Special Offer Cottages
Portland self-catering accommodation with offers, discounts or deals
Chesil Lookout - Fortuneswell
Situated on a one-way street, the house enjoys panoramic views over Chesil Cove to Clay Ope and Chesil Beach. Reached via a causeway from Weymouth, the Isle of Portland is...
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New cottages that have been recently added to Portland Holiday Cottages
Pet Friendly Cottages
We have 16 Portland pet friendly cottages to choose from.
Browse 5 Cottages With Pools
Luxury holiday cottages with hot tubs
Near the Sea
A refreshing cottage holiday by the sea
Romantic Holiday Cottages for couples
5 Star Luxury Cottage Breaks
Enjoy a luxury stay in one of these 5 star rated cottages.
Holidaying with a large family or group of friends?
Enjoy a break all year round with a real fire
Portland Cottages with a sea view
All our cottages located at Portland Bill
Portland Holiday Cottages
Portland may only be 4 miles long by 2 miles wide but it packs in the attractions and activities like nowhere else in Dorset. Portland has a great mix of sports activities to experience. The windsurfing, sailing and kitesurfing are world-class but also good for beginners. The diving is excellent with many wrecks to explore and there are over 1,000 routes for climbers. There is a rich history to explore from D-Day to a Mesolithic site dating back 8,000 years. For ornithologists, Portland lies on a migration route and has many rare visitors. Walkers will enjoy the many routes almost always accompanied by stunning sea views. There is even a sculpture park with pieces from leading artists and local talent.
There is a good mix of holiday cottages on Portland. We have quaint fisherman’s cottages made from Portland stone. Or new apartments with views over Portland Harbour. With 36 cottages, we have one of the biggest choices of Portland self-catering accommodation.