Holiday Cottages with 5 Bedrooms
Ready to gather your favourite people and head to the South and West? Our diverse range of five bedroom holiday cottages are all personally inspected so that you can enjoy a slice of paradise from your very own home-from-home. Action-packed week or laid-back short break, however you want to spend your holiday together we'll find the perfect base for you and all the family, including the dog. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 140 self catering cottages with 5 bedrooms
Wringford Cottages
7 nights from £5353.18 booking fees included
Robin Hill Cottages
7 nights from £2298.00 booking fees included
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
Grascott Forest Cottages
7 nights from £2315.45 booking fees included
Robin Hill Cottages
7 nights from £1990.00 booking fees included
British Travel Awards 2025
Best company for UK holiday home rentals
Trafalgar Barton Estate
7 nights from £4665.82 booking fees included
Bochym Manor
7 nights from £3401.91 booking fees included
Lower Tregiddle
7 nights from £2161.95 booking fees included
River Dart Hideaways
7 nights from £4941.00 booking fees included
7 nights from £2700 booking fees included
Dannett House
51449 bedroom, dog friendly self catering home near Looe, South Cornwall.
Immerse yourself in rural life and revitalise the senses at the wonderful Dannett House. Nestled in the heart of the countryside, amidst rolling pastures, wide open skies and wonde...
7 nights from £2700
7 nights from £2303 booking fees included
Meadowcliff
40968 bedroom, dog friendly home with hot tubs and sea views in Shaldon, South Devon.
Situated in what must be the finest waterside location in south Devon, Meadowcliff House and Cottage is a stunning holiday retreat with idyllic panoramic views across the estuary a...
7 nights from £2303
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£1284 off
1 Sep 2026 - 4 Sep 2026
From £3125.50 £1841.50 booking fees included
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£1934 off
7 Sep 2026 - 11 Sep 2026
From £3590.25 £1656.25 booking fees included
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£891 off
16 Sep 2026 - 18 Sep 2026
£2124.50 £1233.50 booking fees included
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£284 off
21 Sep 2026 - 24 Sep 2026
From £2124.50 £1840.50 booking fees included
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£390 off
5 Oct 2026 - 9 Oct 2026
From £2553.75 £2163.75 booking fees included
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
Sometimes we all just need to get away for a while, and our 5 bedroom cottages in the South and West provide the perfect escape. Whether you are looking for a woodland weekend, a luxurious retreat with hot tub and swimming pool, an active week by the sea or a few days exploring quaint villages and discovering little boutiques, we will find something for you.
Across the South West, all of our self catering cottages with five bedrooms are ready to welcome you in. Each cottage is personally inspected to ensure we maintain the highest standard, and nothing is overlooked. All you need to do is gather your nearest and dearest and enjoy your time together in a cottage that is just right for you.
