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 Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 717 cottages that sleep 5 people
7 nights from £426
Church Cottage
28863 bedroom, dog friendly cottage near the beach in Praa Sands.
As its name suggests, this delightful cottage overlooks the pretty 14th Century church in the quaint village of Germoe and is only a mile from the child-friendly sandy beach at Pra...
7 nights from £426
7 nights from £436
Fell View
58123 bedroom, dog friendly self catering cottage near Hawes.
If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...
7 nights from £436
7 nights from £438
Old Forge Cottage
41843 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.
This charming retreat makes for the perfect adventurer’s bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...
7 nights from £438
7 nights from £450
Lamellen Lodge
55823 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
Standing on guard at the entrance to the beautiful Lamellen Estate, on the banks of the River Allen, the cosy interiors of this riverside retreat, sit comfortably alongside the his...
7 nights from £450
7 nights from £452
Gilly Barn
20053 bedroom, rural holiday cottage near Falmouth, West Cornwall.
If you are seeking a luxury rural retreat for a relaxing much needed holiday or short break then look no further than the welcome waiting for you at Gilly Barn. Step away from ever...
7 nights from £452
7 nights from £457
4 Pickwick Cottages
57863 bedroom, dog friendly cottage near Bigbury-on-Sea, South Devon.
Perfectly situated in the pretty village of St Ann's Chapel in the heart of the South Hams, just a few minutes' drive to south Devon's best beaches, 4 Pickwick Cottages is a beauti...
7 nights from £457
7 nights from £468
2 Old School Cottages
31043 bedroom cottage near the beach near Gerrans, South Cornwall.
This traditionally designed modern cottage, with period-style furnishings and fittings, is set close to the lovely village green at Gerrans in the heart of the beautiful Roseland p...
7 nights from £468
7 nights from £478
The Old Stone Workshop
32953 bedroom, dog friendly cottage near the beach near Coverack.
This traditional stone cottage, built in 1900, has enjoyed life as a corn chandler, a cobblers and even a venue for the local band practice, and it is now a lovely holiday cottage....
7 nights from £478
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 £490
Forge Cottage
41033 bedroom self catering cottage near Mawgan Porth, North Cornwall.
Set in the heart of the pretty village of St Mawgan and only a five minute drive from the golden sands and stunning coastline of Watergate Bay and Mawgan Porth; Forge Cottage is a ...
7 nights from £490
7 nights from £500
Trevail
28663 bedroom holiday cottage near the beach near St Ives, West Cornwall.
The well-maintained enclosed gardens and terrace will entice you to Trevail on the outskirts of Carbis Bay, renowned for its beautiful family beach and restaurants. Trevail is a...
7 nights from £500
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.
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