<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

1
  • Big Cottages - 3 Bed Cottage in Portland

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

£63

per night
View
  • Big Cottages - The Blue Cottage

Dorset

The Blue Cottage

Ref: S700504

Reviews 11

3
6
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

£109

per night
View
1
  • Big 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

£85

per night
View
  • Big 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
View
2
  • Big 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

£90

per night
View
  • Big 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
  • Big Cottages - No. 231 Waterfront

Portland

No. 231 Waterfront

Ref: S2111001

3
5
Situated in Portland in the Victoria region, No. 231 Waterfront features accommodation with free WiFi and free private parking. The property features sea views. The holiday home has 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a...

From

£232

per night
View
Partner deal
3
  • Big 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 around 33 km from Monkey World, 39 km from Golden Cap and 44 km from Corfe...

From

£238

per night
View
Partner deal
  • Big 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 13-minute walk of Rufus Castle. The property is around 10 km from Weymouth Harbour, 34 km from Monkey World and 41 km from Golden Cap....

From

£148

per night
View
Partner deal
3
  • Big Cottages - Cottage Sleeps 6 with Sea View and Patio

Dorset

Cottage Sleeps 6 with Sea View and Patio

Ref: S2244661

3
6
Comfortable Accommodation Cottage Sleeps 6 with Sea View and Patio in Portland offers three bedrooms and three bathrooms. The property features a private entrance and a spacious seating area. Modern Amenities Guests enjoy free WiFi, a fully...

From

£159

per night
View
Partner deal
  • Big Cottages - 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

£168

per night
View
Partner deal
  • Big Cottages - Castle Road

Dorset

Castle Road

Ref: S2199308

2
6
Comfortable Accommodation Castle Road in Castletown offers a holiday home with two bedrooms and a bathroom. Guests enjoy a balcony with garden views and a fully equipped kitchen. Essential Facilities The property features a garden and free...

From

£160

per night
View
Partner deal
  • Big Cottages - Tompot Cottage

Dorset

Tompot Cottage

Ref: S2200340

1
6
Comfortable Accommodation Tompot Cottage in Castletown offers a cosy holiday home with one bedroom and one bathroom. Guests enjoy free WiFi, a fully equipped kitchen, washing machine, and TV. Local Attractions Portland Beach is a 3-minute walk...

From

£175

per night
View
Partner deal
3
  • Big Cottages - Dream view holiday home

Dorset

Dream view holiday home

Ref: S2062524

3
6
Offering a garden and garden view, Dream view holiday home is set in Castletown, 8.3 km from Weymouth Harbour and 33 km from Monkey World. This property offers access to a terrace, a pool table, free private parking and free WiFi. The property is...

From

£270

per night
View
Partner deal
  • Big Cottages - Nordor - lots of parking

Dorset

Nordor - lots of parking

Ref: S357356

4
9
Nordor - lots of parking, a property with a garden, is situated in Portland, 35 km from Monkey World, 42 km from Golden Cap, as well as 49 km from Corfe Castle. Housed in a building dating from 1953, this holiday home is 500 metres from Portland...

From

£425

per night
View
Partner deal
  • Big 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 7.7 km from Weymouth Harbour and 32 km from Monkey World. The property...

From

£173

per night
View
Partner deal
  • Big Cottages - 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

£200

per night
View
Partner deal
  • Big 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 2.9 km from Portland Beach. With inner courtyard views, this accommodation provides a patio. Providing free...

From

£128

per night
View
Partner deal
3
  • Big 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, 39 km from Golden Cap and 44 km from...

From

£173

per night
View
Partner deal
  • Big 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
  • Big 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, 7.3 km from Weymouth Harbour and 32 km from Monkey World. The property is located 39 km from Golden Cap, 44 km from Corfe Castle and less...

From

£197

per night
View
Partner deal
  • Big Cottages - Milbanksea

Portland

Milbanksea

Ref: S1986553

2
6
Situated in Portland in the Victoria region, Milbanksea features accommodation with free WiFi and free private parking. The property has garden views. Outdoor seating is also available at the holiday home. The air-conditioned holiday home...

Check for price

View
Partner deal
  • Big Cottages - Olympic Village Vela - Portland

Dorset

Olympic Village Vela - Portland

Ref: S316341

2
6
Set in Portland and only 300 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 7.4 km from Weymouth Harbour and 32 km...

Check for price

View
  • Big Cottages - 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

£80

per night
View
Showing 1 - 24 of 64 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.