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 £429
Birch House Studio
24602 bedroom, rural holiday cottage near Wellington, South Devon.
This beautifully presented single-storey property is perfect for exploring the unspoilt Blackdown Hills, the stunning Jurassic Coast – both designated Areas of Outstanding Natural ...
7 nights from £429
7 nights from £428
Flax Barn
20192 bedroom barn conversion near Ilminster, Somerset.
Flax Barn is located in the beautiful south Somerset village of Barrington, not far from the Dorset border. Barrington Court and its gardens, estate, tea shop and artisan crafts wo...
7 nights from £428
7 nights from £440
Oak Tree Barn
32882 bedroom, dog friendly cottage near Taunton, Somerset.
Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills National Landscape. It is perfectly placed in the peaceful setting of th...
7 nights from £440
7 nights from £477
Jasmine Cottage
51922 bedroom, dog friendly character cottage near Wells, Somerset.
Tucked away in the village of Stratton-on-the-Fosse, this delightful, terraced cottage is welcoming and quaint. Situated just off the Fosse Way; the ancient Roman road between Bath...
7 nights from £477
7 nights from £478
Brookside Cottage
26382 bedroom thatched cottage near Nether Stowey, Somerset.
In a beautiful wooded valley in the east Quantock Hills Area of Outstanding Natural Beauty, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies wi...
7 nights from £478
7 nights from £492
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 £492
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 £497
Magnolia Cottage
45542 bedroom, dog friendly cottage near Wells, Somerset.
Nestled opposite a charming magnolia tree, this delightful stone cottage is peaceful and welcoming. All on one level (apart from one step up from the porch), Magnolia Cottage offer...
7 nights from £497
7 nights from £498
Pippins
53603 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 £498
7 nights from £508
Manor Farm Lodge
16162 bedroom, dog friendly holiday cottage near Beaminster, Somerset.
Manor Farm Lodge is situated on the Somerset/Dorset border, with easy access to Devon. This beautifully presented cottage, surrounded by its traditional cottage garden, is the idea...
7 nights from £508
7 nights from £519
The Cowstall
43852 bedroom rural barn conversion near Wells, Somerset.
The Cowstall is a fabulous single-storey detached property in a lovely setting at the top of the original farmstead. This exceptionally high quality barn conversion is set on a wor...
7 nights from £519