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 £1294 *
Duncombe
49856 bedroom, dog friendly home with sea views in Teignmouth, Devon.
Proudly looking down over Teignmouth and with fabulous views of the ever-changing sea and estuary, Duncombe is a very special place which is sure to be a favourite with big groups ...
7 nights from £1294 *
7 nights from £1296
Peter's Cottage
56793 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.
Nestled high above glorious Sennen Cove in a fantastically unique position overlooking the quaint harbour, Peter's Cottage is a coastal getaway with unrivalled views of the rolling...
7 nights from £1296
7 nights from £1314
Lachlan's Barn
55543 bedroom, dog friendly self catering cottage near Lutterworth.
Lachlan's Barn is a charming blend of rustic charm and modern comfort set within a beautifully converted farm building boasting open plan living and three en suite bedrooms. The...
7 nights from £1314
7 nights from £1314 *
Parc Brawse House
54315 bedroom, dog friendly cottage with sea views in The Lizard.
Blending the best of both classic and modern interiors, Parc Brawse House stands in an enviable position with near panoramic views of the Lizard peninsula. One of the most southerl...
7 nights from £1314 *
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £1320 *
Halland Rise
55004 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lo...
7 nights from £1320 *
7 nights from £1350
The Granary at Polwrath
46563 bedroom, dog friendly cottage near Liskeard, North Cornwall.
Treat yourself to a well deserved break at The Granary at Polwrath, a very special rural retreat. Nestled on the edge of the hamlet of Tremar, in a truly beautiful part of Cornwall...
7 nights from £1350
7 nights from £1355 *
Upton Mill
15965 bedroom, dog friendly cottage with sea views near Port Isaac.
Wow, Upton Mill is stunning! Perched on the north Cornish coast just minutes from dog-friendly Trebarwith Strand and within easy reach of Port Isaac and Padstow, this is a perf...
7 nights from £1355 *
7 nights from £1383
Bank Cottage
56063 bedroom self catering cottage in Longborough.
Nestled within the charming village of Longborough in the scenic north Cotswolds, this inviting three bedroom stone cottage embodies quintessential Cotswold charm. The picturesque ...
7 nights from £1383
7 nights from £1386 *
Far View
52046 bedroom, dog friendly secluded holiday home in North Cornwall.
Looking for the ultimate get away from it all holiday retreat? Well gather up family and friends to discover the magic at Far View and create cherished holiday memories along the w...
7 nights from £1386 *
7 nights from £1400
Costers Lodge
54903 bedroom, dog friendly self catering cottage in Midhurst.
Sitting in gorgeous countryside, this 100 year old luxury sandstone cottage is just a stone's throw from Cowdray House and only a five-minute drive from the centre of Midhurst. It'...
7 nights from £1400
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.
