- Nancecliff Cottage
- Sam's Cabin
- Crud Yr Awel
- Stargazy Cabin
- Coastal Cwtch
- Sunset Cottage Portland
- Plumcot Halt
- Flora's Hut
- Fritillaria Cottage
- Goss Hall
- The Old Dairy
- Doheem
- Nash
- The Links 40. An apartment with spectacular sea views.
- Latelier
- The Old Boathouse
- Swallows At Lower Manor Farm
- St Anthonys Cottage Langton Herring
- Pearl Cottage
- The Coach House Looe Valley Vineyard
- The Old Dairy
- Poppy Lodge
- Coastguards View
- Oyster Beds Whitstable
- Jasmine Cottage
- Blagdon Lower Barn
- 4 Country View Park
- Historic Osborne House
- The Artist's Cabin By The Sea
- Smugglers Shack
Portland Holiday Cottages
Our collection of Portland holiday cottages offers spectacular stays on this limestone peninsula jutting into the English Channel. You'll discover dramatic coastal paths along the South West Coast Path and explore the towering Portland Bill Lighthouse! The island's quarries have supplied stone for St Paul's Cathedral and countless historic buildings across Britain.
Groups and families can enjoy cottage rental options perfect for exploring Chesil Beach's unique pebble formations. Couples seeking romantic escapes will find properties with hot tub facilities overlooking Portland Harbour. From glamping experiences to traditional lodge accommodation, your stay puts you within reach of the historic Portland Castle and fascinating quarry landscapes that define this remarkable Jurassic Coast location in Dorset.
Explore more of Weymouth
Popular towns and villages in and around Portland