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Big Cottages & Group Accommodation in Portland

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Portland Cottages & Lodges

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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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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  • 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

£132

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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  • 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

£90

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

£122

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

£71

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

£61

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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  • Last Minute Cottages - 3 Bed Cottage in Portland

Dorset

3 Bed Cottage in Portland

Ref: S229384

3
6
Additional information and rules No dogs allowed - 3 bedrooms – 1 twin zip-and-link which can be made up as a 6’ double on request, 1 double room with 5‘ bed, 1 twin room - 2 bathrooms - 1 shower room with WC, 1 bathroom with bath, shower and...

From

£75

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

Dorset

3 Bed Cottage in Portland

Ref: S1342512

3
6
Additional information and rules No dogs allowed - 3 bedrooms – 1 king-size, 2 doubles - 2 bathrooms – 1 bathroom with bath and WC, 1 ground floor shower room with WC - Electric oven, gas hob, microwave, fridge/freezer and dishwasher -...

From

£75

per night
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  • 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
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2
  • 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

£68

per night
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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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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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  • 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
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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

£2288

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 - Luxurious Beach House Chesil Beach. Sleeps 6

Dorset

Luxurious Beach House Chesil Beach. Sleeps 6

Ref: S922219

3
6
Luxurious Beach House Chesil Beach. Sleeps 6, a property with a garden, is located in Castletown, 2.5 km from Chesil Beach, 32 km from Monkey World, as well as 39 km from Golden Cap. This beachfront property offers access to a patio, free private...

From

£215

per night
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Partner deal
3
  • Last Minute Cottages - Cornerstone

Dorset

Cornerstone

Ref: S297620

3
6
Cornerstone is situated in Portland, 33 km from Monkey World, 40 km from Golden Cap, and 46 km from Corfe Castle. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is located 700 metres...

From

£107

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 - Pebble Reef

Dorset

Pebble Reef

Ref: S311460

3
6
Boasting a terrace with garden views, a garden and barbecue facilities, Pebble Reef can be found in Portland, close to Portland Museum and 2.7 km from Portland Beach. With inner courtyard views, this accommodation provides a patio. Providing free...

From

£122

per night
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Partner deal
3
  • Last Minute Cottages - Pebbles

Dorset

Pebbles

Ref: S378437

3
5
Pebbles is set in Castletown, 7.8 km from Weymouth Harbour, 32 km from Monkey World, and 39 km from Golden Cap. The property is situated 44 km from Corfe Castle, 1.1 km from Portland Castle and 4.5 km from Portland Museum. The property is...

From

£69

per night
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Partner deal
  • Last Minute Cottages - Bright & beautiful 4 bedroom house with sea views

Dorset

Bright & beautiful 4 bedroom house with sea views

Ref: S928198

4
8
Bright & beautiful 4 bedroom house with sea views is situated in Portland, 400 metres from Portland Beach, 8.1 km from Weymouth Harbour, as well as 33 km from Monkey World. During your time staying in this recently renovated holiday home, dating...

From

£169

per night
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Showing 1 - 24 of 51 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.

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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.

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