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.
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
Northgate
32013 bedroom self catering cottage in Wareham, Dorset.
Wareham is the gateway to the Jurassic Coast, a fabulous base from which to explore the Isle of Purbeck. Just within the ancient Saxon walls of this historic market town, Northgate...
Price per week £493 - £995
Briar Cottage
18733 bedroom holiday cottage near Bridport, Dorset.
This deceptively spacious, comfortable family-friendly holiday house is just eight miles from the breathtaking World Heritage Jurassic Coast. Briar Cottage is a beautifully kept te...
Price per week £461 - £1060
Don’t miss out; reserve your favourite 2019 holiday cottage for just £30
Reserve your 2019 holiday
Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates for only £30.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got plenty of holiday cottages for you to choose from for next year.
Reserve next year's holiday in advance to give you peace of mind and put off paying your deposit till after this summer (5th October). That way you know your preferred dates are yours for the choosing and you can get on with enjoying the rest of this year's holiday (before looking forward to the next!).
Old Down Cottage
19343 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...
Price per week £535 - £1365
Sturthill Stable
28293 bedroom, dog friendly self catering cottage near Bridport, Dorset.
This beautiful barn conversion at the heart of a working dairy farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the f...
Price per week £550 - £1403
Murciano Safari Tent
3360Dog friendly safari tent glamping for six persons near Shaftesbury, Dorset.
Glamping at Black Pig Retreats allows you to escape the everyday; park your car, load your luggage onto the farm's all-terrain vehicle and your countryside adventure begins, canvas...
Price per week £555 - £1275
Gascon Safari Tent
3361Dog friendly safari tent glamping for six near Shaftesbury, Dorset.
Glamping at Black Pig Retreats allows you to escape the everyday and enjoy a fabulous holiday with a difference, where you can cook with fire, collect logs, listen to birdsong and ...
Price per week £555 - £1275
Tolpuddle Cottage
37523 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
This very pretty thatched cottage is in the tranquil historic village of Tolpuddle, surrounded by beautiful countryside and just 15 miles from the World Heritage Jurassic Coast. Wi...
Price per week £580 - £1286
Dairy Cottage
31923 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
Imagine spending a week in a fabulous former dairyman’s cottage with all mod-cons! This very stylishly furnished, yet quirky, semi-detached cottage is in the village of Morcombelak...
Price per week £594 - £1515
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.
2 Penny’s Cottages
25313 bedroom holiday cottage in Corfe Castle, Dorset.
You will be completely spoilt for choice in this stunning part of Dorset – along the Jurassic Coast and within very easy reach are Lulworth Cove and Durdle Door with their famous c...
Price per week £606 - £1694
Brook Cottage
11283 bedroom holiday cottage in Corfe Castle, Dorset.
Situated in the popular Dorset village of Corfe Castle, on the Studland peninsula, close to the coast, this Grade II Listed picture-book cottage enjoys views of the spectacular Nat...
Price per week £615 - £1698