Romantic Holiday Cottages
Escape for a romantic break in a hand-picked holiday cottage with your favourite person. Our romantic cottages for couples provide the perfect getaway for the two of you. Whether it's a romantic surprise or a much-anticipated break, you can enjoy each other's company in your own private paradise. Look through our list of available cottages to get started. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1611 self catering cottages for romantic breaks
7 nights from £136 booking fees included
Copperas Shepherd's Hut
4016Shepherds hut with fabulous sea views near Ilfracombe, North Devon.
Taken from the name of the rocks along this dramatic and exhilarating stretch of the north Devon coast, this beautiful shepherd's hut has views that will take your breath away - mi...
7 nights from £136
7 nights from £308 * booking fees included
Wren Cottage
60382 bedroom, dog friendly holiday cottage near Bideford, North Devon.
Offering an indoor swimming pool, table-tennis and 12 acres of pasture and woodland for children to explore, Wren Cottage promises a fun-packed yet relaxed family holiday. Set in t...
7 nights from £308 *
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £308 * booking fees included
Kingfisher Cottage
60402 bedroom, dog friendly holiday cottage near Bideford, North Devon.
With family-friendly facilities including an indoor swimming pool, table-tennis and plenty of outdoor space to roam, Kingfisher Cottage is an ideal choice for a self-catering holid...
7 nights from £308 *
7 nights from £308 * booking fees included
Swallow Cottage
60392 bedroom self catering cottage in Bideford, North Devon.
With fantastic on-site facilities including an indoor swimming pool, table-tennis and 12 acres of pasture and woodland to explore, Swallow Cottage offers something to keep the whol...
7 nights from £308 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £378 booking fees included
Prospect Cottage
25931 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Two doggies are welcome to join you when you stay at cute as a button Prospect Cottage. This traditionally presented darling little terraced cottage, situated in far west Cornwall ...
7 nights from £378
7 nights from £380 booking fees included
The Stables
52391 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
For a tranquil escape in a rather special setting, The Stables is just the place. Sleeping two, dog-friendly and tucked away in the glorious south Cornwall countryside, this cosy s...
7 nights from £380
7 nights from £383 booking fees included
The Dairy
26631 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
The Dairy is an extremely comfortable single-storey cottage in this small and friendly farm development. The property has French doors to its own enclosed outside space – the patio...
7 nights from £383
7 nights from £383 booking fees included
The Linhay
26611 bedroom cottage near the beach near Bridport, Dorset.
The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...
7 nights from £383
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20% off
1 Aug 2026 - 8 Aug 2026
£545.00 £448.60 booking fees included
7 nights from £384 booking fees included
The Dairy
52381 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Nestled down a peaceful, leafy country lane, The Dairy is a charming country cottage, stylishly renovated to offer a romantic getaway or solo retreat, with easy access to the delig...
7 nights from £384
From £46 per night + £53 booking fees
Rosie's Hut
4431Shepherds hut with wood-fired hot tub near Totnes, South Devon.
Set in the most idyllic location, Rosie's Hut is a beautifully appointed retreat, surrounded by uninterrupted countryside views. The icing on the cake is the glorious wood-fired ho...
From £46 per night
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.
A summer hideaway for two, strolling hand-in-hand under blue skies and a warm sun, or a winter escape, snuggled in your cosy nest in front of an open fire, we've got you covered. Our luxury self catering cottages offer the perfect base for a romantic escape. Choose from secluded romantic boltholes, to modern townhouses offering lots of choice for dining out, to seaside retreats with bubbling hot tubs.
At Classic Cottages, we want your romantic break to be as dreamy as possible. That's why all of our cottages are carefully selected; personally inspected and fully equipped so you needn't focus on anything but each other. Browse through our 1611 available romantic getaways or contact us to find the right cottage for you.
