Your search returned 34 cottages.
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- Sleeps4
- Bedrooms2
- PetsYes
Contemporary and spacious accommodation on the beautiful Isle of Portland, Dorset. WiFi. Garage parking. Enclosed garden. Weymouth 4.6 miles; Dorchester 12.2 miles. (Ref. 1056087)
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7 nights from £506
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- Sleeps8
- Bedrooms4
- PetsNo
A large, contemporary holiday house resting on the Isle of Portland in Fortuneswell. Enclosed garden with patio. Shop, pub and beach in walking distance. Weymouth 4.7 miles; Dorchester 12.3 miles. (Ref. 1043679)
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7 nights from £847
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- Sleeps6
- Bedrooms3
- PetsYes
A spacious apartment with stunning views to sea and Portland Bill. Open-plan living. WiFi. Pet-friendly. Weymouth 8.1 miles. (Ref. 1001824)
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7 nights from £535
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- Sleeps5
- Bedrooms3
- PetsYes
A detached house with parking for two cars, close to the national sailing academy, WIFI close South west Coast path. Welcomes two well behaved dogs. (Ref. 994728)
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7 nights from £537
Book NowLast booked 2 days ago -
- 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 £522
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- Sleeps6
- Bedrooms3
- PetsNo
Three bedrooms on Portland, moments from Chesil beach. Balcony overlooking sea and coastline. (Ref. 994701)
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7 nights from £525
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- Sleeps4
- Bedrooms2
- PetsNo
Located in Wakeham, on the Isle of Portland. With plenty of coastal walks to enjoy. 6.7 miles to Weymouth. Wood burning stove. Sleeps 4. Wifi. (Ref. 1026653)
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7 nights from £433
Book NowLast booked yesterday -
- Sleeps8
- Bedrooms4
- PetsYes
Modern and comfortable holiday house for up to 8 people in the Isle of Portland. Enclosed garden with patio. Pub and shop 5 min. Beach 5 min. Weymouth 5 miles. (Ref. 994310)
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7 nights from £802
Book NowLast booked 8 hours ago -
- Sleeps4
- Bedrooms2
- PetsNo
Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi. (Ref. 12494)
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7 nights from £570
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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 £496
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.