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In Good Hands
Over 25 years of experience in UK self-catering holidays
Your search returned 32 cottages.
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- Sleeps8
- Bedrooms4
- PetsNo
Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 3 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994499)
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7 nights from £608
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- Sleeps4
- Bedrooms2
- PetsNo
St. John’s View is a modern holiday home in the Isle of Portland with sea views. Over lower ground floor and ground floor. Shop, pub, beach 5 min. Weymouth 4.6 miles. (Ref. 994677)
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7 nights from £457
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- Sleeps4
- Bedrooms2
- PetsYes
Traditional cosy terraced cottage on Portland, close to Chesil Beach, WIFI, parking for one car. Close to Portland Bill and Weymouth. (Ref. 994744)
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7 nights from £457
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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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- 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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- Sleeps6
- Bedrooms3
- PetsYes
Sitting proudly in Easton on the Isle of Portland is this pretty stone house which has been lovingly updated by the owners, including an impressive kitchen and a unique bathroom with slipper bath. (Ref. 994077)
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7 nights from £500
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- 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
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- Sleeps5
- Bedrooms3
- PetsYes
Modern family house located on the edge of Weymouth, with sea views. Short drive to town centre. Welcomes two dogs. Garden. Pub and shop 10 min. Beach 2 min. Bridport 19 miles. (Ref. 994759)
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7 nights from £525
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- Sleeps8
- Bedrooms4
- PetsNo
The Old Portland Courthouse is spacious, comfortable luxury holiday home. Sleeps 8 people. Wifi. Pub and shop 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994487)
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7 nights from £1002
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- Sleeps4
- Bedrooms2
- PetsNo
Traditional Portland Cottage. Beautiful scenery walks. Close to pubs. (Ref. 993922)
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7 nights from £438
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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.