Feature/Dishwasher Dishwasher
  • Icon/Feature/By the sea Seaside
  • Icon/Feature/WiFi Broadband / WiFi


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1 Customer Review(s)

  • Steven

    “We all had the most amazing time .”

    In our party the ages ranged from a baby of six months to our mum and dad aged seventy five .Everything we needed was provided .On arrival we were met by lovely lady called Jo who walked us round the castle and explained everything we needed to know.Its a place we will never forget.

    In our party the ages ranged from a baby of six months to our mum and dad aged seventy five .Everything we needed was provided .On arrival we were met by lovely lady called Jo who walked us round the castle and explained everything we needed to know.Its a place we will never forget.

    - Steven, November 2019

About the property

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 are 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 Minster 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 are 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 have an individual personality, own décor and signature scent, with either views 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 bath tub 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!


  • Set over two floors
  • Nine bedrooms
  • Orpheus: Emperor-size double (larger than super-king size) with free-standing roll top bath and en-suite shower, basin and WC
  • Raffles: Super king-size double with en-suite shower, basin and WC
  • Half-moon: King-size double with en-suite walk-in shower, basin and WC
  • Daintree: Four poster king-size double with en-suite walk-in shower, basin and WC
  • Cape Schanck: Super king-size double with en-suite free standing bath, separate shower, basin and WC
  • Royal: King-size double with en-suite shower, basin and WC
  • Botanical: Family room with 2 x super king-size doubles (zip/link can be twins or doubles on request) with en-suite walk in shower, basin and WC
  • Two bedrooms on a mezzanine-style floor
  • Print Hall: Twin
  • Bathroom with bath, hand-held shower, basin and WC
  • Margaret River: Twin
  • Shower room with shower, basin and WC
  • Kitchen with breakfast island and utility room
  • Dining room, bar with fridge and ice machine
  • Conservatory
  • Drawing room
  • Study
  • Library with piano
  • Pool/games room
  • Central heating
  • Range cooker with electric double oven and hob, double fridge, fridge/freezer, microwave, Nespresso coffee machine, drinks fridge, dishwasher, glass washer, 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 0.8 miles, pub 0.7 miles
  • 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 11 x 6.8m and at its deepest is 2.1m

Note: This property has a Good Housekeeping bond of £1000.

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About the location


Portland 2.3 miles; Weymouth 6.8 miles; Dorchester 14.4 miles.

Wakeham is a small hamlet situated in a conservation area on the eastern side of the rugged ‘Isle’ of Portland above the beach at Church Ope Cove. The wide road running through the centre was constructed to accommodate the transport of Portland Stone by horse drawn carts from the numerous local quarries. You can learn all about the stone quarrying at a fascinating exhibition within the local Portland Museum, and then explore the nearby coastal path, a steep walk down to the cove, passing the ruins of the Grade I listed Rufus Castle and St Andrew’s Church along the way. Sheltered Church Ope Cove offers a popular base for diving as there are numerous wrecks to discover off the shore, whilst there are also plenty of opportunities locally for fishing, climbing, sailing and bird watching. Alternatively take the drive down to the very tip at Portland Bill, which juts out into the channel and watch the boats brave their way through the rough waves. Whilst the nearby family friendly, seaside resort of Weymouth offers visitors plenty of family friendly attractions. A most attractive and unique holiday destination at any time of the year.

Region Information

Please note: this property can only be booked as a private holiday residence.
Please note: your booking is not firm until confirmed directly.
Please note that this property has a refundable Good Housekeeping bond of £1,000

This property offers the following short breaks:

  • Winter
  • Off-season
  • Last minute