Cottages sleeping two people in Dorset

Pop into Dorset for Hardy-esque holidays and write your own love story in a holiday cottage sleeping two people.

Although providing the perfect bolt-hole, plentiful 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 and 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 tine 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 can you not explore the area?

We have 44 self catering cottages in Dorset that sleeps two.

2 bedroom, rural holiday cottage near Dorchester, Dorset.


This pretty detached former coach house is in beautiful rural Dorset within easy reach of the stunning World Heritage Jurassic coastline. The Old Coach House has a spacious bright ...

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

Price per week £390 - £998

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...

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

Price per week £390 - £897

  • 20% off

    22 Dec 2017 - 29 Dec 2017

    £717.60 £574.40

2 bedroom holiday cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

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

Price per week £392 - £810

Dog friendly glamping in a safari tent for four persons near Shaftesbury, Dorset.


Enjoy a holiday with a difference, relax under canvas and soak up the peace and tranquility of the rolling Dorset countryside, with luxury en suite facilities, glamping style. Blac...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £394 - £985

2 bedroom holiday cottage near the beach in Lyme Regis, Dorset.


This period Dorset cottage is a short walk uphill from the seafront, in the heart of historic Lyme Regis, on a spectacular stretch of the Jurassic Coast. Enjoying a quiet pedestria...

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

Price per week £413 - £780

2 bedroom, rural self catering cottage near Beaminster, Dorset.


A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House is a hidden gem just a short drive inland from the famous Jurassic Coast. This de...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £420 - £1070

2 bedroom, rural self catering cottage near Shaftesbury, Dorset.


Converted from a former stable, Brookland Barn offers an immaculate property all on one level in fabulous surroundings. The south-facing barn looks out over the enclosed garden and...

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

Price per week £452 - £1070

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


Set in this historic village, surrounded by beautiful countryside, Tolpuddle Cottage is the perfect base for your holiday in Dorset, just 15 miles from the World Heritage Jurassic ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £454 - £1260 *

* Includes

2 bedroom, rural holiday cottage near Bridport, Dorset.


Nestling in a picturesque valley a fifteen minute drive from the Jurassic Coast, Barbridge Cottage is close to beaches, walks, fossil hunting, country houses, gardens and lovely pu...

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

Price per week £476 - £1191

  • 30% off

    20 Dec 2017 - 27 Dec 2017

    £923.02 £646.10

3 bedroom luxury self catering cottage near Shaftesbury, Dorset.


Set in the gorgeous Wiltshire village of Hindon, which has two pubs and a community shop, this stylishly renovated Georgian house has fabulous views from the back of the house over...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £558 - £1497 *

* Includes

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