Cottages to rent for self-catering breaks in Portland, Dorset, England

9 bedroom Castle

10 - 20

9

11

5 star

9 bedroom castle with stunning sea views, sleeping groups of up to 20 people on the Isle of Portland.

Special features: free internet access, pool (Indoor swimming pool in second conservatory), games room.

2 bedroom Unique Lighthouse Cottage

1 - 4

2

1

4 star

For a seaside holiday how about Branscombe Holiday Cottage right next to Old Higher Lighthouse? With a stunning location perched on the cliff-side on the Jurassic Coast and with access to a shared outdoor pool in the summer months, this is a very special and unique holiday home.

Special features: free internet access, pool (Shared outdoor pool in grounds).

2 bedroom Holiday Apartment, Portland 4 miles away

2 - 4

2

2

4 star

Smartly Presented 2 Bedroom Holiday Apartment in Weymouth with Harbour Views.

Special features: free internet access.

5 bedroom Townhouse, Portland 4 miles away

5 - 10

5

6

5 star

Elegant 5 bedroom holiday rental in Weymouth, all ensuite bedrooms, stunning sea views and excellent location opposite the beach.

Special features: free internet access.

2 bedroom Cottage, Portland 6 miles away

2 - 4

2

1

1

4 star

Charming 2 bedroom, dog-friendly holiday home located near the heart of Chickerell, conveniently close to the beautiful Dorset Jurassic coast and just 3 miles from Weymouth.

Special features: free internet access.

4 bedroom Farmstay, Portland 8 miles away

2 - 10

4

4

Set in the grounds of Higher Farm is this fabulous large barn conversion offering high quality accommodation throughout as well as sea views, making this a very special place to holiday.

Special features: free internet access.

1 bedroom Rural Retreat, Portland 9 miles away

1 - 2

1

1

2

Book a rural retreat break at this lovely Dorset romantic barn conversion, conveniently located on a working farm, close to idyllic countryside and the Jurassic Coast, this property is both dog-friendly and horse-friendly.

11 bedroom Mansion, Portland 13 miles away

12 - 29

11

9

Wonderful Georgian country house set in over an acre of gardens close to a gorgeous Dorset valley and near to the seaside, with a location and accommodation like this, this is a very special place.

Special features: free internet access, games room.

4 bedroom Large Country House, Portland 14 miles away

2 - 8

4

4

An ideal country retreat, this holiday lodge enjoys a fantastic rural setting high within the Dorset Downs and offers characterful accommodation along with fishing on the River Frome nearby.

Special features: free internet access, games room.

2 bedroom Holiday Lodge, Portland 15 miles away

1 - 4

2

1

Idyllic 2 bedroom hideaway set by Sydling Brook and Langford Lake within Dorset's Area of Outstanding Natural Beauty, relax and unwind in this tranquil setting or enjoy fishing on site.

Special features: free internet access.

3 bedroom Barn Conversion, Portland 15 miles away

1 - 6

3

3

Langford Valley Stables has recently be converted from a flint and brick barn to create a luxury 3 bed self catering property.

Special features: free internet access.

4 bedroom Barn Conversion, Portland 15 miles away

1 - 8

4

4

5 star

Newly available is this stunning 4 bedroom barn conversion set by the unspoilt Dorset Downs, enjoy a luxury country holiday, just half an hour's drive from the beautiful Jurassic coastline.

Special features: free internet access, games room, Gold Award Winning Cottage.