Dorset Boltholes Available in May

Choose from 34 available self-catering cottages in Dorset

2 Penny’s Cottages is a 3 bedroom house in the historic village of Corfe Castle, Dorset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1051 booking fees included

2 Penny’s Cottages

2531

3 bedroom house in the historic village of Corfe Castle, Dorset.


Set in the historic village of Corfe Castle, 2 Penny's Cottages is a semi-detached welcoming house, a real home-from-home. The property has been built with its surroundings in mind...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1051

The Old School Gables is a 2 bedroom cottage near the market town of Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £651 booking fees included

The Old School Gables

2490

2 bedroom cottage near the market town of Bridport, Dorset.


The pretty Dorset village of Drimpton is set in lovely countryside, a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extrem...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £651

Barbridge Cottage is a 2 bedroom, rural holiday cottage near Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £945 booking fees included

Barbridge Cottage

1805

2 bedroom, rural holiday cottage near Bridport, Dorset.


Heading up the short, unmade track you will find the idyllic setting for the cottage. You enter into a wonderful, vaulted living space, flooded with the light and a cosy wood burne...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £945

View
  • 30% off

    1 Aug 2026 - 8 Aug 2026

    £1323.00 £945.00 booking fees included

  • 30% off

    8 Aug 2026 - 15 Aug 2026

    £1323.00 £945.00 booking fees included

  • 30% off

    15 Aug 2026 - 22 Aug 2026

    £1323.00 £945.00 booking fees included

  • 30% off

    22 Aug 2026 - 29 Aug 2026

    £1323.00 £945.00 booking fees included

Sunnyholme is a 4 bedroom house near the beach in Studland, Dorset.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1243 booking fees included

Sunnyholme

1460

4 bedroom house near the beach in Studland, Dorset.


The Isle of Purbeck is a stunning National Landscape between Poole and Swanage, boasting one of the most spectacular coastlines in Dorset. Sunnyholme is an extremely spacious de...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1243

We’ve been raising the standards of self catering holidays since 1977.