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 41 romantic cottages in Somerset
7 nights from £399 * booking fees included
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 £399 *
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25% off
8 Aug 2026 - 14 Aug 2026
From £828.90 £637.43 booking fees included
7 nights from £413 booking fees included
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 £413
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 £468 * booking fees included
The Smithy
58322 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
If a stunning conversion bursting with original features situated in a sleepy Somerset village sounds attractive then The Smithy is the place for you. Situated in close proximity t...
7 nights from £468 *
7 nights from £491 booking fees included
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 £491
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £494 * booking fees included
Frogwell Cottage
47143 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...
7 nights from £494 *
7 nights from £504 * booking fees included
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 £504 *
7 nights from £504 booking fees included
Ashey Barn
27871 bedroom, rural, dog friendly cottage near Wells, Somerset.
This converted single-storey barn is in a peaceful, rural position on the edge of Somerset’s Mendip Hills, within easy reach of Bath, Bristol and Wells. Ashey Barn is a perfect bas...
7 nights from £504
7 nights from £527 * booking fees included
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 £527 *
7 nights from £529 booking fees included
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 £529
7 nights from £530 * booking fees included
Minstrels
49302 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
As soon as you step through the front door of this gorgeous cottage, you will fall in love with its character and charm. It is easy to see where the cottage gets its name when you ...
7 nights from £530 *
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
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.
