Your search returned 33 cottages.
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- Sleeps5
- Bedrooms3
- PetsNo
A modern terraced house on Portland, sleeps 5, close to Portland Bill. Sea views and coastal footpaths on the doorstep. Short walk to shops, WiFi. (Ref. 994573)
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7 nights from £525
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- Sleeps4
- Bedrooms2
- PetsNo
Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)
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7 nights from £534
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- Sleeps8
- Bedrooms4
- PetsYes
A Portland house with Stunning views, sleeps 8, tucked away in a private road, parking for 3 cars, close to the national sailing academy, (Ref. 994554)
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7 nights from £667
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- Sleeps4
- Bedrooms2
- PetsYes
Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. Accepts one dog. Pub and shop 5 min. Beach 5 min. Bridport 23 miles. (Ref. 994321)
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- Sleeps4
- Bedrooms2
- PetsYes
Modern and spacious cottage for couples or family in the Isle of Portland. Enclosed garden. Welcomes one dog. Pub and shop 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994497)
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7 nights from £506
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- Sleeps7
- Bedrooms4
- PetsYes
Situated in Weymouth, adjacent to small beach is Still Waters. Modern and equipped to high standard. Shop 10 min. Pub 13 min. Beach 5 min. Dorchester 9.6 miles. (Ref. 994676)
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7 nights from £537
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- Sleeps4
- Bedrooms2
- PetsNo
A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)
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7 nights from £424
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- Sleeps20
- Bedrooms9
- PetsNo
Remarkable five star gold castle dominating the coastline on the Isle of Portland, Dorset. Sea views. En-suite bedrooms. Swimming pool. WiFi. Private parking. Close to beach, shops and pub. (Ref. 1003700)
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7 nights from £10473
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- Sleeps6
- Bedrooms3
- PetsNo
Bright contemporary property perfect groups of guests in the Isle of Portland. Sea views. WiFi. Shop 10 min. Pub 5 min. Beach 5 min. Weymouth 4.9 miles. (Ref. 994754)
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- Sleeps5
- Bedrooms3
- PetsYes
Neptune cottage situated in the Isle of Portland is very cosy and comfortable. Perfect for dog walks. Beach 2 min. Welcomes two dogs. Pub 5 min, shop 10 min. Weymouth 5 miles. (Ref. 994425)
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7 nights from £473
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*Book Now, Pay Later is available for holidays departing at least 6 weeks from the date of booking. The remaining holiday balance is payable 6 weeks prior to departure. Please note that if you cancel your booking, you will have to pay the Deposit Balance, which includes the Booking fee. Book Now, Pay Later cannot be used in conjunction with any other offer. Please refer to T&Cs for full details.
Our properties on the wonderful Isle of Portland range from modern contemporary lodges overlooking the sea to stunning harbourside properties with unrivalled sea views, just a stone’s throw from the beautiful Jurassic Coast.
Portland itself offers arguably the best sailing and windsurfing waters in the world, equipped with an abundance of rare wildlife, miles of stunning coastal walks and a beautiful marina to facilitate great fishing trips. Portland also plays host to beautiful beaches, some of which are dog-friendly all year round, fantastic pubs and some of the best cream teas in the whole of Dorset.
Portland Holiday Cottages
Our Portland holiday cottages are equally perfect for those wishing to enjoy the great outdoors, as well as those wishing to cosy up with stunning views right outside their cottage windows.
Our cottages sleep parties of all sizes, as well as many accommodating dogs and young children. Stay in the heart of Portland itself or stay in the surrounding area to bask in the beauty of the Dorset coast.
Places to visit near Portland
If you're looking to venture outside of Portland during your stay, then you won't be short for choice. With many other Dorset favourites just a short drive away, you can explore the likes of Chesil Beach and the Jurassic Coast in a day. Locations such as Abbotsbury, Osmington, West Bexington, Chesil Beach, West Lulworth and Weymouth are just as beautiful as Portland and offer all sorts of different attractions and days out.
Start your Portland adventure today by chatting to one of our helpful travel experts or continue browsing our secure website.