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Portland Cottages

64 properties found

A garden with a table and chairs at Tipsy Turtle in Weymouth

Tipsy Turtle

Portland, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£484

A living room with a sea view at Portland View in Portland Bill

Portland View

Portland Bill, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£501

An outdoor area with buildings and a sidewalk at Chandlers Nook Portland

Chandlers Nook

Portland, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£449

A dining and living area with a round table set for four near large windows and a glass door overlooking an outdoor area with a lighthouse visible beyond at Coastguard View in Portland Bill

Coastguard View

Portland Bill, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£887

A garden with a table and chairs on a deck at Little Gem in Weymouth

Little Gem

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£719

Stone terraced houses with white framed windows and a red door on a street at Bowman's Cottage Wakeham Portland

Bowman's Cottage

Wakeham, Portland, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£512

A row of terraced houses with flowers and bushes in front and a view of the sea at Langham Cottage in Portland

Langham Cottage

Portland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£453

A beach with houses alongside at Cove Cottage in Weymouth

Cove Cottage

Weymouth, Dorset

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£674

A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth
Offer

Chesil Retreat

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£593

A house with a front door and gravel driveway at Coastguard Lookout in Wyke Regis

Coastguard Lookout

Wyke Regis, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£505

A building with windows and a door at Lily's Pad in Weston, Portland

Lily's Pad

Weston, Portland, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£416

A backyard with a brick house a blue wooden shed a small fenced garden and plants at Sandpiper in Weymouth

Sandpiper

Weymouth, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£493

A white building with a stone wall and flowers in front and a lighthouse behind at Old Higher Lighthouse Stopes Cottage in Portland Bill

Old Higher Lighthouse Stopes Cottage

Portland Bill, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£648

A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland

Bear's Apartment

Castletown, Portland, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£561

A stone house with a tiled roof and a garage next to a paved driveway at St Johns View in Portland

St Johns View

Portland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£629

A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill

Old Higher Lighthouse Branscombe Lodge

Portland Bill, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£617

A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle

Lookout

Cove Castle, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£701

A row of modern brick and beige townhouses with balconies and large windows behind a green hedge at Kiama in Weymouth

Kiama

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£647

A semi detached house with a driveway and a garage at Lagoon View in Wyke

Lagoon View

Wyke, Dorset

5 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£626

An outdoor hot tub next to a blue house with glass doors and a garden with grass and bushes at Fisherman's Cottage in Southwell

Fisherman's Cottage

Southwell, Dorset

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£787

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 in a lovely village like Easton, 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, Southwell, 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.

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