<span>Big Cottages & Group Accommodation in Portland</span>

Big Cottages & Group Accommodation in Portland

Home to the biggest range at the lowest price

Check-in

{{checkInFormatted}}

Add dates

± {{flex}}
Check-out

{{checkOutFormatted}}

Add dates

± {{flex}}

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Portland Cottages & Lodges

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

£87

per night
View
  • 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
View
  • Last Minute Cottages - Mallams

Dorset

Mallams

Ref: S1327822

Reviews 14

3
6
You will find a wealth of things to do during your stay on the Isle of Portland, with many attractions and beautiful landscapes to explore.. 4 steps to entrance. Ground Floor: Living/dining room: Smart TV, DVD Player, Gas Woodburner Kitchen:...

From

£36

per night
View
2
  • Last Minute Cottages - Mallams Art House

Dorset

Mallams Art House

Ref: S1319385

Reviews 3

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
View
1
  • Last Minute Cottages - Pebbles

Dorset

Pebbles

Ref: S1323671

Reviews 18

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

£52

per night
View
2
  • Last Minute Cottages - Elizabethan House

Dorset

Elizabethan House

Ref: S1361781

4
7
A Grade II listed four bedroom house situated just 500 yards from the famous Chesil Beach.. 1 step to entrance. Ground Floor: Living/dining room: 43" Freeview TV, DVD Player, Ipod Dock, Woodburner Kitchen: Gas Oven, Gas Hob, Microwave,...

From

£100

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
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
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
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
View
Partner deal
  • Last Minute Cottages - Foundry Cottage

Dorset

Foundry Cottage

Ref: S927991

3
5
Foundry Cottage has a patio and is situated in Portland, within just less than 1 km of Portland Museum and a 14-minute walk of Rufus Castle. The property is around 34 km from Monkey World, 42 km from Golden Cap and 48 km from Corfe Castle. Free...

From

£166

per night
View
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
View
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

£203

per night
View
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
View
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
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

£136

per night
View
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
View
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
Partner deal
  • Last Minute Cottages - 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

£219

per night
View
Partner deal
  • Last Minute Cottages - Seaview Home with Private Garden, BBQ, Decking & Fire Pit

Dorset

Seaview Home with Private Garden, BBQ, Decking & Fire Pit

Ref: S1043789

4
8
Located just 37 km from Monkey World, Seaview Home with Private Garden, BBQ, Decking & Fire Pit provides accommodation in Portland with access to a garden, barbecue facilities, as well as private check-in and check-out. The property features...

From

£405

per night
View
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
View
Partner deal
3
  • Last Minute Cottages - Our Place In Portland Holiday Home with Sea View

Dorset

Our Place In Portland Holiday Home with Sea View

Ref: S956868

3
6
Housed in a historic building, the recently renovated Our Place In Portland Holiday Home with Sea View offers accommodation with a garden and free WiFi. With garden views, this accommodation provides a patio. The property is non-smoking and is set...

From

£128

per night
View
Partner deal
  • Last Minute Cottages - Olympic Village Vela - Portland

Dorset

Olympic Village Vela - Portland

Ref: S316341

2
6
Set in Portland and only 200 metres from Portland Beach, Olympic Village Vela - Portland offers accommodation with garden views, free WiFi and free private parking. The property has quiet street views and is 32 km from Monkey World and 39 km from...

Check for price

View
Partner deal
3
  • Last Minute Cottages - Elizabethan House

Dorset

Elizabethan House

Ref: S383363

4
7
Elizabethan House, a property with a garden, is set in Castletown, 32 km from Monkey World, 40 km from Golden Cap, as well as 44 km from Corfe Castle. The 4-star holiday home features sea views and is 7.6 km from Weymouth Harbour. Free WiFi is...

Check for price

View
Showing 1 - 24 of 45 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.

The UK’s best selection of large holiday homes

Our best price guarantee on your group stays

Support from our expert team every step of the way

Search other Portland property types

Become a Big Cottages member for free and enjoy exclusive pricing and discounts on thousands of large properties.

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

Sign up to see

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

Did you mean {{ suggestedEmail }}?

or

Already a member login here

Not a member?

By entering my email address, I agree to Big Cottage's Terms of Service, Privacy Policy and to receive email updates, news, & offers from Big Cottages.

Thank you for joining, member discounts are now available.