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Big Cottages & Group Accommodation in Portland

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Portland Cottages & Lodges

  • 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
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  • 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
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1
  • Last Minute Cottages - Pebbles Reach

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

£114

per night
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1
  • Last Minute Cottages - 33 High Street

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

£88

per night
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1
  • Last Minute Cottages - Spring Rose Cottage

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
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  • 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
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LateRooms.com
  • Last Minute Cottages - Dory Cottage - Chesil Beach View

Dorset

Dory Cottage - Chesil Beach View

Ref: S961196

3
5

From

£160

per night
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LateRooms.com
  • Last Minute Cottages - Pebble Reef

Dorset

Pebble Reef

Ref: S600915

3
6

From

£108

per night
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LateRooms.com
  • Last Minute Cottages - Pebble Reef

Dorset

Pebble Reef

Ref: S311460

3
6

From

£95

per night
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LateRooms.com
  • Last Minute Cottages - Duke’s Cottage

Dorset

Duke’s Cottage

Ref: S931061

3
6

From

£137

per night
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LateRooms.com
  • Last Minute Cottages - Pebbles Reach

Dorset

Pebbles Reach

Ref: S518885

3
7

From

£131

per night
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LateRooms.com
  • Last Minute Cottages - Chiswell Cottage a large family nr WPNSA & Beach

Dorset

Chiswell Cottage a large family nr WPNSA & Beach

Ref: S927776

4
8

From

£246

per night
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LateRooms.com
  • Last Minute Cottages - Osprey House Portland

Dorset

Osprey House Portland

Ref: S302028

4
8

From

£117

per night
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LateRooms.com
  • Last Minute Cottages - Seaview Home with Private Garden, Decking & Fire Pit

Dorset

Seaview Home with Private Garden, Decking & Fire Pit

Ref: S1043789

4
8

From

£405

per night
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LateRooms.com
3
  • Last Minute Cottages - Blackford House a large home Portland Dorset

Dorset

Blackford House a large home Portland Dorset

Ref: S927673

3
7

From

£184

per night
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LateRooms.com
3
  • Last Minute Cottages - Cornerstone

Dorset

Cornerstone

Ref: S297620

3
6

From

£112

per night
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LateRooms.com
3
  • Last Minute Cottages - Yellow Cottage near Chesil Beach

Dorset

Yellow Cottage near Chesil Beach

Ref: S927446

3
6

From

£166

per night
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LateRooms.com
  • Last Minute Cottages - Foundry Cottage

Dorset

Foundry Cottage

Ref: S927991

3
5

From

£142

per night
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LateRooms.com
3
  • Last Minute Cottages - Chesil View House

Dorset

Chesil View House

Ref: S339923

3
6

Check for price

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LateRooms.com
  • Last Minute Cottages - The View

Dorset

The View

Ref: S316809

3
6

Check for price

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1
  • Last Minute Cottages - Home From Home

Dorset

Home From Home

Ref: S882044

Reviews 1

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

£77

per night
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LateRooms.com
  • Last Minute Cottages - The Blue Cottage

Dorset

The Blue Cottage

Ref: S1007661

3
7

From

£103

per night
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LateRooms.com
  • Last Minute Cottages - Home From Home

Dorset

Home From Home

Ref: S1016846

4
8

From

£88

per night
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Big Cottages & Group Accommodation in Portland

Portland is an island connected to the southern coast of Dorset. The island forms the southernmost point of the famous Jurassic Coast, and it's a popular destination for sports such as rock climbing, sailing, diving, and kite surfing. If you love nature and the outdoors there are many options for birdwatching from the Portland Bill Observatory. Alternatively, you can climb to the top of Portland Bill Lighthouse for fantastic views.

Here at Big Cottages, we have a great selection of big cottages in Portland to choose from for group accommodation. We have everything from rustic cottages to modern barn conversions. We even have properties with hot tubs, pools, enclosed gardens, and open fireplaces. You can use our handy search filters to find properties that you'll love. Also, thanks to our best price guarantee, you know you're getting a great deal when you book with us.

Visit the Tout Quarry Nature Reserve & Sculpture park, or visit Portland Castle for a great day out. After a long day, try The Boat That Rocks restaurant, which has lovely sea views. Portland is a great destination with plenty to do, and you'll only be a few minutes from the bustling seaside town of Weymouth with even more attractions to enjoy. See our range of big cottages in Portland for a great holiday.

Best locations for a large cottage nearby

Want to find other great destinations near Portland? Here are some of our top picks for big cottages nearby.

Read more > less >

Best price guarantee

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Best price guarantee

We partner with the largest cottage providers to offer you over 30,000 properties on one website. Our cottages are professionally managed by these partners and payments are taken by them, but rest assured, by booking via The Snaptrip Family 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 Big Cottages 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@big-cottages.com and we'll refund you the difference.

Biggest range of group accommodation

We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

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We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

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