Dorset Cottages Sleeping Two People

Head to Dorset for Hardy-esque holidays and write your own love story in a holiday cottage sleeping two people. Be it a solo getaway, romantic retreat or catch up with a family member or friend, our cottages provide an idyllic base in Dorset. Take a step closer to a dream holiday and secure your favourite cottage. All of our properties are handpicked and personally inspected. Read more

Although providing the perfect bolthole, days out for a pair are readily available from your Dorset cottage’s doorstep. A romantic break for two is just the ticket.

The region is imbued with romantic ruins and icons of the region’s mythological past – perfect for investigating with a friend or partner. Take a look at castles such as Lulworth, or the majestic Sherbourne Abbey.  Or step even further back in time: climb up the Iron Age hill-forts overlooking the River Stour or explore sites associated with Celtic mythology such as Badbury Rings, Maiden Castle, Knowlton Circles and the Cerne Giant.

It’s not only the man-made architecture which is revered in the county: the iconic Old Harry Rocks and the impressive Durdle Door are equally as stunning. Pack a picnic full of local produce and head along the coastal path to best appreciate these natural wonders. 

For more seaside adventures for two, Hengitsbury Head is the ideal spot for a sunset stroll. Chat with fishermen reeling in the day’s catch, then climb the hill to receiving stunning panoramic views. Although you won’t want to try Chesil Beach’s full 18-mile length, stroll along this impressive spit for a different perspective on the Portland coast. Then head to Wyke Regis to soak up the village’s relaxed ambience or gorge on oysters and the freshest fish with a cooling white wine at one of its famed coastal restaurants. For added luxury on your seaside break, why not choose a holiday cottage with a hot tub for extra relaxation while away.

Dorset’s literary son, Thomas Hardy, used the county as a back-drop for many of his novels, so inspiriting to him were its hills, rivers and towns. Pull on your hiking boots and explore the Blackmoor Vale, north of Hardy’s home town – the pretty Dorchester. Hardy waxes lyrical on the area, stating that, “Here in the valley, the world seems to be constructed upon a smaller and more delicate scale…The atmosphere below is languorous…and the horizon beyond is of deepest ultramarine.' With recommendations such as this, how could you not be intrigued?

Pick from 49 Dorset retreats sleeping two

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

7 nights from £332

The Dairy

2663

1 bedroom cottage near the Jurassic Coast 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 £332

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

7 nights from £332

The Linhay

2661

1 bedroom, dog friendly 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 £332

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

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

7 nights from £335

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 £335

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

7 nights from £337

The Stables

1965

1 bedroom, rural holiday cottage near the county town of Dorchester, Dorset.


This quaint cottage is set within the rural hamlet of Pallington. The Stables is a self-contained, single storey cottage with a welcoming open plan design. The entrance hall leads ...

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

7 nights from £337

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £345

Badgers Cottage

3014

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


This pretty semi-detached cottage for two is nestled within an Area of Outstanding Natural Beauty on West Hembury Farm. Badgers Cottage is an 18th Century stone barn that has be...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £345

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £348

Swallows' Rest

4644

1 bedroom, dog friendly 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
  • Regret no pets
  • Changeover Fri

7 nights from £394

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 £394

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

7 nights from £410 *

Poacher's Cottage

4522

2 bedroom cottage with outside pool 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 £410 *

Choose from our exclusive collection at the best prices with real time availability.

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

7 nights from £410 *

Woodcutter's Cottage

4524

2 bedroom cottage with outside pool 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 £410 *

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

7 nights from £410 *

Gamekeeper's Cottage

4523

2 bedroom cottage with outside pool 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 £410 *

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