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 40 Dorset retreats sleeping two
7 nights from £659
Sunnyholme
14604 bedroom holiday cottage near the beach in Studland, Dorset.
The Isle of Purbeck is a stunning Area of Outstanding Natural Beauty between Poole and Swanage boasting one of the most spectacular coastlines in Dorset. Sunnyholme, an extremel...
7 nights from £659
7 nights from £740
Sandy Days
32153 bedroom, dog friendly cottage near the beach in Christchurch.
Avon Beach, Christchurch Harbour, the New Forest National Park and the Jurassic Coast are all nearby to this recently renovated holiday bolthole. The cool shades of blue and the pl...
7 nights from £740
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £1043 *
The Old Manor House
41245 bedroom, dog friendly cottage near the beach near Lyme Regis.
Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...
7 nights from £1043 *
7 nights from £868
Cobb Cottage
32434 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...
7 nights from £868
7 nights from £726
Beech Cottage
28875 bedroom, dog friendly self catering cottage near Bridport, Dorset.
This beautiful stone farmhouse has something very special indeed – it comes with a 450 acre wildlife and nature reserve and a unique relationship with Dorset Wildlife Trust. Quite ...
7 nights from £726
7 nights from £1411
Buddlewall
39796 bedroom thatched, dog friendly home near Lyme Regis, South Devon.
Buddlewall is an historic east Devon farmhouse, in a beautiful hidden rural setting, a short drive inland from the spectacular World Heritage east Devon and Dorset Jurassic Coast. ...
7 nights from £1411
7 nights from £794
West Farm
These two delightful properties, set deep in Dorset's beautiful countryside, are the ultimate rural retreats! To set the scene, a long, unmade farm track leads to West Farm, where ...
7 nights from £794
7 nights from £880
West Hembury Farm
West Hembury Farm is situated in an Area of Outstanding Natural Beauty; a walker's paradise. Just four miles from the bustling market town of Bridport, and a short drive to the Wo...
7 nights from £880
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £777
Hatts Farm
Hatts Farm is a working farm set in 100 acres on the Dorset/Wiltshire border, in an Area of Outstanding Natural Beauty near the market town of Shaftesbury and within driving distan...
7 nights from £777
7 nights from £1069
Doghouse Farm
This working farm on the edge of the historic village of Chideock stretches gently downhill to the Jurassic Coast where one of Dorset's most famous landmarks – Golden Cap – rises a...
7 nights from £1069