Isle of Portland

Your destination for explorers, sailing, climbing, walking, relaxing and so much more!

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Chesil Cove

5 Listings
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Chiswell

9 Listings
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Easton

4 Listings
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Fortuneswell

9 Listings
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Penn Castle

1 Listing
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Southwell

2 Listings
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Wakeham

2 Listings

Featured self-catering holiday accommodation in Portland, Dorset

Discover some of our featured holiday accommodation on Portland. Choose from apartments, houses and lodges - all within touching distance of the Jurassic Coast

Featured
£88/night

Seascape Apartment

Atlantic House, Castletown, Portland, Dorset, UK
  • 1 Bedrooms
  • 1 Bathrooms
  • 4 Guests
  • Apartments
3.85 - 10 Reviews
Featured
£110/night

Portland View

Southwell Park, Portland, Dorset, United Kingdom
  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Guests
  • Apartments
5 - 2 Reviews
Featured
£220/night

Sally Hall House

Easton, Portland, Dorset, UK
  • 4 Bedrooms
  • 2.5 Bathrooms
  • 9 Guests
  • Houses
5 - 26 Reviews
Featured
£115/night

Dory Cottage

Fortuneswell, Portland, Dorset, United Kingdom
  • 3 Bedrooms
  • 2 Bathrooms
  • 5 Guests
  • Houses
5 - 4 Reviews
Featured
£137/night

Vindelis Cottage

Chesil Mews, Chesil Beach, Portland, Dorset, United Kingdom
  • 2 Bedrooms
  • 1 Bathrooms
  • 4 Guests
  • Houses
5 - 9 Reviews
Featured Shell Cottage, self-catering holiday accommodation in Portland, Dorset - Osprey Holiday Cottages
£100/night

Shell Cottage

Easton, Portland, Dorset, UK
  • 2 Bedrooms
  • 1 Bathrooms
  • 4 Guests
  • Houses
5 - 6 Reviews
Featured
£120/night

Fisherman’s Cottage

Chesil Cove, Portland, Dorset, United Kingdom
  • 2 Bedrooms
  • 1 Bathrooms
  • 4 Guests
  • Houses
Featured Foundry Cottage, Portland - Self-catering holiday accommodation
£115/night

Foundry Cottage

Easton Square, Portland, Dorset, UK
  • 3 Bedrooms
  • 1 Bathrooms
  • 5 Guests
  • Houses
5 - 8 Reviews
Featured
£150/night

Quayside Apartment

Atlantic House, Castletown, Portland, Dorset, UK
  • 3 Bedrooms
  • 2 Bathrooms
  • 6 Guests
  • Apartments
5 - 21 Reviews

Looking for inspiration in Portland, Dorset? Look no further…

Church Ope Cove, Portland, Dorset - Osprey Holiday Cottages

Find out more about Portland's history

The Isle of Portland has a rich and fascinating history, why not find out more about it before you visit?  Following your individual interests might also help you choose the right accommodation too...

Find out more
Portland Harbour, Isle of Portland, Dorset - Osprey Holiday Cottages

Things to do on Portland

The Isle of Portland has a rich and fascinating history, why not find out more about it before you visit?  Following your individual interests might also help you choose the right accommodation too...

Find out more

Start searching for the ideal holiday accommodation for you on & around Portland, Dorset

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Apartments

6 Listings
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Houses

13 Listings
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Static caravans & lodges

2 Listings
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