Holiday cottages sleeping two people
For a last minute weekend away, or a special occasion, treat yourselves to a romantic getaway in a holiday cottage for two in East Devon. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 52 self catering cottages in East Devon that sleeps two.
7 nights from £406 * booking fees included
Lower Barn
49832 bedroom self catering cottage near Colyton, South Devon.
Tucked away in a secluded position on a working farm, Lower Barn is a cosy countryside hideaway, nestled in a National Landscapes area (formerly known as an Area of Outstanding Nat...
7 nights from £406 *
7 nights from £427 booking fees included
Hatway Hideaway
48491 bedroom, dog friendly quirky cottage near Sidmouth, South Devon.
Situated in an Area of Outstanding Natural Beauty, surrounded by unforgettable Devon countryside, Hatway Hideaway is a wonderful, pocket sized haven for those looking for peace and...
7 nights from £427
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10% off
4 Sep 2026 - 11 Sep 2026
£522.00 £475.10 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!
7 nights from £466 * booking fees included
Wadsbury Farm Cottage
20682 bedroom, rural holiday cottage near Lyme Regis, South Devon.
Wadsbury Farm Cottage is in a hilltop position in the Blackdown Hills, a National Landscapes area (formerly known as an Area of Outstanding Natural Beauty), with the coastal towns ...
7 nights from £466 *
7 nights from £476 booking fees included
Swallows' Rest
46441 bedroom, dog friendly cottage near Beaminster, Dorset.
The sleepy west Dorset countryside awaits you at this cute bolthole for two (plus your four-legged friends). Tucked away at the end of the owners' garden, this converted barn is hi...
7 nights from £476
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Best company for UK holiday home rentals
7 nights from £493 booking fees included
Old Orchard Cabin
3742Bespoke dog friendly cabin with wood-fired hot tub in Colyton, Devon
Snuggled into the hillside and reached on foot up through an ancient orchard, this bespoke cabin is the ultimate rural retreat. Gaze at the stars through the window from your super...
7 nights from £493
7 nights from £504 * booking fees included
The Cowshed
47432 bedroom, dog friendly cottage near Lyme Regis, Dorset.
Nestled in the sleepy Somerset countryside, The Cowshed is a converted farm building, offering an excellent retreat. From the moment you arrive at this 'off the beaten track' setti...
7 nights from £504 *
7 nights from £531 * booking fees included
The Apple Press
47443 bedroom, dog friendly cottage near Lyme Regis, Dorset.
Just ten miles north of Lyme Regis, the 'Pearl of Dorset', situated in gentle Somerset countryside is The Apple Press, a fabulously converted single storey farm building. The o...
7 nights from £531 *
From £68 per night + £53 booking fees
The Whistle
5004Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
If you are looking for a luxurious and unique glamping experience, then look no further than The Whistle. A gorgeously designed shepherd's hut, complete with enchanting outside spa...
From £68 per night
From £68 per night + £53 booking fees
The Crook
5003Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
Perfectly positioned in a peaceful spot, you will find this stunning shepherd's hut that has been masterfully created. The Crook is a true hideaway in glorious surroundings and you...
From £68 per night
7 nights from £544 * booking fees included
The Barn
49823 bedroom self catering cottage near Colyton, South Devon.
Make your way to an idyllic working farm nestled in a National Landscapes area (formerly known as an Area of Outstanding Natural Beauty) in east Devon, where you will find The Barn...
7 nights from £544 *
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.
We need the tonic of wildness, said Thoreau. So, choose your favorite person and check in to the restorative cure of a South and West cottage for two.
Whether coming to the West Country for a romantic break or simply to reconnect and recharge with a friend or family member, a self-catering cottage for two in this part of the world will give you the peace and quiet to evoke old, fond memories and create new ones.
Romp through Dorset’s Blackmoor Vale’s romantic rolling hills and explore remnants region’s fascinating mythological and historical past at Sherbourne Abbey or in the very cliffs of the Jurassic coastline.
Head to Exmoor for wooded copses, sparkling streams, and heather-clad moors to serve as the backdrop to your escapades. Hop aboard the wonderfully nostalgic West Somerset Railway – a scenic 20-mile rail tour from the Quantock Hills to the Bristol Channel coast - to explore this county in style.
Dartmoor’s wilds are equally as compelling. After an action-packed day cycling or hiking its myriad trails, visit the idyllic village of Lustleigh to imagine yourself in a bygone era and to treat yourself to a cream tea.
Stroll to the sound of crashing waves and the cries of seabirds at one of the region’s seaside towns or beautiful beaches. Try the promenade in Devon’s Babbacombe, the sand dunes at Croyde Bay or the elegance of Branscombe beach. Head further west for the Cornish wilds of Sennen Cove, surf-hub Bude and the rugged North Coast or to the mellower seas – and foodie heaven – of Fowey.
After all your adventures together, return to your self catering cottage to relax and unwind. For added luxury choose a hot tub break for two and bubble your troubles away all holiday long.
