Holiday Cottages in Portland

Portland is a good location for a relaxed cottage holiday break, with a good selection of accommodation

Showing 1-10 of 28 cottages
Portland, Dorset
Sleeps 20
Guide Price From £ 6,000
Pennsylvania Castle
Pennsylvania Castle is an incredible example of English history, a luxuriously modernised home wrapped in over 200 years of Portland stone and stories! For most of its life the...... Read More
Portland, Dorset
Sleeps 4
Guide Price From £ 241
Ashlar Cottage
Set on the ever-popular Isle of Portland, Ashlar Cottage is the perfect home from home for that family escape to Dorset. With a traditional feel throughout that makes you feel...... Read More
Portland, Dorset
Sleeps 10
Guide Price From £ 488
Stonecleave
Stonecleave is part of a very special group of properties owned by Pennsylvania Castle Estate (www.thepenn.co.uk) providing luxury accommodation on the island. A bright and...... Read More
Portland, Dorset
Sleeps 8
Guide Price From £ 480
9 Sidon Mews
When you’re looking for an escape with the beauty of Portland Harbour on your doorstep, look no further that 9 Sidon Mews. With stylish and modern interiors and a bright...... Read More
Portland, Dorset
Sleeps 4
Guide Price From £ 285
The Porthole
Set in a prime position for exploring the picturesque island of Portland is The Porthole, a bright and modern third floor apartment with two spacious bedrooms. When you step...... Read More
Portland, Dorset
Sleeps 7
Guide Price From £ 386
Elizabethan House
Elizabethan House is 17th Century Grade II listed property located in Portland, situated just 500 yards from Chesil Beach and within a short walk from the National Sailing Academy...... Read More
Portland, Dorset
Sleeps 4
Guide Price From £ 285
83 Ocean Views
Ocean Views perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The apartments have been finished to a high...... Read More
Portland, Dorset
Sleeps 4
Guide Price From £ 335
105 Ocean Views
Situated on Portland’s scenic seafront with the famous Chesil Beach almost on your doorstep is 105 Ocean Views, a contemporary and stylish two bedroom apartment. With...... Read More
Portland, Dorset
Sleeps 4
Guide Price From £ 292
65 Ocean Views
Ocean Views perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The development also features a health and...... Read More
Portland, Dorset
Sleeps 4
Guide Price From £ 303
82 Ocean Views
82 Ocean Views is a stylishly furnished apartment with partial sea views, located on the fourth floor of the development, in an enviable position on Portland's seafront. The...... Read More