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 143 self catering cottages with 5 bedrooms
Wringford Cottages
7 nights from £5353 booking fees included
Robin Hill Cottages
7 nights from £2298 booking fees included
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
Grascott Forest Cottages
7 nights from £2268 booking fees included
Robin Hill Cottages
7 nights from £1990 booking fees included
British Travel Awards 2025
Best company for UK holiday home rentals
Trafalgar Barton Estate
7 nights from £5034 booking fees included
Bochym Manor
7 nights from £3456 booking fees included
Lower Tregiddle
7 nights from £2162 booking fees included
River Dart Hideaways
7 nights from £5774 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 £2302 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 £2302
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.
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.
