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 £1099
Seascape
57814 bedroom self catering cottage with sea views in Hunstanton.
Seascape is a beautifully presented home away from home in a sought-after location just a short stroll from the soft sandy beaches of Old Hunstanton, with views across to the disti...
7 nights from £1099
7 nights from £1102
The Lodge
42114 bedroom, dog friendly cottage near Kingsbridge, South Devon.
This beautiful house is simply stunning, oozing style and luxury throughout. If you are looking to treat yourself and your family to a holiday retreat that is simply out of this wo...
7 nights from £1102
7 nights from £1120
Low Shaw Farmhouse
57944 bedroom, dog friendly self catering cottage in Hawes.
As you approach the hamlet of Simonstone and look up to the hill on your right you will see Low Shaw Farmhouse nestled on the hillside, surrounded by sheep enclosed by the wonderfu...
7 nights from £1120
7 nights from £1133
Cobb Cottage
32434 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...
7 nights from £1133
7 nights from £1140
Tredore
52913 bedroom, dog friendly cottage near the beach in Charlestown.
A warm Cornish welcome awaits you at Tredore, a stunning historic home, nestled in the heart of the charming village of Charlestown. Tucked away along a private lane, it's such a p...
7 nights from £1140
7 nights from £1145
Barnell Cottage
40014 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
Set in its own mature gardens on a south-facing hillside, Barnell Cottage has views over Branscombe Vale and out to the World Heritage Jurassic Coast at Branscombe mouth. This beau...
7 nights from £1145
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £1146
The New House
40254 bedroom self catering cottage in Godshill, Isle of Wight
Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...
7 nights from £1146
7 nights from £1149
The Observatory
56934 bedroom apartment with beautiful views in Seaview.
What a view! The most perfect seascape vistas will be found from this pretty apartment in the heart of the traditional seaside village of Seaview. This quirky home-from-home is the...
7 nights from £1149
7 nights from £1152 *
Anchorage
23056 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.
Situated up above Port Isaac, Anchorage nestles amongst its elegant neighbours in a popular terrace overlooking Port Gaverne cove on the north Cornish coast. From its elevated ...
7 nights from £1152 *
7 nights from £1157
Mordros
55754 bedroom cottage with sea views near Marazion, West Cornwall.
The sea beckons you as you wind your way along the country lanes to arrive at the idyllic hamlet of Trenowin, tucked away on the breathtaking Cornish coast. Sleeping eight lucky gu...
7 nights from £1157