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 52 Dorset retreats sleeping two

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

7 nights from £307

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 windows to its own enclosed outside space – t...

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

7 nights from £307

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  • 20% off

    22 Dec 2018 - 29 Dec 2018

    £522.00 £417.60

  • 20% off

    29 Dec 2018 - 5 Jan 2019

    £522.00 £417.60

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

7 nights from £307

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


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

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

7 nights from £307

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  • 20% off

    29 Dec 2018 - 5 Jan 2019

    £522.00 £417.60

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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

7 nights from £310

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


This cosy, compact yet 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 £310

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £315

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


Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £315

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

7 nights from £327

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 £327

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  • 20% off

    21 Dec 2018 - 28 Dec 2018

    £578.65 £463.20

  • 20% off

    28 Dec 2018 - 4 Jan 2019

    £578.65 £463.20

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £350

1 bedroom, rural holiday cottage near Beaminster, Dorset.


Lottie’s Loft is a luxurious first floor barn conversion, a gorgeous bolthole surrounded by beautiful Dorset countryside. Exterior steps lead from the decking to a balcony with bes...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £350

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

7 nights from £379

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 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £379

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  • 25% off

    17 Dec 2018 - 23 Dec 2018

    £635.00 £476.25

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £435

Beach Chalet on the beach sleeping two in Lyme Regis, Dorset.


Imagine a holiday right on the seashore of a very special beach, relaxing on your veranda with a glass of something refreshing, watching the gentle waves at one of the most famous ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £435

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

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £338

2 bedroom dog friendly holiday cottage near Bridport, Dorset.


The pretty Dorset village of Drimpton is set in lovely countryside a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extreme...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £338

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £389

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


Cedar Lodge is a cosy cottage in a quiet rural location. All on one level, the open plan living-room with kitchen and dining areas creates a very sociable space for a couple or sma...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £389

View
  • 40% off

    21 Dec 2018 - 28 Dec 2018

    £651.55 £391.20

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