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
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 788 cottages that sleep 5 people
7 nights from £620 booking fees included
Aveton Cottage
23553 bedroom, rural holiday cottage with a pool near Totnes, South Devon.
In a tranquil Devonshire valley, this gorgeous stone cottage has sunlight streaming in through glazed doors and floor length windows. Approached by a farm lane, past Aveton Farmhou...
7 nights from £620
7 nights from £470 booking fees included
Cwmcaseg
58113 bedroom, dog friendly self catering cottage near Aberystwyth.
Nestling amongst idyllic rolling Welsh hills in a superbly elevated location, yet a ten minute drive to the stunning beaches on the Cardiganshire coast and the vibrant seaside town...
7 nights from £470
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 £483 booking fees included
Lamellen Lodge
55823 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
Standing on guard at the entrance to the beautiful Lamellen Estate, on the banks of the River Allen, the cosy interiors of this riverside retreat sit comfortably alongside the hist...
7 nights from £483
7 nights from £497 booking fees included
4 Pickwick Cottages
57863 bedroom, dog friendly cottage near Bigbury-on-Sea, South Devon.
Perfectly situated in the pretty village of St Ann's Chapel in the heart of the South Hams, just a few minutes' drive to south Devon's best beaches, 4 Pickwick Cottages is a beauti...
7 nights from £497
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £499 booking fees included
Fell View
58123 bedroom, dog friendly self catering cottage near Hawes.
If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...
7 nights from £499
7 nights from £510 booking fees included
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 £510
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15% off
21 Aug 2026 - 28 Aug 2026
From £941.00 £809.30 booking fees included
7 nights from £515 booking fees included
Gilly Barn
20053 bedroom, rural holiday cottage near Falmouth, West Cornwall.
If you are seeking a luxury rural retreat for a relaxing much needed holiday, then look no further than the welcome waiting for you at Gilly Barn. Step away from everyday life and ...
7 nights from £515
7 nights from £541 booking fees included
Potters Cottage
47043 bedroom, dog friendly cottage near the beach in Mousehole.
In the heart of Mousehole and within walking distance from the bustling harbour, this stunning dog-friendly cottage is simply charming and offers a wonderful seaside escape. Potter...
7 nights from £541
7 nights from £541 booking fees included
Dove Cottage
52753 bedroom, dog friendly cottage near the beach in Mousehole.
Nestled in the heart of the charming fishing village of Mousehole, Dove Cottage is a delightful holiday abode, perfectly positioned close to galleries, eclectic shops and cafes, an...
7 nights from £541
7 nights from £549 booking fees included
Cobble Cottage
52833 bedroom, dog friendly holiday cottage near Bude, North Cornwall.
Kilkhampton is a charming Cornish village, perfectly positioned for discovering the very best of North Cornwall. Tucked away in a peaceful courtyard just opposite the village squar...
7 nights from £549
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
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.
