Holiday Cottages in Portland

Holiday Cottages in Portland

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Portland Cottages

  • Snaptrip - Home Waters
  • 2

    Dorset

    Home Waters

    Ref: S126590

    Reviews 54

    3
    5
    Wyke Regis is village on the south western side of Weymouth that sits on the northern edges of Portland harbour and reaches as far as the back of Chesil beach and The Fleet. 2 miles from the centre of Weymouth. There are local shops, cafés and...

    From

    £197

    per night
    View

  • Snaptrip - Olympic Cottage
  • 1

    Dorset

    Olympic Cottage

    Ref: S126660

    Reviews 39

    2
    4
    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

    £111

    per night
    View

  • Snaptrip - 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

    £91

    per night
    View

  • Snaptrip - 3 Bed Cottage in Portland
  • 1

    Dorset

    3 Bed Cottage in Portland

    Ref: S842358

    3
    5
    Additional information and rules . Please enquire if you wish to bring more than 1 dog - 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 ...

    From

    £89

    per night
    View

  • Snaptrip - Still Waters
  • Dorset

    Still Waters

    Ref: S1378552

    4
    7
    The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

    From

    £214

    per night
    View

  • Snaptrip - Brewers Retreat
  • Dorset

    Brewers Retreat

    Ref: S535190

    Reviews 12

    1
    2
    Weymouth is a great place to visit any time of the year because of the huge range of activities and attractions available. The beautiful, golden sand beaches are home to first-rate watersports infrastructure, while frequent fishing expeditions...

    From

    £112

    per night
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  • Snaptrip - NO 10
  • 1

    Dorset

    NO 10

    Ref: S2065186

    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

    £89

    per night
    View

  • Snaptrip - Neptune Cottage
  • 2

    Dorset

    Neptune Cottage

    Ref: S126636

    Reviews 35

    3
    5
    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

    £101

    per night
    View

  • Snaptrip - The View
  • Dorset

    The View

    Ref: S126747

    Reviews 21

    3
    6
    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

    £136

    per night
    View
    Partner deal

  • Snaptrip - Beautiful beachside home in Portland by 53 Degrees Property, sleeps 6, perfect for families and groups!
  • Dorset

    Beautiful beachside home in Portland by 53 Degrees Property, sleeps 6, perfect for families and groups!

    Ref: S1375974

    6
    Set in Castletown in the Dorset region, Beautiful beachside home in Portland by 53 Degrees Property, sleeps 6, perfect for families and groups! features a patio. Both free WiFi and parking on-site are accessible at the holiday home free of charge....

    From

    £261

    per night
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    Partner deal

  • Snaptrip - Cornerstone
  • 3

    Dorset

    Cornerstone

    Ref: S297620

    3
    6
    Cornerstone is situated in Portland, 8.2 km from Weymouth Harbour, 33 km from Monkey World, and 40 km from Golden Cap. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is located 700...

    From

    £171

    per night
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    Partner deal

  • Snaptrip - Boatswains Watch Sleeps 4 Pet Friendly
  • 3

    Dorset

    Boatswains Watch Sleeps 4 Pet Friendly

    Ref: S2167307

    2
    4
    Boatswains Watch Sleeps 4 Pet Friendly is set in Portland, 7.6 km from Weymouth Harbour, 32 km from Monkey World, as well as 38 km from Golden Cap. The property is situated 44 km from Corfe Castle, less than 1 km from Portland Castle and 4.2 km...

    From

    £137

    per night
    View
    Partner deal

  • Snaptrip - Blackford House a large home Portland Dorset
  • 3

    Dorset

    Blackford House a large home Portland Dorset

    Ref: S927673

    3
    7
    Boasting garden views, Blackford House a large home Portland Dorset provides accommodation with a garden and a terrace, around 500 metres from Portland Beach. The property is located 32 km from Monkey World, 39 km from Golden Cap and 44 km from...

    From

    £197

    per night
    View
    Partner deal

  • Snaptrip - Sally Hall Large central Portland home
  • Dorset

    Sally Hall Large central Portland home

    Ref: S1302293

    5
    8
    Sally Hall Large central Portland home is situated in Portland, 10 km from Weymouth Harbour, 34 km from Monkey World, as well as 40 km from Golden Cap. The property is located 46 km from Corfe Castle, 1.1 km from Portland Museum and 1.3 km from...

    From

    £260

    per night
    View
    Partner deal

  • Snaptrip - Cornerstone
  • 3

    Dorset

    Cornerstone

    Ref: S530301

    3
    6
    Cornerstone, a property with a garden, is situated in Portland, 8.1 km from Weymouth Harbour, 32 km from Monkey World, as well as 39 km from Golden Cap. The property is around 44 km from Corfe Castle, 1.3 km from Portland Castle and 2.8 km from...

    From

    £128

    per night
    View
    Partner deal

  • Snaptrip - Perfect for Groups Games Room Festoon Dining NTFLX
  • 3

    Dorset

    Perfect for Groups Games Room Festoon Dining NTFLX

    Ref: S2115013

    1
    10
    Set in Wyke Regis in the Dorset region, Perfect for Groups Games Room Festoon Dining NTFLX features a terrace. The property is around 3.2 km from Weymouth Harbour, 27 km from Monkey World and 33 km from Golden Cap. Free WiFi is available...

    From

    £336

    per night
    View
    Partner deal

  • Snaptrip - Storm View
  • Dorset

    Storm View

    Ref: S2157835

    1
    6
    Located in Castletown in the Dorset region, with Portland Beach and Portland Castle nearby, Storm View provides accommodation with free WiFi and free private parking. The property is set 32 km from Monkey World, 38 km from Golden Cap and 44 km...

    From

    £282

    per night
    View
    Partner deal

  • Snaptrip - The Old Rope House
  • Dorset

    The Old Rope House

    Ref: S919287

    3
    8
    Set in Portland, 500 metres from Portland Beach and 8 km from Weymouth Harbour, The Old Rope House provides accommodation with amenities such as free WiFi and a flat-screen TV. The property is around 39 km from Golden Cap, 44 km from Corfe Castle...

    From

    £210

    per night
    View

  • Snaptrip - Little Tern
  • 1

    Dorset

    Little Tern

    Ref: S479638

    Reviews 17

    2
    4
    Brewers Quay Harbour is a picturesque, harbourside location that is popular with tourist all-year-round. With a selection of restaurants and bars on offer, you're certainly well-catered to! The George Bar and Grill is a point of interest and is a...

    From

    £160

    per night
    View

  • Snaptrip - Sandpiper
  • 1

    Dorset

    Sandpiper

    Ref: S527023

    Reviews 29

    1
    2
    The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

    From

    £102

    per night
    View

  • Snaptrip - Sea King House
  • 2

    Dorset

    Sea King House

    Ref: S126705

    Reviews 37

    3
    5
    Cove Castle is the locals favourite beach area, sitting along side the Rodwell trail area, Cove Castle Beach is usually uncrowded, and offers safe bathing from it’s gently sloping shoreline. CoveCastle and Sandsfoot beach sit side by side, both...

    From

    £153

    per night
    View

  • Snaptrip - Anchor Cottage
  • Dorset

    Anchor Cottage

    Ref: S1039859

    3
    5
    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

    £119

    per night
    View

  • Snaptrip - The View
  • 2

    Dorset

    The View

    Ref: S1227310

    2
    4
    Castle Cove is a firm favourite with locals, sitting alongside the Rodwell trail area, Castle Cove Beach is usually uncrowded, and offers safe bathing from its gently sloping shoreline. There are two main beach areas, Castle Cove, new steps to the...

    From

    £234

    per night
    View

  • Snaptrip - 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

    £126

    per night
    View
    Showing 1 - 24 of 138 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 >

    Best price guarantee

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    Best price guarantee

    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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