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 £1443
Sandbrook
49094 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
A gorgeous Cornish hideaway tucked away in the laid-back village of St Agnes within walking distance to the beautiful golden sands and glittering blue waters of Trevaunance Cove, S...
7 nights from £1443
7 nights from £1456
Solas
44594 bedroom self catering cottage with sea views in Seaview, Isle of Wight.
This superb, spacious detached house close to Seaview village has wonderful sea views from the first floor open plan sitting/dining-room and balcony. Taking full advantage of the v...
7 nights from £1456
7 nights from £1460
The Ship House
20574 bedroom, dog friendly cottage near the beach near St Ives.
'Stunning retreat' is the perfect definition of The Ship House and its enclosed acre of private, well-established gardens and covered ponds. This lovely detached property lies ...
7 nights from £1460
7 nights from £1463 *
Nancemellan
53067 bedroom, dog friendly home with sea views in Crackington Haven.
Commanding a prime position and with breathtaking views of the coastline and sea beyond, this fabulous Grade II Listed family abode sits in an Area of Outstanding Natural Beauty an...
7 nights from £1463 *
7 nights from £1467
The Pink Door At Henley
54964 bedroom, dog friendly holiday cottage in Henley-in-Arden
If you are after a luxurious and indulgent break, then you are in for a treat with The Pink Door at Henley. Expect a touch of boutique-style living in a super stylish town house - ...
7 nights from £1467
7 nights from £1475
33 The Green
46584 bedroom holiday cottage near the beach in Shaldon, South Devon.
Welcome to 33 The Green, this stunning Georgian house oozes style and luxury, whilst being equally welcoming and charming, making it the ideal holiday home for all occasions. Locat...
7 nights from £1475
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.
7 nights from £1499
Fortune
43364 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight
Step on board this simply stunning houseboat situated in the picturesque Bembridge harbour, just a short walk from Bembridge village. The beautiful bright yellow door opens to a va...
7 nights from £1499
7 nights from £1500
Buckland House
42904 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Tucked out of sight yet right in the heart of Seaview, Buckland House is a stunning home, beautifully renovated by the owners and just a stone's throw from the beach and local vill...
7 nights from £1500
7 nights from £1507
Acorn Barn
49634 bedroom, dog friendly self catering cottage in Alfriston.
This beautifully converted Sussex barn is an ideal staycation for get-togethers with family and friends in a rural location in the Cuckmere Valley and South Downs National Park. It...
7 nights from £1507
7 nights from £1538
Dar View
54584 bedroom cottage near the beach in Bembridge, Isle of Wight.
If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to Dar View. An exquisite 'New England' style holiday...
7 nights from £1538
