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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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50.540784, -2.429827

"Mermaid Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Wakeham is a small hamlet situated in a conservation area on the eastern side of the rugged ‘Isle’ of Portland above the beach at Church Ope Cove. The wide road running through the centre was constructed to accommodate the transport of Portland...

Prices from £163 per night

4  |   2  |   No  |   Yes  |   Yes


50.532129, -2.450133

"74 Reap Lane" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Weston is a village on top of the Isle of Portland, in Dorset. Right next to the village of Easton and Southwell it forms a key part of life on Portland. Now designated a conservation area and place of special architectural and historic...

Prices from £154 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.559950, -2.444834

"Fisherman's Cottage, King Street" 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 £157 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.566952, -2.445592

"Panoramic View" 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 £172 per night

4  |   2  |   No  |   Yes  |   Yes


50.539734, -2.445353

"Trevina" is a 2 bed holiday Cottage sleeping up to 5 guests in Dorset. This semi-detached property is in an ideal location for watersport enthusiasts or those who wish to stroll along the beach.. Ground Floor: Living room: Freeview TV, DVD Player, CD Player, Electric...

Prices from £166 per night

5  |   2  |   Yes  |   Yes  |   Yes


50.541886, -2.430541

"Bowman's Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Wakeham is a small hamlet situated in a conservation area on the eastern side of the rugged ‘Isle’ of Portland above the beach at Church Ope Cove. The wide road running through the centre was constructed to accommodate the transport of Portland...

Prices from £170 per night

4  |   2  |   No  |   Yes  |   Yes


50.560383, -2.445773

"Nemo's Lodge" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Enjoy a relaxing stay at Nemo’s Lodge, a pet-friendly, three-Bedroom holiday home in Portland with off-road parking, perfect for exploring the island’s stunning coastline, historic landmarks, outdoor adventures, and charming local...

Prices from £171 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.560097, -2.445295

"Mallams Art House" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. This pet-friendly 3-bedroom house in Portland, Dorset, sleeps 5 and is just a short walk from the beach. With a fully equipped kitchen, open-plan lounge, decked outdoor area, and ample storage, it’s perfect for family holidays.. 2 steps to...

Prices from £166 per night

6  |   3  |   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


50.520147, -2.452456

"Old Higher Lighthouse Stopes Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Portland Bill is a narrow promontory on the end of the rugged Isle of Portland peninsula which is joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Situated on Dorset's spectacular Jurassic...

Prices from £180 per night

4  |   2  |   No  |   Yes  |   Yes


50.559103, -2.442885

"NO 10" 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  |   Yes  |   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


50.541478, -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


50.559004, -2.447123

"Kimberlin" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Portland Bill is a small promontory at the tip of the mountainous Isle of Portland peninsula, connected to the mainland by Chesil Beach, an 18-mile-long shingle spit that stretches towards West Bay. Portland Bill is located on Dorset's...

Prices from £376 per night

6  |   3  |   Yes  |   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


50.563355, -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


50.559602, -2.443582

"Home From Home" is a 4 bed holiday Cottage sleeping up to 8 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 £156 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.538959, -2.430717

"Dorset Castle" is a 9 bed holiday Cottage sleeping up to 20 guests in Dorset. Dorset Castle is situated on the Isle of Portland, the most southernmost point on the Jurassic coast, a tied island joined to the mainland by Chesil beach. Despite being relatively small in size, there is plenty to see, do and explore without...

Prices from £3885 per night

20  |   9  |   No  |   Yes  |   Yes


50.528420, -2.452794

"Portland View" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. Portland Bill is a narrow promontory on the end of the rugged Isle of Portland peninsula which is joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Situated on Dorset's spectacular Jurassic...

Prices from £150 per night

4  |   2  |   No  |   Yes  |   Yes


50.555097, -2.441245

"Heights Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in Dorset.

Prices from £146 per night

2  |   1  |   No  |   Yes  |   Yes


50.538443, -2.431236

"Upper Cliff Studio" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset.

Prices from £144 per night

2  |   1  |   No  |   Yes  |   Yes


50.538342, -2.431231

"Studio Pod 1" is a 1 bed holiday Apartment sleeping up to 1 guests in Dorset.

Prices from £110 per night

1  |   1  |   No  |   Yes  |   Yes


50.568535, -2.443208

"The Aqua" is a 1 bed holiday Hotel sleeping up to 1 guests in Dorset.

Prices from £99 per night

1  |   1  |   No  |   Yes  |   Yes


50.538313, -2.431247

"The Corner Lodge" is a 2 bed holiday Hotel sleeping up to 4 guests in Dorset.

Prices from £183 per night

4  |   2  |   No  |   Yes  |   No