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 £1932
Tamarisk House
55164 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...
7 nights from £1932
7 nights from £1938
Pedn Lodge
50074 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
St Mawes on the Roseland peninsula is a magical place for a holiday and Pedn Lodge is a stunning contemporary holiday abode offering luxury living for families or friends looking f...
7 nights from £1938
7 nights from £1950
Carn Tommen
31174 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
This impressive, recently-built eco-house is situated in a commanding elevated position on one of St Mawes' most exclusive roads. Enjoying panoramic sea views over the whole of Fal...
7 nights from £1950
7 nights from £2800
Copper Rise House
51524 bedroom self catering cottage near Wembury, South Devon.
Welcome to Copper Rise House; a stylish, sleek and luxurious getaway built and designed by the owners themselves and perfect for a big family trip to south Devon. Everywhere you lo...
7 nights from £2800
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 £3712 *
Cape Wrath Lodge
53458 bedroom, dog friendly holiday home with sea views near Durness.
Escape to the breathtaking beauty of the Kyle of Durness in the Scottish Highlands at this exquisite hunting lodge. Nestled in the picturesque surroundings of Northern Sutherland, ...
7 nights from £3712 *
From £870 per night
The Penthouse
55364 bedroom apartment with sea views near Braunton, North Devon.
Perfectly situated overlooking the beautiful beach at Saunton Sands on the dramatic north Devon coast, The Penthouse is the ultimate five star luxury retreat offering stylish open ...
From £870 per night
7 nights from £765
Newton Cottage
54535 bedroom, dog friendly cottage near the beach in St Mawes, Cornwall.
Up on the hill overlooking the beautiful village of St Mawes, you will find Newton Cottage, a traditional Cornish cottage that has been lovingly restored over the years to create a...
7 nights from £765
7 nights from £800
Greystones
57375 bedroom dog friendly self catering cottage near the beach in Staithes.
Welcome to Greystones, a fantastic holiday property for all the family, full of original features and perfectly located in the beautiful seaside village of Staithes in North Yorksh...
7 nights from £800
7 nights from £1004
Trevithick Park
15165 bedroom, dog-friendly cottage near Mevagissey, South Cornwall.
This fabulous holiday house is beautifully furnished, superbly well-equipped, and provides plenty of space for everyone to spread out. With a bubbling hot tub in the garden-room, p...
7 nights from £1004
7 nights from £1013
Kelly Green Mill
55845 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
Whatever the occasion and whatever the season, what better way to refresh, recharge and reacquaint, than a stay at this fabulous barn conversion. Set in the heart of north Cornwall...
7 nights from £1013
