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.

Sort by:

Results per page: 12 | 24 | 36

Click on the options below to show cottages that fit your exact needs.

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...

More Details
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...

More Details
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...

More Details

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,...

More Details
Pennsylvania Castle

Pennsylvania Castle - Wakeham

  • 20

Prices from £12,040 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...

More Details
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...

More Details
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...

More Details
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...

More Details