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 £581
The Enchanted Wardrobe at Warleggan
4351Dog friendly shepherd hut with hot tub near Lostwithiel, South Cornwall.
The Enchanted Wardrobe is stuff that dreams are made of - a holiday here will transport you to the magical land of Narnia - no, really! The pretty hamlet of Warleggan is twinned wi...
7 nights from £581
7 nights from £582
Fred’s House
21423 bedroom, dog friendly cottage near the beach near Looe, Cornwall.
There are tantalising glimpses of the sparkling waters of Talland Bay through the trees surrounding Fred's House, where the big sheltered garden is perfect for outdoor meals and th...
7 nights from £582
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7 nights from £588
School House
57043 bedroom, dog friendly self catering cottage near the sea in Muston near Filey.
This charming gem of a cottage is located in the pretty village of Muston, Yorkshire, which is listed in the Domesday Book. Close to the seaside town of Filey and one of England's ...
7 nights from £588
7 nights from £590
Seaglass
49393 bedroom, dog friendly cottage near the beach in Portscatho.
Portscatho is a charming unspoilt village in the heart of the beautiful Roseland peninsula and Seaglass sits in an enviable position at the head of a quiet and peaceful cul-de-sac,...
7 nights from £590
7 nights from £598
Quince Cottage
51903 bedroom, dog friendly cottage close to the beach near Bridport, Dorset.
With the World Heritage Jurassic Coast within one mile's walk, Quince Cottage is a welcoming home in the pretty West Dorset village of Chideock. This charming home is the perfect l...
7 nights from £598
7 nights from £600
Fairfield
48773 bedroom self catering cottage near Kingsbridge, South Devon.
Welcome to Fairfield, a light and airy getaway tucked away in the pretty village of Chillington which lies in the gorgeous south Devon Area of Outstanding Natural Beauty. With the ...
7 nights from £600
7 nights from £601
Tidal Waters
56683 bedroom, dog friendly cottage with sea views near Fowey, Cornwall.
Escape on an enchanting creekside vacation, in this heavenly homestay for five in the darling hamlet of Penpol. Boasting an unrivalled location in a National Landscape (formerly kn...
7 nights from £601
7 nights from £601
Lowenna
31333 bedroom, dog friendly cottage near the beach in Portscatho.
Lowenna is a delightful semi-detached barn conversion with Bryher (3132) next door. Perfect for families, it is located in a lovely rural setting just a five minute walk from Porth...
7 nights from £601
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
7 nights from £605
3 Pebble Cottage
51223 bedroom, dog friendly cottage near the beach in Brixham, Devon.
Just a hop, skip and a jump away from the pretty harbourside and many delights of vibrant Brixham on the English Riviera, Pebble Cottage is a traditional seaside cottage, perfect f...
7 nights from £605
7 nights from £615
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Hatts Farm is a working farm located in a National Landscape. The farm spreads over 150 acres, located in the stunning countryside of the Dorset and Wiltshire border. Hatts Barn...
7 nights from £615