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 £616
Meadowvine
49843 bedroom modern property with a hot tub in a pretty market town, near Falmouth, South Cornwall.
A modern and luxurious three bed townhouse with a hot tub, what a treat for your stay. This well-equipped and beautifully presented property is found in the pretty market town of P...
7 nights from £616
7 nights from £617
The China Dolls House
26663 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.
The views from this pretty, semi-detached cottage across to St Michael's Mount and the Atlantic Ocean, are simply magnificent. The 'Mount' majestically dominates the bay at Marazio...
7 nights from £617
7 nights from £620
High Tide
46033 bedroom apartment with sea views in Falmouth, West Cornwall.
A beautiful apartment in a grand Georgian building set in the heart of Falmouth with views of Falmouth harbour and beyond. Set close to the water and only moments from the town cen...
7 nights from £620
7 nights from £626
Captain's Retreat
18133 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.
Boscastle needs little introduction, its picturesque harbour being a well-known Cornish landmark. A mere two minute stroll back from the fishing boats, tucked below the harbour...
7 nights from £626
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 £633
The Little Cider House
4479Family size cabin with hot tub near Fowey, South Cornwall.
Oh my, what a special place this is! If Enid Blyton could have imagined a perfect setting for 'Five go glamping in Cornwall', I am sure she would have created this idyllic rural pa...
7 nights from £633
7 nights from £638
Harbour Lights
25253 bedroom apartment with sea views in Mevagissey, South Cornwall.
You can indeed see the harbour lights from this immaculate cliffside apartment set above bustling Mevagissey harbour, and watch the fishing fleet as they come and go. This ancient,...
7 nights from £638
7 nights from £640
Sunnyside Cottage
28563 bedroom, dog friendly cottage in Perranporth, North Cornwall.
A gorgeous Cornish cottage, close to the shores of the glorious Perranporth beach. This charming detached cottage is ideal for families and dog lovers as the pretty lawned garden i...
7 nights from £640
7 nights from £642
Ruth's Cottage
39673 bedroom self catering cottage near Port Isaac, North Cornwall.
If you're looking for a taste of village life, then this enchanting end of terrace cottage in pretty St Teath, close to the north Cornish coastline, is just the answer. Within walk...
7 nights from £642
7 nights from £642
Parc an Nance Barn
45693 bedroom, dog friendly cottage near Porthleven, West Cornwall.
Parc an Nance Barn is a tucked away chocolate box delight. This dreamy, detached barn is located next to the local village school, and with views of the church and a pub just minut...
7 nights from £642
7 nights from £650
The Little Dairy Park Farm
56362 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...
7 nights from £650
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
