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 £439
Pen yr Onen
56333 bedroom apartment with sea views near Newport, Pembrokeshire.
Immersed in a National Landscape (formerly known as an Area of Outstanding Natural Beauty), just a short stroll from the enchanting, sheltered cove at Cwm yr Eglwys, soak up the se...
7 nights from £439
7 nights from £445
Fig Tree Cottage
23473 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
In a tranquil spot, Fig Tree Cottage offers a haven to relax and recover from everyday life. Set in the Tamar Valley, an Area of Outstanding Natural Beauty, there are 28 acres of f...
7 nights from £445
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 £446
Hartland Cottage
57773 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.
Bursting with charm and character, this Grade II Listed terraced cottage is a terrific getaway for families, couples, walkers and dog lovers wanting to explore this enchanting part...
7 nights from £446
7 nights from £450 *
Beach Seekers
54894 bedroom, dog friendly self catering cottage near St Davids.
Choose Beach Seekers, just a short drive from twelve glorious sandy beaches, for the perfect stay in Pembrokeshire. The rolling surf and endless golden sands of Newgale, the neares...
7 nights from £450 *
7 nights from £454
Grascott Cottage
12413 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.
For a tranquil escape away from it all, Grascott Cottage is the perfect choice. This cosy, welcoming dog-friendly escape is nestled within 212 acres of idyllic award-winning forest...
7 nights from £454
7 nights from £462
The Cob
26763 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
The Cob, the largest of the three cottages, has slate flagstones in the hallway and wooden floors in the sitting-room and dining-room, with a wood-burner providing cosy warmth. The...
7 nights from £462
7 nights from £479
Celtic Reach
46493 bedroom self catering cottage in Camelford, North Cornwall.
Perched above the market town of Camelford with commanding views that stretch out to the rugged landscape of Bodmin Moor, this charming pad is only the shortest of drives to the st...
7 nights from £479
7 nights from £508
Moorhaven
45803 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.
Welcome to Moorhaven, a fabulously located retreat for those looking to enjoy the spoils of Dartmoor and surrounding areas. Nestled in the charming Devon hamlet of Wonson, with vil...
7 nights from £508
7 nights from £510
Pebble Cottage
17453 bedroom self catering cottage near Mullion, West Cornwall.
Pebble Cottage has an open plan living area complete with a large range cooker, well-equipped kitchen and a cosy wood-burner. There is even a John Lewis Hi-Fi Music System with DAB...
7 nights from £510
7 nights from £518
Bona-Vista
26503 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.
In the quiet village of Ruan Minor, this modern light-filled house is ideally located with an easy stroll to the local shop and Cadgwith Cove's friendly, picturesque pub is just a ...
7 nights from £518
