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 632 cottages that sleep 5 people
7 nights from £497
Bay Cottage
25613 bedroom, dog friendly house with sea views, Shaldon.
Bay Cottage is just steps from the beach in Shaldon, which lines the south shore of the beautiful Teign estuary and this fabulous house caters for all parties young and old. From t...
7 nights from £497
7 nights from £604
Halcyon Cottage
46933 bedroom cottage near the beach and Lulworth Cove near Dorchester, Dorset.
Less than two miles from Lulworth Cove, part of the only World Heritage Site in England, Halcyon Cottage is a pretty, detached stone cottage in the heart of the village of West Lul...
7 nights from £604
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £370
Higher Yellands Cottage
39973 bedroom, rural holiday cottage near Ottery St Mary, South Devon.
This cheerful cottage is close to the east Devon village of Whimple, between Honiton and Exeter. It is a pretty and peaceful rural area surrounded by traditional apple orchards and...
7 nights from £370
7 nights from £375
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 £375
7 nights from £378
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 £378
7 nights from £384
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 £384
7 nights from £392
Stibb Hollow Cabin
4498Family sized cabin near Bideford, North Devon.
Perfect for a family getaway, couples break or romantic escape, this captivating cabin is tucked away in the most tranquil setting with gorgeous rural views across to Dartmoor in t...
7 nights from £392
7 nights from £401
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 £401
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 £402
Poppy Yurt
2720Luxury glamping in a beautiful yurt for 5 people near Dartmouth, South Devon.
Conjure up in your mind a small piece of south Devon rural heaven. Four and a half acres of wildflower meadows, woodlands, a stream and a large lake - and then think of a bit of 'g...
7 nights from £402
7 nights from £404
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 £404