Holiday Cottages in Portland

Holiday Cottages in Portland

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Portland Cottages

  • Last Minute Cottages - Fisherman's Cottage, King Street
  • 2

    Dorset

    Fisherman's Cottage, King Street

    Ref: S855298

    Reviews 8

    2
    4
    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 towards...

    From

    £65

    per night
    View

  • Last Minute Cottages - 5 Coastguard Cottage
  • 1

    Dorset

    5 Coastguard Cottage

    Ref: S482968

    Reviews 12

    1
    2
    Fortuneswell is located on the Isle of Portland peninsula, which is connected to the mainland by Chesil Beach, a gravel spit that extends 18 miles towards West Bay. The Jurassic Coast of Dorset is a World Heritage Site. There is a fair selection...

    From

    £74

    per night
    View

  • Last Minute Cottages - Cliffwalk Cottage
  • 2

    Dorset

    Cliffwalk Cottage

    Ref: S598027

    Reviews 11

    2
    4
    An 18-mile-long stone spit called Chesil Beach connects Portland Bill, a short cape at the tip of the rough Isle of Portland peninsula, to the mainland. Portland Bill is home to three lighthouses, the most recent of which, the 35-meter-tall, white...

    From

    £64

    per night
    View

  • Last Minute Cottages - Old Higher Lighthouse Branscombe Lodge
  • Dorset

    Old Higher Lighthouse Branscombe Lodge

    Ref: S2422

    Reviews 39

    2
    4
    The village of Fortuneswell is on the 'Isle of Portland' peninsula, and is joined to the mainland via Chesil Beach. Fortuneswell boasts shops, pubs and restaurants with walking and climbing opportunities, watersports, and the harbour at Weymouth.

    From

    £87

    per night
    View

  • Last Minute Cottages - Pebble Reef
  • Dorset

    Pebble Reef

    Ref: S598025

    Reviews 4

    3
    6
    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 for...

    From

    £84

    per night
    View

  • Last Minute Cottages - Mermaid Cottage
  • 1

    Dorset

    Mermaid Cottage

    Ref: S881234

    Reviews 1

    2
    4
    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...

    From

    £90

    per night
    View

  • Last Minute Cottages - Cottage in Dorset
  • Dorset

    Cottage in Dorset

    Ref: S842417

    2
    3
    Located on the picturesque Isle of Portland, this charming stone cottage is the perfect base for family and friends to immerse themselves in the beauty and adventure of this unique destination. Whether you're drawn to the sparkling waters for...

    From

    £95

    per night
    View

  • Last Minute Cottages - The Shambles
  • Dorset

    The Shambles

    Ref: S394516

    Reviews 15

    2
    4
    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 towards...

    From

    £84

    per night
    View

  • Last Minute Cottages - The Blue Cottage
  • Dorset

    The Blue Cottage

    Ref: S700504

    Reviews 10

    3
    7
    The community of Fortuneswell is located on the Isle of Portland peninsula, connected to the mainland by Chesil Beach, a pebble spit that spans 18 miles towards West Bay, on Dorset's beautiful Jurassic Coast, now a World Heritage Site. Formerly a...

    From

    £82

    per night
    View

  • Last Minute Cottages - Bowman's Cottage
  • Dorset

    Bowman's Cottage

    Ref: S126494

    Reviews 49

    2
    4
    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...

    From

    £71

    per night
    View

  • Last Minute Cottages - Cottage in Dorset
  • 2

    Dorset

    Cottage in Dorset

    Ref: S680762

    2
    4
    If you're looking for a base for your next getaway, the Royal Isle of Portland is a great choice. Part of the much photographed Jurassic Coast, Portland is a unique island known for its rugged cliffs, stunning views and rich maritime history. You...

    From

    £87

    per night
    View

  • Last Minute Cottages - Crows Nest
  • 3

    Dorset

    Crows Nest

    Ref: S881497

    Reviews 2

    2
    4
    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 towards...

    From

    £74

    per night
    View

  • Last Minute Cottages - 74 Reap Lane
  • 2

    Dorset

    74 Reap Lane

    Ref: S880901

    2
    4
    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 interest...

    From

    £66

    per night
    View

  • Last Minute Cottages - Cottage in Dorset
  • 2

    Dorset

    Cottage in Dorset

    Ref: S842358

    3
    5
    Located on the picturesque Isle of Portland, this is the perfect base for family and friends to immerse themselves in the beauty and adventure of this unique destination. Whether you're drawn to the sparkling waters for sailing and windsurfing or...

    From

    £82

    per night
    View

  • Last Minute Cottages - Bayview Villa
  • 2

    Dorset

    Bayview Villa

    Ref: S811172

    Reviews 2

    4
    6
    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 towards...

    From

    £106

    per night
    View

  • Last Minute Cottages - The Old Police Station
  • Dorset

    The Old Police Station

    Ref: S376613

    Reviews 14

    3
    6
    Fortuneswell is a picturesque village nestled on Dorset’s wonderful Jurassic Coast. The village not only boasts access to a long stretch of golden sands, but contains a vast selection of pubs, eateries and shops; making for a great seaside break....

    From

    £127

    per night
    View

  • Last Minute Cottages - Kimberlin
  • 2

    Dorset

    Kimberlin

    Ref: S425976

    Reviews 27

    3
    6
    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 magnificent...

    From

    £82

    per night
    View

  • Last Minute Cottages - Pebbles Reach
  • 1

    Dorset

    Pebbles Reach

    Ref: S517067

    Reviews 26

    3
    7
    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 beyond,...

    From

    £90

    per night
    View

  • Last Minute Cottages - Chesil Views
  • 1

    Dorset

    Chesil Views

    Ref: S425226

    Reviews 6

    6
    12
    Fortuneswell is located on the Isle of Portland peninsula, which is connected to the mainland by Chesil Beach, a gravel spit that extends 18 miles towards West Bay. The Jurassic Coast of Dorset is a World Heritage Site. There is a decent selection...

    From

    £209

    per night
    View

  • Last Minute Cottages - Home From Home
  • 1

    Dorset

    Home From Home

    Ref: S882044

    4
    8
    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...

    From

    £75

    per night
    View

  • Last Minute Cottages - Dorset Castle
  • Dorset

    Dorset Castle

    Ref: S277119

    Reviews 6

    9
    20
    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 even...

    From

    £2027

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Olympic Village Home - Victory
  • Dorset

    Olympic Village Home - Victory

    Ref: S716536

    2
    4

    From

    £239

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Olympic Village Vela - Portland
  • Dorset

    Olympic Village Vela - Portland

    Ref: S721465

    2
    4

    From

    £189

    per night
    View
    LateRooms.com

  • Last Minute Cottages - The Old Boathouse
  • Dorset

    The Old Boathouse

    Ref: S704173

    2
    4

    From

    £109

    per night
    View
    Showing 1 - 24 of 105 properties

    Portland Holiday Cottages

    Escape it all and head to the stunning, wilds of Portland for an action-packed getaway that you won't forget! The Isle of Portland, in Dorset, is a beautiful rugged landscape at the southern point of the Jurassic Coast. The isolated setting offers visitors breathtaking scenery, wonderful walks and pretty villages. Joined to the mainland by Chesil Beach, you can enjoy sweeping sea views and lots of history and culture here.

    From Portland Bill lighthouse in the south to Portland Castle in the north, the island has lots of beautiful places to stay and plenty of fun activities to keep you busy. We've hand-picked a selection of the finest holiday cottages from homes that are perfect for single travellers, couples, families, groups, parties and even dog-friendly accommodation. Our homes come in all shapes and sizes from historic cottages with open fires, modern apartments with sleek kitchens and luxury pads with hot tubs.

    Our team is on hand to help make your booking process as easy as possible and we can answer any questions you have. But best of all, we can offer you our best price guarantee so you can find a home within budget. This tiny isle has lots of fun packed into a small landmass and is home to amazing wonderful wildlife. Get back to nature with a stay in Portland - and let Snaptrip help you find the perfect home away from home, without the stress.

    More locations in Dorset

    The great outdoors awaits in Dorset and there are many picture-perfect villages and bustling towns to visit if you're planning a getaway. We've put together some inspiration to help you find the ideal destination for your staycation.

    Read more > less >

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    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

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