Cottages for a five night break in South West
We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in South West, so pick your next escape and get ready for a five night adventure.Read more
A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 839 cottages available in South West available for five night breaks
7 nights from £582
Spring View
56863 bedroom rural cottage near the sea and close to Dorchester, Dorset.
A family friendly holiday home situated in a beautiful rural Dorset hamlet with countryside views galore. Recently renovated throughout, Spring View, offers a peaceful escape from ...
7 nights from £582
7 nights from £841
Camellia Cottage
56803 bedroom, dog friendly holiday cottage in Brixham, South Devon.
This beautiful Grade II Listed barn has been converted and furnished to the highest of standards. Nestled in the most peaceful countryside setting, it is just a hop, skip and jump ...
7 nights from £841
7 nights from £375
Rose's Loft
57071 bedroom, dog friendly cottage near the beach in Porthallow.
With pastoral views of the surrounding woodland and within serpentine splendour, the conversion of this milking barn took place in 2021 to create a stunning bijou abode. Located a ...
7 nights from £375
7 nights from £601
Tidal Waters
56683 bedroom, dog friendly cottage with sea views near Fowey, Cornwall.
Escape on an enchanting creekside vacation, in this heavenly homestay for five in the darling hamlet of Penpol. Boasting an unrivalled location in a National Landscape (formerly kn...
7 nights from £601
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.
7 nights from £630
The Pottery
57021 bedroom self catering cottage near Tiverton, North Devon.
This is an exceptional bolthole in a farmstead setting, perched high up above the River Exe as it winds through the beautiful hills and woodland between Tiverton and Exeter in leaf...
7 nights from £630
7 nights from £880
Backswood Cottage
57012 bedroom self catering cottage near Tiverton, North Devon.
This cottage is an absolute celebration of its setting at Backswood, a working farm set on 150 acres of land, surrounded by ancient woodland. From its hilltop position, the panoram...
7 nights from £880
7 nights from £586 *
Willow Cottage
57122 bedroom, dog friendly self catering cottage in Northlew, Dartmoor.
Come and explore this deceptively spacious and rather special pretty stone cottage in the heart of the west Devon village of Northlew, a friendly sociable village on the edge of Da...
7 nights from £586 *
7 nights from £805
Little Bovey Farmhouse Retreat
56963 bedroom, dog friendly holiday cottage in Bovey Tracey, Dartmoor.
Whether you're looking for coast or countryside, this beautiful semi-detached cottage is located perfectly. Boasting a bubbling hot tub, pizza oven, a fabulous enclosed courtyard, ...
7 nights from £805
7 nights from £1278 *
The Garden House
56526 bedroom, dog friendly home with sea views near Carlyon Bay and Charlestown.
With oodles of space both inside and out, impeccable styling and immaculately presented, this fabulous house is the perfect destination property for a gathering of family or friend...
7 nights from £1278 *
7 nights from £581
Botloes Farm Barn
57112 bedroom, dog friendly self catering cottage near Newent.
This charming holiday let is a beautifully stylish converted barn situated within the serene surroundings of Botloes Farm, nestled amongst seven acres of picturesque landscapes com...
7 nights from £581
Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.
