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

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...

We have 40 cottages available in Dorset available for five night breaks

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £337

The Stables

1965

1 bedroom, rural holiday cottage near Dorchester, Dorset.


Dorset’s World Heritage Jurassic Coast is close to this comfortably furnished, single-storey, spacious cottage. Set within the grounds of the owner’s home, The Stables is self-cont...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £337

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £345

The Dairy

2663

1 bedroom, rural cottage near the beach near Bridport, Dorset.


The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French doors to its own enclosed outside space – the...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £345

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £345

The Linhay

2661

1 bedroom cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £345

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £348

Swallows' Rest

4644

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


The sleepy west Dorset countryside awaits you at this cute bolthole for two (plus your four-legged friends). Tucked away at the end of the owners' garden, this converted barn is hi...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £348

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

7 nights from £348

Owl's Nest Cottage

2942

1 bedroom, dog friendly self catering cottage near Sherborne, Dorset.


This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...

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

7 nights from £348

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £399

Pound Farm Cottage

4076

1 bedroom thatched self catering cottage near Sherborne, Dorset.


Pound Farm Cottage is a hidden gem; this listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £399

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

Woodcutter's Cottage

4524

2 bedroom self catering cottage near Dorchester, Dorset.


Rolling hills, bustling market towns, rich history and stunning beaches - have we persuaded you to holiday in Dorset yet? Finding a lovely cottage to stay in is the only thing you ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

Gamekeeper's Cottage

4523

2 bedroom self catering cottage near Dorchester, Dorset.


Second in a row of pretty terraced cottages, this stylish property has been newly renovated to a very high standard. Gamekeeper's Cottage is one of four at Dominey's Yard, nestled ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

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

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

Poacher's Cottage

4522

2 bedroom self catering cottage near Dorchester, Dorset.


Tucked away in the picturesque village of Buckland Newton, Poacher's Cottage is one of four gorgeous properties making up Dominey's Yard. Situated perfectly for exploring the beaut...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £468

Fox Cottage

4712

1 bedroom self catering cottage in Beaminster, Dorset.


Tucked away in an oh-so-pretty part of historic Beaminster, Fox Cottage is a gorgeous retreat for two. As soon as you arrive at this picture-perfect terraced cottage, you will want...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £468

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