Devon Retreats that Sleep 5 People
Be adventurous and book a spontaneous short break in Devon. Then when you've had a taste, plan a week or two for later in the year. In a luxury self-catering cottage sleeping 5 people, you can enjoy all that Devon has to offer with your nearest and dearest and then return to your own slice of heaven. Browse our list of available cottages to find your favourite one. We currently have 154 cottages for up to 5 people available. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Select from 154 available cottages for 5 people in Devon
7 nights from £621 booking fees included
Aveton Cottage
23553 bedroom, rural holiday cottage with a pool near Totnes, South Devon.
In a tranquil Devonshire valley, this gorgeous stone cottage has sunlight streaming in through glazed doors and floor length windows. Approached by a farm lane, past Aveton Farmhou...
7 nights from £621
7 nights from £497 booking fees included
4 Pickwick Cottages
57863 bedroom, dog friendly cottage near Bigbury-on-Sea, South Devon.
Perfectly situated in the pretty village of St Ann's Chapel in the heart of the South Hams, just a few minutes' drive to south Devon's best beaches, 4 Pickwick Cottages is a beauti...
7 nights from £497
Reserve your 2027 holiday for just £40.00
Find out more7 nights from £510 booking fees included
Old Forge Cottage
41843 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.
This charming retreat makes for the perfect adventurer’s bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...
7 nights from £510
7 nights from £567 booking fees included
Holly Cottage
47283 bedroom thatched, dog friendly cottage in Yealmpton, South Devon.
Tucked away in the beautiful hamlet of Dunstone in the glorious South Hams you will discover Holly Cottage, a gorgeous getaway dating back to the mid-18th Century. The Grade II Lis...
7 nights from £567
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £586 booking fees included
New Mill
61912 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
Welcome to this rather unique holiday retreat. New Mill is a rather deceiving name for this Grade II Listed watermill, which boasts many stunning original features, lovingly preser...
7 nights from £586
7 nights from £584 booking fees included
Shepherd's Sky Super Hut
3334Dog friendly shepherds hut sleeping 5 near Tiverton, North Devon.
Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...
7 nights from £584
7 nights from £640 booking fees included
Seaclusion
28623 bedroom apartment with sea views in Westward Ho!, North Devon.
Nassau Court is a striking building which has pride of place right on the seafront with the sea a stone's throw away and the stunning north Devon beaches curving away into the dist...
7 nights from £640
7 nights from £649 booking fees included
Belle Vue Cottage
46573 bedroom, dog friendly self catering cottage in Totnes, South Devon.
Nestled in the village of Rattery, only a short distance from Totnes and the glorious south Devon coast, this beautiful cottage is furnished with real charm and style. With an e...
7 nights from £649
7 nights from £675 booking fees included
Fairfield
48773 bedroom self catering cottage near Kingsbridge, South Devon.
Welcome to Fairfield, a light and airy getaway tucked away in the pretty village of Chillington which lies in the gorgeous south Devon Area of Outstanding Natural Beauty. With the ...
7 nights from £675
7 nights from £779 booking fees included
White Hart Cottage
49613 bedroom, dog friendly holiday cottage in Colyton, South Devon.
Perfectly situated on a quiet street in the centre of the pretty town of Colyton, White Hart Cottage is a lovingly restored Devonshire cottage, furnished with gorgeous contemporary...
7 nights from £779
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.
Whether you are revisiting a firm favourite or would like to discover somewhere new, you won't fail to be enchanted by our portfolio of self-catering cottages for up to 5 people. Herd up your family or friends and let your imagination run wild with plans for a wonderful holiday together; these are the days that will make lifelong memories.
Country to coast, our wide range of self-catering accommodation offers something for every preference. Choose a cosy retreat to beat the winter blues or pick a holiday cottage by the beach for a summer for a seaside stay. If there is a four-legged member of your family, we have lots of dog-friendly properties for 5 people too so that all the family can join in on your Devon getaway. With the holiday of a lifetime in your hands, you can do as much or as little as you please all from the comfort of your own private home.
Devon Cottages Sleeping Five People
With ample room for all the gang or providing lots of space to spread out and settle in, our self-catering cottages for five people offer a luxurious base for your Devon adventure. Priding ourselves on marketing only the finest holiday cottages around, we handpick each of our cottages onto our books. To make sure your holiday is the best it can be, we give help and support every step of the way. If you have any questions, don't hesitate to get in touch.