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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

£86

per night
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2
  • Last Minute Cottages - Kimberlin

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

£88

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

£110

per night
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3
  • Last Minute Cottages - Trevina

Dorset

Trevina

Ref: S1324322

Reviews 13

2
5
This semi-detached property is in an ideal location for watersport enthusiasts or those who wish to stroll along the beach.. Ground Floor: Living room: Freeview TV, DVD Player, CD Player, Electric Fire Dining room. Kitchen: Electric Cooker,...

From

£33

per night
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2
  • Last Minute Cottages - Cornerstone

Dorset

Cornerstone

Ref: S1331240

Reviews 4

3
6
A two-storey property with private courtyard in a highly sought after location on the Isle of Portland.. Ground Floor: Living/dining room: Freeview TV, DVD Player, Gas Fire Kitchen: Breakfast Bar, Electric Oven, Gas Hob, Microwave,...

From

£77

per night
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  • Last Minute Cottages - Sea Gem

Dorset

Sea Gem

Ref: S517329

Reviews 8

4
7
Castletown is a small village in Underhill, Dorset. It is close to Fortuneswell, on the shores of Portland Harbour, and features a sandy beach, Portland Castle, and the Weymouth and Portland National Sailing Academy. Castletown, like Portland's...

From

£135

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

£97

per night
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  • Last Minute Cottages - Sunset Lodge

Dorset

Sunset Lodge

Ref: S1064878

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

£130

per night
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  • Last Minute Cottages - Lloyds Cottage

Dorset

Lloyds Cottage

Ref: S1327738

Reviews 9

3
6
This fantastic property is ideal for families looking to explore this wonderful part of Dorset with so much to do close by.. All on the Ground Floor: Open plan living space. Living area: Sky, Sky Movies, Sky Sports, Bluray Player, Ipod Dock, CD...

From

£64

per night
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2
  • Last Minute Cottages - Mallams Art House

Dorset

Mallams Art House

Ref: S1319385

Reviews 2

3
6
This pet-friendly 3-bedroom house in Portland, Dorset, sleeps 5 and is just a short walk from the beach. With a fully equipped kitchen, open-plan lounge, decked outdoor area, and ample storage, it’s perfect for family holidays.. 2 steps to...

From

£123

per night
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1
  • Last Minute Cottages - Pebbles

Dorset

Pebbles

Ref: S1323671

Reviews 14

3
5
Many outdoor activities can be enjoyed from this 200 year old cottage and walks on the coastal path nearby should not be missed.. Ground Floor: Living/dining room: TV, DVD Player, CD Player, Woodburner Kitchen: Electric Cooker, Microwave,...

From

£51

per night
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1
  • Last Minute Cottages - 3 Bed Cottage in Portland

Dorset

3 Bed Cottage in Portland

Ref: S842358

3
5
Additional information and rules - 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 - Enclosed rear garden with garden furniture - Smart...

From

£72

per night
View
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
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

£173

per night
View
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

£71

per night
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Partner deal
3
  • Last Minute Cottages - Sea View Cottage in Dorset, Portland

Dorset

Sea View Cottage in Dorset, Portland

Ref: S926056

3
5
Sea View Cottage in Dorset, Portland, a property with a garden and a terrace, is set in Portland, 32 km from Monkey World, 39 km from Golden Cap, as well as 46 km from Corfe Castle. Featuring sea and garden views, this holiday home also offers...

From

£156

per night
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Partner deal
  • Last Minute Cottages - Duke’s Cottage

Dorset

Duke’s Cottage

Ref: S931061

3
6
Situated in Portland, near Portland Museum and Rufus Castle, the historic Duke’s Cottage has a garden. Featuring sea and garden views, this holiday home also includes free WiFi. The property is non-smoking and is set 2.4 km from Portland...

From

£117

per night
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Partner deal
  • Last Minute Cottages - Lloyds Cottage

Dorset

Lloyds Cottage

Ref: S300677

3
6
Located in Southwell and only 38 km from Monkey World, Lloyds Cottage provides accommodation with sea views, free WiFi and free private parking. With garden views, this accommodation offers a patio. The property is non-smoking and is set 45 km...

From

£114

per night
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Partner deal
  • Last Minute Cottages - Dory Cottage - Chesil Beach View

Dorset

Dory Cottage - Chesil Beach View

Ref: S961196

3
5
Set in Castletown, just 200 metres from Portland Beach, Dory Cottage - Chesil Beach View offers beachfront accommodation with free WiFi. The property features sea views and is 32 km from Monkey World and 39 km from Golden Cap. The property is...

From

£146

per night
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Partner deal
3
  • Last Minute Cottages - SeaSky

Dorset

SeaSky

Ref: S941362

5
8
Set in Portland in the Dorset region, with Portland Beach and Portland Castle nearby, SeaSky offers accommodation with free WiFi and free private parking. The property is located 40 km from Golden Cap, 46 km from Corfe Castle and 3.2 km from...

From

£286

per night
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Partner deal
  • Last Minute Cottages - Chiswell Cottage a large family nr WPNSA & Beach

Dorset

Chiswell Cottage a large family nr WPNSA & Beach

Ref: S927776

4
8
Offering a garden and garden view, Chiswell Cottage a large family nr WPNSA & Beach is set in Castletown, 32 km from Monkey World and 39 km from Golden Cap. The property is around 45 km from Corfe Castle, less than 1 km from Portland Castle and 4...

From

£219

per night
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Partner deal
3
  • Last Minute Cottages - Kearney Cottage - Artist's Retreat

Dorset

Kearney Cottage - Artist's Retreat

Ref: S928497

3
6
Kearney Cottage - Artist's Retreat, a property with a garden, is located in Portland, 2.6 km from Chesil Beach, 32 km from Monkey World, as well as 39 km from Golden Cap. The property is around 46 km from Corfe Castle, less than 1 km from Portland...

From

£157

per night
View
Partner deal
  • Last Minute Cottages - The Old Rope House

Dorset

The Old Rope House

Ref: S919287

3
8
Set in Portland, 500 metres from Portland Beach and 33 km from Monkey World, The Old Rope House provides accommodation with amenities such as free WiFi and a flat-screen TV. This recently renovated holiday home is located 40 km from Golden Cap and...

From

£165

per night
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Partner deal
3
  • Last Minute Cottages - Blackford House a large home Portland Dorset

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, 40 km from Golden Cap and 46 km from...

From

£184

per night
View
Showing 1 - 24 of 48 properties

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

No one can beat our prices

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.

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