Take a Romantic Break in Somerset
Put the focus back on the one you love and head to Somerset for a romantic break. Quality time together is a luxury not often afforded in the chaos of everyday life, so romantic retreats offer the perfect chance to unwind. Pour through our selection of luxury self-catering cottages and plan your getaway together. A hideaway for two is moments away.Read more
At Classic Cottages we want your romantic escape to be as dreamy as possible, from spontaneous weekend breaks to much-anticipated weeks together. Take a secluded summer break for two, and then plan a cosy winter retreat. We'll help you plan your perfect holiday and create memories you'll cherish forever.
Somerset blends stunning natural sites with fun, vibrant towns. Wherever you'll go, there will be lots of fun things to do and see, and you'll be spoilt for choice for romantic restaurants and quaint pubs to enjoy a drink or two together. Stroll through the country before heading to the coast and breathing in the sea air. We'll make sure you have the perfect home-from-home waiting for you at the end of the day. With all of our cottages personally inspected and fully equipped, there's nothing left for you to worry about. All that you have to do? Relax and enjoy the romance.
Peek through our collection of 49 romantic cottages in Somerset
7 nights from £478
The Pump House
20981 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Seize a unique opportunity and book a stay in this stunning converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Jurassic Coa...
7 nights from £478
7 nights from £620
Lady's Well Shepherd's Hut
3244Shepherds Hut with a hot tub and koi carp pond near Weston-super-Mare, Somerset.
Staying in this beautifully presented shepherd's hut gives you a rare and - so often nowadays - hard to come by opportunity to have a secret and secluded location all to yourselves...
7 nights from £620
7 nights from £630
The Whistle
50041 bedroom shepherds hut near Ilminster, Somerset.
If you are looking for a luxurious and unique glamping experience, then look no further than The Whistle. A gorgeously designed shepherd's hut, complete with enchanting outside spa...
7 nights from £630
7 nights from £630
The Crook
50031 bedroom shepherds hut near Ilminster, Somerset.
Perfectly positioned in a peaceful spot, you will find this stunning shepherd's hut that has been masterfully created. The Crook is a true hideaway in glorious surroundings and you...
7 nights from £630
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.
From £102 per night
Lamb's Tale Shepherd's Hut
3246Shepherds Hut with hot tub, dog friendly near Bridgwater, Somerset.
Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...
From £102 per night
From £110 per night
Duck's Puddle Shepherd's Hut
4026Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.
At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting, complete with a hot tub and little ...
From £110 per night
From £120 per night
Posy
4861Shepherd's hut with outdoor bathing near Ilminster, Somerset.
Nestled in a secluded spot, Posy is a gorgeous shepherd's hut where every last detail has been thought of. The natural, peaceful setting provides the perfect escape to the countrys...
From £120 per night
From £140 per night
Len's Hut
2711Shepherds hut with hot tub and outstanding views near Wells, Somerset.
Sitting in a peaceful meadow between the foothills of the Mendips and the serene landscapes of the Somerset Levels, beautifully crafted Len's Hut is the sweetest escape for two. ...
From £140 per night
7 nights from £420
Hayloft
24032 bedroom dog friendly holiday cottage near Ilminster, Somerset.
Hayloft is in the heart of Barrington near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is within a small group of historic barns and ...
7 nights from £420
7 nights from £422
Orchard Barn
32892 bedroom, dog friendly cottage near Taunton, Somerset.
Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills Area of Outstanding N...
7 nights from £422
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.