Holiday Cottages in Portland

Holiday Cottages in Portland

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Portland Cottages

  • Last Minute Cottages - Cliffwalk Cottage
  • 2

    Dorset

    Cliffwalk Cottage

    Ref: S598027

    Reviews 12

    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

    £76

    per night
    View

  • Last Minute Cottages - The Blue Cottage
  • Dorset

    The Blue Cottage

    Ref: S700504

    Reviews 11

    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

    £90

    per night
    View

  • 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 - 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

    £94

    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

    £103

    per night
    View

  • Last Minute Cottages - 33 High Street
  • 1

    Dorset

    33 High Street

    Ref: S777334

    Reviews 4

    3
    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

    £87

    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

    £112

    per night
    View

  • Last Minute Cottages - The Old Portland Courthouse
  • Dorset

    The Old Portland Courthouse

    Ref: S126658

    Reviews 28

    4
    8
    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...

    From

    £168

    per night
    View

  • Last Minute Cottages - Crows Nest
  • 1

    Dorset

    Crows Nest

    Ref: S881497

    Reviews 3

    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 - Bowman's Cottage
  • Dorset

    Bowman's Cottage

    Ref: S126494

    Reviews 50

    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 - Bed in Portland (91468)
  • 2

    Dorset

    Bed in Portland (91468)

    Ref: S680762

    2
    4
    Take a family holiday on the quirky island of Portland. This property is a Grade II listed building, which has been lovingly restored and made into a charming cottage. Pack up your family and bring the dog for a trip where you can visit plenty of...

    From

    £94

    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

    £86

    per night
    View

  • Last Minute Cottages - 74 Reap Lane
  • 2

    Dorset

    74 Reap Lane

    Ref: S880901

    Reviews 1

    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

    £63

    per night
    View

  • Last Minute Cottages - Fisherman's Cottage
  • Dorset

    Fisherman's Cottage

    Ref: S598026

    3
    6
    Portland Bill, a promontory at the tip of the wild Isle of Portland peninsula, is connected to the mainland by Chesil Beach, a gravel spit that extends 18 miles in the direction of West Bay. Portland is home to three lighthouses, the most recent...

    From

    £109

    per night
    View

  • Last Minute Cottages - Groves House
  • Dorset

    Groves House

    Ref: S1029433

    3
    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

    £75

    per night
    View

  • Last Minute Cottages - Spring Rose Cottage
  • 1

    Dorset

    Spring Rose Cottage

    Ref: S268136

    Reviews 42

    3
    8
    Fortuneswell on the Isle of Portland, Dorset, situated just five miles away from Weymouth. The village is connected to the mainland by the Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Within the village you will find a...

    From

    £76

    per night
    View

  • Last Minute Cottages - Dorset Castle
  • Dorset

    Dorset Castle

    Ref: S277119

    Reviews 9

    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

    £2129

    per night
    View
    LateRooms.com

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

    Fisherman's Cottage, King Street

    Ref: S1014610

    2
    4

    From

    £75

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Cliffwalk Cottage
  • Dorset

    Cliffwalk Cottage

    Ref: S600916

    2
    4

    From

    £88

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Ammonite Cottage
  • Dorset

    Ammonite Cottage

    Ref: S301956

    2
    4

    From

    £85

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Bowman's Cottage
  • Dorset

    Bowman's Cottage

    Ref: S301973

    2
    4

    From

    £82

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Dory Cottage - Chesil Beach View
  • Dorset

    Dory Cottage - Chesil Beach View

    Ref: S961196

    3
    5

    From

    £160

    per night
    View
    LateRooms.com

  • Last Minute Cottages - 2 Bed in Portland 91468
  • 3

    Dorset

    2 Bed in Portland 91468

    Ref: S967134

    2
    4

    From

    £90

    per night
    View
    LateRooms.com

  • Last Minute Cottages - 74 Reap Lane
  • Dorset

    74 Reap Lane

    Ref: S1016432

    2
    4

    From

    £73

    per night
    View
    Showing 1 - 24 of 51 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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