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Holiday Cottages Portland

Portland is a tied island located a few miles south from Weymouth on the Jurassic Coast in Dorset. Though often called an island, it is actually connected to the mainland by Chesil Beach. Portland is a popular spot for watersports and outdoor activities. Sailing and kite surfing are popular activities in Portland Harbour and the limestone cliffs also make it one of the UK’s best rock climbing spots. The island's southern tip is home to Portland Bill, a narrow, rocky headland is known for its distinctive red and white striped lighthouse.

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50.561000, -2.445210

"3 Bed Cottage in Portland" is a 3 bed holiday Cottage sleeping up to 5 guests in Dorset. Additional information and rules - 3 bedrooms – 1 king size, 1 twin (2’6” beds) and 1 single - 1 shower room with double shower and WC - Electric oven, gas hob, fridge, freezer, microwave - Enclosed rear garden with garden...

Prices from £159 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.564276, -2.447373

"Pebbles Reach" is a 3 bed holiday Cottage sleeping up to 7 guests in Dorset. The village of Fortuneswell is on the rugged Isle of Portland peninsula, joined to the mainland by Chesil Beach, a pebble spit that stretches 18 miles towards West Bay. With stunning views of the Jurassic Coast and the rolling Dorset hills...

Prices from £234 per night

7  |   3  |   Yes  |   Yes  |   Yes


50.558533, -2.441302

"Cornerstone" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. A two-storey property with private courtyard in a highly sought after location on the Isle of Portland.. Ground Floor: Living/dining room: Freeview TV, DVD Player, Gas Fire Kitchen:...

Prices from £148 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.541478, -2.430394

"Pebble Reef" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Dorset's Jurassic Coast is a World Heritage Site, and the thriving community of Easton may be found near the tip of the craggy Isle of Portland Peninsula, which is connected to the mainland by the pebbled beach of Chesil Beach, which extends...

Prices from £225 per night

6  |   3  |   No  |   Yes  |   Yes


50.560600, -2.445640

"3 Bed Cottage in Portland" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Additional information and rulesNo dogs allowed - 3 bedrooms – 1 king-size, 2 doubles - 2 bathrooms – 1 bathroom with bath and WC, 1 ground floor shower room with WC - Electric oven, gas hob, microwave,...

Prices from £191 per night

6  |   3  |   No  |   Yes  |   Yes


50.560922, -2.443181

"3 Bed Cottage in Portland" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Additional information and rulesNo dogs allowed - 3 bedrooms – 1 twin zip-and-link which can be made up as a 6’ double on request, 1 double room with 5‘ bed, 1 twin room - 2 bathrooms - 1 shower room with WC, 1 bathroom with...

Prices from £194 per night

6  |   3  |   No  |   Yes  |   Yes


50.560752, -2.443495

"St Johns View" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. On Dorset's spectacular Jurassic Coast World Heritage Site, the village of Fortuneswell can be found on the rugged Isle of Portland, joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Formerly a...

Prices from £423 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.560265, -2.446080

"The Shambles" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Situated on Dorset's spectacular Jurassic Coast, now a World Heritage Site, the village of Fortuneswell can be found on the rugged Isle of Portland peninsula, joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles...

Prices from £206 per night

4  |   2  |   No  |   Yes  |   Yes


50.566952, -2.445592

"Bear's Apartment" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. Between Fortuneswell and Wakeham on the Island of Portland, there is a small but well-liked community called Castletown. Due to its unique history, Castletown is well-known for being a conservation area. Your neighbourhood conveniences can be...

Prices from £187 per night

4  |   2  |   No  |   Yes  |   Yes


50.566649, -2.445180

"Manhattan Beach" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. Castletown is a small, yet popular village resting on the Isle of Portland, between Fortuneswell and Wakeham. Castletown is well-known for being a conservation area, thanks to its fascinating history. Your local amenities can be found in nearby...

Prices from £202 per night

4  |   2  |   No  |   Yes  |   Yes


50.567493, -2.446902

"Sea Gem" is a 4 bed holiday Cottage sleeping up to 7 guests in Dorset. Castletown is a small village in Underhill, Dorset. It is close to Fortuneswell, on the shores of Portland Harbour, and features a sandy beach, Portland Castle, and the Weymouth and Portland National Sailing Academy. Castletown, like Portland's...

Prices from £316 per night

7  |   4  |   No  |   Yes  |   Yes


50.559750, -2.447350

"Elizabethan House" is a 4 bed holiday Cottage sleeping up to 7 guests in Dorset. A Grade II listed four bedroom house situated just 500 yards from the famous Chesil Beach.. 1 step to entrance. Ground Floor: Living/dining room: 43" Freeview TV, DVD Player, Ipod Dock,...

Prices from £241 per night

7  |   4  |   Yes  |   Yes  |   Yes


50.563355, -2.446437

"The Old Portland Courthouse" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. On Dorset's spectacular Jurassic Coast World Heritage Site, the village of Fortuneswell can be found on the rugged Isle of Portland, joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Formerly a...

Prices from £403 per night

8  |   4  |   No  |   Yes  |   Yes


50.528782, -2.452984

"15 Espionage Place, Portland" is a 1 bed holiday Apartment sleeping up to 4 guests in Dorset.

Prices from £174 per night

4  |   1  |   No  |   Yes  |   Yes


50.566952, -2.445592

"Quayside Apartment - Large and Spacious Duplex" is a 3 bed holiday Apartment sleeping up to 6 guests in Dorset.

Prices from £201 per night

6  |   3  |   No  |   Yes  |   Yes


50.558398, -2.441315

"Cornerstone" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset.

Prices from £268 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.558531, -2.441302

"Cornerstone" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset.

Prices from £148 per night

6  |   3  |   No  |   Yes  |   Yes


50.559068, -2.447531

"Beautiful beachside home in Portland by 53 Degrees Property, sleeps 6, perfect for families and groups!" is a 0 bed holiday Cottage sleeping up to 6 guests in Dorset.

Prices from £259 per night

6  |   0  |   No  |   Yes  |   Yes


50.541424, -2.430505

"Pebble Reef" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset.

Prices from £216 per night

6  |   3  |   No  |   Yes  |   Yes


50.558884, -2.447587

"Vindelis Cottage Chesil Beach" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset.

Prices from £206 per night

4  |   2  |   No  |   Yes  |   Yes


50.545199, -2.434150

"Duke’s Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset.

Prices from £143 per night

6  |   3  |   No  |   Yes  |   Yes


50.547004, -2.435943

"Foundry Cottage" is a 3 bed holiday Cottage sleeping up to 5 guests in Dorset.

Prices from £190 per night

5  |   3  |   No  |   Yes  |   Yes


50.548202, -2.436413

"Sally Hall Large central Portland home" is a 5 bed holiday Cottage sleeping up to 8 guests in Dorset.

Prices from £270 per night

8  |   5  |   No  |   Yes  |   Yes


50.561495, -2.444648

"SeaSky" is a 5 bed holiday Cottage sleeping up to 8 guests in Dorset.

Prices from £357 per night

8  |   5  |   Yes  |   Yes  |   Yes