Cottages for a five night break in Dorset

Cottages for a five night break in Dorset

We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in Dorset, so pick your next escape and get ready for a five night adventure. Read more

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

We have 36 cottages available in Dorset available for five night breaks

Primrose Cottage is a 2 bedroom, dog friendly self catering cottage in Bridport, Dorset.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £567 * booking fees included

Primrose Cottage

6179

2 bedroom, dog friendly self catering cottage in Bridport, Dorset.


Primrose Cottage is the quintessential Dorset coastal property with its pretty village location and gorgeous, enclosed garden - it is packed with character. This semi-detached two ...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £567 *

Lavender Cottage is a 2 bedroom, dog friendly cottage near the beach in Christchurch.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £702 * booking fees included

Lavender Cottage

6176

2 bedroom, dog friendly cottage near the beach in Christchurch.


Lavender Cottage is a delightful two bedroom home with open plan living areas and wonderful outdoor space. Set in the exclusive Wick Village it is just a short walk from one of Dor...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £702 *

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Langmoor House is a 4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
  • Sleeps 8 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1111 * booking fees included

Langmoor House

6175

4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.


Langmoor House is a luxury four bedroom property with commanding sea views and just a 30 second walk into Lyme Regis town. This exquisite and dog-friendly home is laid out over thr...

  • Sleeps 8 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1111 *

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

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Hood's is a 2 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £988 booking fees included

Hood's

6045

2 bedroom, dog friendly self catering cottage near Bridport, Dorset.


**Hood's can accommodate flexible check in days – please contact us to request.** This stunning barn and milking parlour conversion is set within the glorious Dorset countryside...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £988

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 *

Bluebells is a 2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £558 * booking fees included

Bluebells

5624

2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.


Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...

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

7 nights from £558 *

The Old Dairy is a 2 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665 * booking fees included

The Old Dairy

5551

2 bedroom, dog friendly cottage near Wimborne Minster, Dorset.


The Old Dairy is one of the most stunning holidays homes you could visit with curated interior touches at every turn. It’s location for local exploring is particularly good with so...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665 *

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

7 nights from £528 * 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 £528 *

Woodville Cottage is a 3 bedroom, dog friendly home near the beach in Lyme Regis.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Wed

7 nights from £653 booking fees included

Woodville Cottage

5151

3 bedroom, dog friendly home near the beach in Lyme Regis.


Woodville Cottage is a pretty and charming property, an annexe to a Grade II Listed Georgian building. Hidden away from the hustle and bustle of the elegant seaside town of Lyme Re...

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

7 nights from £653

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...