Sherborne Cottages

Sherborne Cottages

A fabulous castle built by Sir Walter Raleigh, so well preserved it remains a family home to this day, an impressive abbey and any number of medieval buildings – it's no wonder that Sherborne is a favourite among historians. Sherborne's glory isn't all in the past, though – this gorgeous town was recently voted the best place to live in the South West by The Times, and has some of the most diverse shopping you'll find anywhere.

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 22 self catering cottages in Sherborne to show you...

Freshfields is a 4 bedroom self catering cottage near Dorchester, Dorset.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £640 * booking fees included

Freshfields

5706

4 bedroom self catering cottage near Dorchester, Dorset.


Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £640 *

La Cabine Francaise is a 1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £64 per night + £38 booking fees

La Cabine Francaise

4726

1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.


Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £64 per night

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

The Old Mill is a 2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £960 booking fees included

The Old Mill

4503

2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.


If you are looking for a beautifully unique and special property for a perfect Dorset holiday, then look no further than The Old Mill. Formerly a working mill, this gorgeous proper...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £960

View
  • 25% off

    17 Jul 2026 - 24 Jul 2026

    From £1537.00 £1215.75 booking fees included

  • 25% off

    31 Jul 2026 - 7 Aug 2026

    £1601.00 £1263.75 booking fees included

Ivy Cottage is a 2 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £603 booking fees included

Ivy Cottage

4122

2 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.


Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of a National Landscape, the cottage is situated ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £603

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The Pump House is a 1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £603 booking fees included

The Pump House

2098

1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Seize a unique opportunity and book a stay in this stunning converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Jurassic Coa...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £603

Pippins is a 2 bedroom, dog friendly character cottage near Beaminster, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £527 * booking fees included

Pippins

5360

2 bedroom, dog friendly character cottage near Beaminster, Somerset.


Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £527 *

The Old Coach House is a 2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £569 * booking fees included

The Old Coach House

1386

2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.


This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £569 *

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  • 20% off

    3 Jul 2026 - 10 Jul 2026

    From £963.90 £834.12 booking fees included

Beech Cottage is a 5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1197 booking fees included

Beech Cottage

2887

5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.


This beautiful stone farmhouse has something very special indeed - it comes with a 450 acre nature reserve and a unique relationship with Dorset Wildlife Trust, offering comfortabl...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1197

Kingfishers is a 1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £399 booking fees included

Kingfishers

6035

1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.


Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £399

View
  • 20% off

    29 Jun 2026 - 6 Jul 2026

    From £638.00 £573.40 booking fees included

Oak Tree House is a 4 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1491 booking fees included

Oak Tree House

6112

4 bedroom, dog friendly holiday cottage near Dorchester, Dorset.


Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1491

View
  • 20% off

    4 Jul 2026 - 11 Jul 2026

    £2713.00 £2233.40 booking fees included

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