Wakeham Holiday Cottages, Dorset

Wakeham holiday cottages to suit all tastes and budgets sleeping from two to twenty people. You can get results that match your exact needs by refining the results further using the options below. Click on the holiday cottages image or more details button to be taken to the cottages full details.

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Cove Lodge

Cove Lodge - Wakeham

  • 6

Prices from £472 per week

Set high on the cliff overlooking the sea with panoramic views over Freshwater Bay, Cove Lodge sits next to Cove Park and Pennsylvania Castle. With some of the best sea views on Portland you can sit back, relax and watch the world sail by. Owned by the same people that run Penn Castle, their...

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Tree Tops

Tree Tops - Wakeham

  • 6

Prices from £360 per week

Tree Tops is a beautifully quirky property set over three floors in the hamlet of Wakeham on Portland. Formerly two quarryman's dwellings dating back to the 1650s the cottages have been renovated to provide a surprising but pleasing holiday cottage experience. Tree Tops is fantastically...

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Shearwater

Shearwater - Wakeham

  • 6

Prices from £414 per week

Shearwater is a newly built three bedroom house, set over three floors, designed by an award-winning team and located on the east coast of Portland. It offers superb views of Pennsylvania Castle and out to the sea. The property is a highly energy efficient ‘Passivhaus’ eco-home,...

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Pebble Reef Cottage

Pebble Reef Cottage - Wakeham

  • 6
  • N/A

Prices from £300 per week

Pebble Reef cottage is a traditional Quarryman's cottage full of character and lovingly renovated to bring it into the 21st century. The main living area downstairs is open plan. The lounge leads into the kitchen diner and through French doors leads you out to a bright and...

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Bowman's Cottage

Bowman's Cottage - Wakeham

  • 4

Prices from £367 per week

Bowman,s Cottage is a pretty, character, terraced cottage in the wide avenue that is Wakeham in Portland. Internally it has an updated contemporary style whilst keeping the original features of the cottage such as the exposed Portland stone walls and fireplaces. Perfectly located for many walks...

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Church Ope Studio

Church Ope Studio - Wakeham

  • 2

Prices from £295 per week

Church Ope Studio is a tranquil retreat right on the coast path at Church Ope Cove Portland. Sea views in Winter and glimpsed through trees in leaf in summer. The studio is both cosy and warm and light and airy. It is tucked away from the busy world and close to amenities. The holiday accommodation...

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Pennsylvania Castle

Pennsylvania Castle - Wakeham

  • 20

Prices from £7,200 per week

Pennsylvania Castle is a magnificent castle dating back to 1797 resting on a cliff top on Portland and set in stunning grounds with panoramic sea views. It is the perfect location for special occasions, reunions or family holidays. The castle can be hired out exclusively for a relaxing week or...

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Leam House

Leam House - Wakeham

  • 8

Prices from £948 per week

Leam House is a large, terraced cottage in Wakeham sleeping up to 8 and accepting 2 pets. Set over 3 floors all 4 bedrooms are en-suite. Leam House has an enclosed garden with a heated hot tub to relax in - perfect after exploring the many attractions and activities the area is known for. The...

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Pennsylvania Castle, Cape Schanck

Pennsylvania Castle, Cape Schanck - Wakeham

  • 6

Prices from £2,592 per week

Pennsylvania Castle, Cape Schanck is your own fairytale getaway in 5 star gold luxury. This 200 year old castle, made from Portland Stone is now welcoming groups and families to enjoy the spectacular grounds, lavish rooms and amazing facilities for the first time. Down the gated, private driveway...

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Pennsylvania Castle, Print Hall

Pennsylvania Castle, Print Hall - Wakeham

  • 10

Prices from £4,320 per week

Pennsylvania Castle, Print Hall is your own fairytale getaway in 5 star gold luxury. This 200 year old castle, made from Portland Stone is now welcoming groups and families to enjoy the spectacular grounds, lavish rooms and amazing facilities for the first time. Down the gated, private driveway to...

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Pennsylvania Castle, Half Moon

Pennsylvania Castle, Half Moon - Wakeham

  • 12

Prices from £5,184 per week

Pennsylvania Castle, Half Moon is your own fairytale getaway in 5 star gold luxury. This 200 year old castle, made from Portland Stone is now welcoming groups and families to enjoy the spectacular grounds, lavish rooms and amazing facilities for the first time. Down the gated, private driveway to...

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Pennsylvania Castle, Raffles

Pennsylvania Castle, Raffles - Wakeham

  • 14

Prices from £6,048 per week

Pennsylvania Castle, Raffles is your own fairytale getaway in 5 star gold luxury. This 200 year old castle, made from Portland Stone is now welcoming groups and families to enjoy the spectacular grounds, lavish rooms and amazing facilities for the first time. Down the gated, private driveway to the...

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