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 £749
Fairview
27503 bedroom, dog friendly cottage with sea views near Fowey, Cornwall.
With fabulous panoramic views over the rooftops of Polruan and the sparkling water of the River Fowey, and Fowey itself on the other side of the estuary, this lovely Victorian seas...
7 nights from £749
7 nights from £764
The Old School Room
41013 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.
This upside down, contemporary abode sits right in the very heart of Marazion, set back from the road and a short walk to the glorious safe, sandy beach, shops, restaurants, pubs a...
7 nights from £764
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 £765
Restormel Cottage
54053 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.
Tucked along a country lane in a woodland setting, yet close to the sheltered coves and bays of the south Cornish coast, Restormel Cottage sets the scene for your luxury country ho...
7 nights from £765
7 nights from £767
Sunnyside
49603 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Perfectly situated in the much sought-after village of Seaview on the Isle of Wight, Sunnyside is an appealing dog friendly holiday abode fully refurbished in 2021/22. It is set in...
7 nights from £767
7 nights from £768
Chyvean
47243 bedroom, dog friendly cottage near the beach near Porthleven.
In the heart of a quintessential Cornish village and only 500 yards from the sea you will find the charming Chyvean. Nestled in Gunwalloe on the Lizard peninsula, this delightful s...
7 nights from £768
7 nights from £795
Penlyne
54403 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.
What a handsome house this is, located across the valley from Restormel Castle, Penlyne is simply a stunning detached period property surrounded by woodland, and for many guests, t...
7 nights from £795
7 nights from £805
Little Bovey Farmhouse Retreat
56963 bedroom, dog friendly holiday cottage in Bovey Tracey, Dartmoor.
Whether you're looking for coast or countryside, this beautiful semi-detached cottage is located perfectly. Boasting a bubbling hot tub, pizza oven, a fabulous enclosed courtyard, ...
7 nights from £805
7 nights from £806
Goose Chase
51363 bedroom holiday cottage with sea views in Penzance, West Cornwall.
Found deep in the heart of the stunning countryside of west Cornwall, just on the outskirts of the pretty village of Madron, Goose Chase is a fabulous holiday retreat, perfect for ...
7 nights from £806
Choose our flexible booking option and have the ability to cancel anytime.
7 nights from £809
Stone Lodge
56953 bedroom self catering cottage in Totnes, South Devon.
For the loveliest rural escape nestled in the most beautiful south Devon countryside, let us introduce you to Stone Lodge. If you're searching for peace and tranquility, a remote l...
7 nights from £809
7 nights from £817
3 Porthilly
23043 bedroom dog-friendly holiday cottage near the beach in Rock, North Cornwall.
Rock is a very special destination and, coupled with the comfort and deceptively spacious interior of this charming Cornish terraced cottage, guests are assured a wonderful holiday...
7 nights from £817