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 £5166.53 booking fees included
Robin Hill Cottages
7 nights from £2298.00 booking fees included
Reserve your 2027 holiday for just £40.00
Find out moreGrascott 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 £5033.57 booking fees included
Bochym Manor
7 nights from £3354.89 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
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.
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.