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.
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 618 cottages that sleep 5 people
Chycoose Cottage
25453 bedroom cottage with estuary views near Truro, South Cornwall.
The superb location of this gorgeous cottage gives unrestricted views over Restronguet Creek from every room, with the glass-fronted first floor sitting-room and balcony providing ...
Price per week £686 - £1920
-
20% off
27 Jul 2018 - 3 Aug 2018
£1880.00 £1504.00
Phoenix
38734 bedroom holiday cottage with sea views near Looe, South Cornwall.
The glittering water of Talland Bay is seen in all its glory from both the decking and house at Phoenix; a stunning view that is utterly mesmerising on sunny days. With plenty of s...
Price per week £720 - £2250 *
* Includes 20% off for parties up to 5 + cot on selected dates. The first floor is excluded at the discounted rate.
The Captain's Gig
37283 bedroom, dog friendly cottage with sea views in St Austell.
Sitting right above the tiny harbour at Charlestown with views of the tall ships moored below, The Captain's Gig is a lovely 18th Century terraced cottage sympathetically updated t...
Price per week £722 - £1570
20% off for parties up to 2 + cot on selected dates. Bedrooms 2 and 3 are excluded at the discounted rate.
Blue Breeze-Morwenstow 7
28942 bedroom holiday apartment with sea views in St Ives, West Cornwall.
Designed to complement the most spectacular views over Porthminster beach, St Ives harbour and beyond, these security-gated apartments are stylish, contemporary and exceedingly com...
Price per week £759 - £1990
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.
Fernsdale
40053 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Right in the heart of Seaview village, this semi-detached property has been completely renovated, with a Skandi theme, to offer a wonderful place to stay on the Isle of Wight. With...
3 Astra House
35413 Astra House is a comfortable first floor apartment within a converted Victorian House
3 Astra House is a comfortable first floor apartment within a converted, red brick Victorian house, located on a quiet residential no-through road in Seaview. Offering light and sp...
Price per week £334 - £825
1 Yarborough Cottage
37463 bedroom self catering cottage near the beach in St Helens, Isle of Wight.
1 Yarborough Cottage is a wonderfully quaint end of terrace property facing St Helens Green on the east side of the island, with far reaching views over Culver Downs. The owners ha...
Price per week £358 - £870
Number 4
26813 bedroom holiday cottage with sea views near Mousehole, West Cornwall.
Perched high above the harbour in bustling Newlyn, Number 4 enjoys uninterrupted sea views across Mount’s Bay. This terraced fisherman’s cottage is accessed along a pedestrian lane...
Price per week £360 - £995
27 Tollgate Cottages
35403 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
27 Tollgate Cottages is one of a number of well presented, beachfront holiday bungalows situated in Salterns Village, a small gated development located opposite Seaview Duver and b...
Price per week £375 - £830
24 Tollgate Cottages
35373 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
24 Tollgate Cottages is a comfortable property just a stone's throw away from the beach, and a short walk from the local shops and dining in Seaview village. Situated on a small de...
Price per week £375 - £830
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.