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
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Peek through our collection of 42 romantic cottages in Somerset
7 nights from £272 *
The Coach House
58162 bedroom, dog friendly holiday cottage near Wellington, Somerset.
Situated in the beautiful National Landscape of the Blackdown Hills, The Coach House is a spacious, characterful cottage ready to welcome you and your four-legged friend. As yo...
7 nights from £272 *
7 nights from £281
Green Place
53131 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...
7 nights from £281
7 nights from £336 *
Cleveland Cottage
19682 bedroom cottage near the market town of Dulverton, Somerset.
Offering a 20% discount for parties of 2 (unless a special offer is already in place) this very pretty cottage, on the edge of Exmoor National Park, a few miles from the market tow...
7 nights from £336 *
7 nights from £365
Lane Cottage
24821 bedroom, dog friendly cottage in Dulverton, Somerset.
Lane Cottage is a perfect Exmoor bolthole, tucked into a little square in the centre of the lovely market town of Dulverton. The cottage is really cosy, with a multi-burner in t...
7 nights from £365
7 nights from £381
Orchard Barn
58551 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...
7 nights from £381
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50% off
15 Aug 2025 - 22 Aug 2025
£591.00 £295.50
7 nights from £392 *
Pippins
53602 bedroom, dog friendly character cottage near Beaminster, Somerset.
Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...
7 nights from £392 *
7 nights from £425
Dieppy Farm Cottage
27881 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
On the edge of Exmoor's stunning National Park - a designated International Dark Sky Reserve - Dieppy Farm Cottage is in the perfect spot for stargazing; on a cloudless night you w...
7 nights from £425
7 nights from £428
Week Cottage
16361 bedroom, rural, dog friendly cottage near Dulverton, Somerset.
Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...
7 nights from £428
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20% off
5 Sep 2025 - 10 Sep 2025
From £515.20 £412.16
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 £441 *
The Cowshed
47432 bedroom, dog friendly cottage near Lyme Regis, Dorset.
Nestled in the sleepy Somerset countryside, The Cowshed is a converted farm building, offering an excellent retreat. From the moment you arrive at this 'off the beaten track' setti...
7 nights from £441 *
7 nights from £444 *
Brookside Cottage
26382 bedroom thatched cottage near Nether Stowey, Somerset.
In a beautiful wooded valley in the east Quantock Hills National Landscape, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies within a conservat...
7 nights from £444 *
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25% off
29 Aug 2025 - 5 Sep 2025
From £735.00 £551.25
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.
