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 £940
The Shippon at Oldsbrim
46213 bedroom, dog friendly holiday cottage near Ashburton, Dartmoor.
This charming converted Shippon is situated in the heart of Dartmoor. With stunning views over to Sharp Tor and surrounded by wild ponies, it's an ideal location for exploring the ...
7 nights from £940
7 nights from £964
Blue Breeze-Morwenstow 7
28942 bedroom holiday apartment with sea views in St Ives, West Cornwall.
Occupying one of the most sought-after locations in St Ives, this fabulous lower ground floor apartment is creatively designed to take advantage of the spectacular view. A short st...
7 nights from £964
7 nights from £975
The Sea House
43023 bedroom holiday cottage with sea views in Coverack, West Cornwall.
This contemporary detached house has stunning sea views throughout, where the gentle sounds of the sea will wash away your worries. Set on the edge of the pretty village of Coverac...
7 nights from £975
7 nights from £977
Cliff Cottage
41533 bedroom, dog friendly cottage near the beach in Portscatho.
Beautifully situated just above the picturesque harbour in Portscatho, from the garden Cliff Cottage enjoys incredible panoramic sea views of Gerrans Bay including Porthcurnick Bea...
7 nights from £977
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15% off
21 Dec 2024 - 28 Dec 2024
£1927.00 £1637.95
7 nights from £1095
The Old Workshop
55563 bedroom, dog friendly self catering cottage near Lutterworth.
Perfectly placed in the serene countryside near the village of Shawell, this charming cottage is part of a cluster of dwellings encircling a shared gravel courtyard which is anchor...
7 nights from £1095
7 nights from £1145
Ommen
56813 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.
Perched on the clifftop overlooking Sennen Cove yet nestled by neighbouring properties, come and immerse yourself in the timeless allure of coastal living found here in Ommen. ...
7 nights from £1145
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.
From £165 per night
Stargazers' Retreat
5125Luxury Yurt for 5 near the beach near Ventnor, Isle of Wight.
Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated ...
From £165 per night
7 nights from £1241
Coach House
55553 bedroom, dog friendly self catering cottage near Lutterworth.
A truly welcoming holiday home awaits your stay, located in the pleasant village of Cotesbach in rural Leicestershire right in the heart of the Midlands. This three bedroom luxury ...
7 nights from £1241
7 nights from £373
No 4
48043 bedroom holiday cottage near the sea in Boscastle, North Cornwall.
Packed full of character and charm, this Grade II Listed terraced cottage is waiting to welcome you to a wonderful holiday in the coastal village of Boscastle. If only walls could ...
7 nights from £373
7 nights from £420
Castle View
42743 bedroom self catering cottage in Launceston, North Cornwall.
Situated on the edge of St Stephens, a village that borders the historic market town of Launceston with wonderful views towards the Norman Castle in the town, Castle View is the pe...
7 nights from £420
