Holiday Cottages for 5 People
Gather your family or herd up your friends, a holiday in a luxury self-catering cottage for 5 people awaits. Providing the perfect base for adventure in the day and offering total comfort for long afternoons and evenings relaxing together, our cottages combine home-comforts with modern luxuries. Secure your favourite now and get ready to make memories to last a lifetime. Read more
There's no better time to secure your dream holiday cottage than the present. Cosy winter breaks help vanquish the winter blues and summer getaways provide the subject for photo albums packed with happy memories. Out of season holidays are great for both short breaks and longer holidays, providing tranquillity away from busier times. Book a spontaneous short break and then pencil in a longer holiday to look forward to. With so many beautiful places to visit and luxury cottages to choose from, you'll be spoilt for choice.
Whether you're looking for a rural retreat in the heart of lush countryside, a seaside bolthole with stunning ocean views, or a town hub combining home-comforts with great access to local amenities, we'll help you find a holiday cottage that ticks all the boxes. From quaint thatched cottages to clifftop nests, our self-catering properties are diverse in nature and consistent in quality.
Holiday Cottages for 5 People
At Classic Cottages, we pride ourselves on marketing only the highest quality cottages. Understanding the importance of accommodation in making or breaking your holiday, we ensure only the best cottages are on our books. Regularly inspected and fully equipped with everything you could need and more, holidays with Classic Cottages takes the stress out of your whole experience.
We have 707 cottages that sleep 5 people
7 nights from £718 *
Mowhay Barn
50144 bedroom self catering cottage near Penzance, West Cornwall.
Tucked away in a blissfully tranquil hamlet within the rugged beauty of far west Cornwall, Mowhay Barn is a rather special getaway. Sleeping eight, this spacious and comfortable ba...
7 nights from £718 *
7 nights from £718
Home Cottage
57273 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Nestled in the breathtaking Cornish countryside in a National Landscape (formerly an Area of Outstanding Natural Beauty) in the quaint village of St Buryan, this gorgeous barn conv...
7 nights from £718
7 nights from £719
Meadow View Barn
53103 bedroom, dog friendly holiday cottage near Lifton
Nestled in tranquil gardens with fabulous views towards Dartmoor, this traditional detached barn conversion is located on the Devon and Cornwall border, ideally placed for explorin...
7 nights from £719
7 nights from £720
August Rock
33553 bedroom self catering cottage near Falmouth, West Cornwall.
Set in a secluded woodland corner of a country house estate – the Budock Vean Hotel – and with wonderful views across the hotel grounds and gardens, this fabulous detached retreat ...
7 nights from £720
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 £720
Grebe
33563 bedroom self catering cottage near Falmouth, West Cornwall.
This fabulous detached holiday home is named after a small sandy beach that can be found a short walk away. Set in a secluded woodland corner of a country house estate – the Budock...
7 nights from £720
7 nights from £720
Trefechan
44103 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
Step away from everyday life into Trefechan, a perfect get away from it all for families or group of friends. Delightfully homely Trefechan is a lovely detached Cornish house which...
7 nights from £720
7 nights from £723
2 Penny’s Cottages
25313 bedroom house in the historic village of Corfe Castle, Dorset.
Set in the historic village of Corfe Castle, 2 Penny's Cottages is a semi-detached family house that welcomes all its visitors, it is a real home-from-home. The property has been b...
7 nights from £723
7 nights from £725
3 Springfield Court
35473 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
With a comfortable interior, an unbeatable location, manicured grounds and the beach within easy reach, 3 Springfield Court has it all. This delightful holiday home would suit a fa...
7 nights from £725
7 nights from £726
St Peter's Cottage
51353 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
Dating back to the early 17th Century, this picture perfect, Grade II Listed thatched cottage sits in the heart of a rural Dorset village. Recently renovated by the owners, St Pete...
7 nights from £726
7 nights from £726
Kear Cottage
41513 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
Kear Cottage is an absolute peach! Located less than six miles from the stunning beaches and fishing villages on the north Cornish coast, it sits in the most idyllic setting opposi...
7 nights from £726
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