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Holiday Homes in Portland, Dorset

Self-Catering Holiday Cottages in Portland

Portland, in Dorset, offers a delightful self-catering escape, with an array of holiday chalets, log cabins, and small villas perfect for a relaxing stay. Nestled 8 kilometers south of Weymouth, Portland is celebrated for its coastline and unique geology, with the Portland Island—a prominent limestone block—being a major attraction. Its rich fauna and flora make it a haven for ornithologists studying rare bird species. Visitors can explore Portland Castle and the Governor’s Garden, both offering stunning views. Its coastal charm and connection to nature make Portland an ideal destination for a rejuvenating cottage holiday.

Booking your holiday accommodation in Portland early is recommended for the best choice of holiday rentals.

Glenacres
Chideock , Dorset Around 20 miles from Portland
Glenacres, Dorset, England Viewed 14 times in last week.
Sleeps 5 - 12, 5 Bedroom
Weekly price: £ 4900 - £ 6650
Next Available: 30/11 to 22/01/2026
Living & Leisure Facilities: woodburner Open fire coffee machine Microwave Dishwasher Washing machine Own swimming pool
Type of Holiday: No dogs allowed Special celebrations Group welcome
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Tincleton Lodge
Tincleton, Dorset Around 12 miles from Portland
Tincleton Lodge, Dorset, England Viewed 9 times in last week.
Sleeps 5 - 10, 5 Bedroom
Weekly price: £ 1395 - £ 2895
Next Available: 01/12 to 19/12/2025
Living & Leisure Facilities: Open fire Garden BBQ
Type of Holiday: No dogs allowed Group welcome
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Rose Cottage
Tincleton, Dorset Around 12 miles from Portland
Rose Cottage, Dorset, England Viewed 13 times in last week.
Sleeps 3 - 6, 3 Bedroom
Weekly price: £ 895 - £ 1895
Next Available: 19/12 to 23/12/2025
Living & Leisure Facilities: Open fire coffee machine Dishwasher Washing machine Tennis Garden BBQ
Type of Holiday: No dogs allowed
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Langford Valley Barn
Dorchester, Dorset Around 14 miles from Portland
Langford Valley Barn, Dorset, England Viewed 18 times in last week.
Sleeps 4 - 8, 4 Bedroom
Weekly price: £ 1200 - £ 3000
Sorry this property has not provided detailed pricing information.
Living & Leisure Facilities: woodburner coffee machine Microwave Dishwasher Washing machine Games room Garden
Type of Holiday: No dogs allowed Special celebrations Corporate events
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The Fishing Lodge
Sydling St Nicholas, Dorset Around 14 miles from Portland
The Fishing Lodge, Dorset, England Viewed 17 times in last week.
Sleeps 1 - 4, 2 Bedroom
Weekly price: £ 800 - £ 1800
Sorry this property has not provided detailed pricing information.
Living & Leisure Facilities: Open fire Microwave Dishwasher Washing machine Garden BBQ free wifi
Type of Holiday: No dogs allowed Special celebrations
View
Langford Valley Stables
Dorchester, Dorset Around 14 miles from Portland
Langford Valley Stables, Dorset, England Viewed 15 times in last week.
no booking fee
Sleeps 3 - 6, 3 Bedroom
Weekly price: £ 995 - £ 1995
Sorry this property has not provided detailed pricing information.
Living & Leisure Facilities: coffee machine Microwave Dishwasher Washing machine Garden BBQ free wifi
Type of Holiday: No dogs allowed Special celebrations Corporate events
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Stonebank Annexe, Chickerell
Chickerell, Dorset Around 5 miles from Portland
Stonebank Annexe, Chickerell, Dorset, England Viewed 13 times in last week.
Sleeps 2 - 4, 2 Bedroom
Weekly price: £ 420 - £ 630
Sorry this property has not provided availability and detailed pricing information.
Living & Leisure Facilities: coffee machine Microwave Garden free wifi
Type of Holiday: 1 dogs welcome
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Picardy Cottage
Weymouth, Dorset Around 3 miles from Portland
Picardy Cottage, Dorset, England Viewed 9 times in last week.
Sleeps 4 - 8, 4 Bedroom
Weekly price: £ 762 - £ 3953
Next Available: 30/11 to 29/12/2025
Living & Leisure Facilities: Microwave Dishwasher Garden
Type of Holiday: No dogs allowed
View


Cottages, Apartments & Lodges in Portland, Dorset, England

CountryCottagesOnline.Net features holiday home(s) within or close to Portland, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Portland, Dorset.


Portland: A Coastal Haven in Dorset

Portland is a small town located in the southernmost area of the county of Dorset in England. The town is located around 8 kilometres to the south of resort Weymouth, and together they form the borough of Portland and Weymouth. It is because of Portland’s connectivity with beaches and other mainland towns that tourists come here in large numbers to enjoy self-catering holidays.

Natural Attractions in Portland

Owing to its coastal location, Portland consists of a wide range of fauna and flora. The coastline region along with quarries present here has been designated as special sites of scientific interest. In most seasons, you can find ornithologists from different regions conducting research on some rare species of birds.

Exploring the Wonders of Portland

Some of the attractions here include the Portland Island, which is more of a limestone block, connected to the mainland of Dorset by a narrow gateway. It is the same limestone which has been used in different important buildings present in the area. Other important attractions here include Portland Castle and the Governor’s Garden, which offer excellent views to visitors.

Self-Catering Accommodation in Portland

The town also consists of self-catering accommodation options like holiday chalets, log cabins, and small villas that offer a comfortable stay to travelers.

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