Summer Holiday Cottages in Somerset
One week, two weeks or more, give yourselves something special to look forward to and head to Somerset for the summer holidays. Warm weather, blue skies and brilliant sunshine brightly showing off all Somerset has to offer, this is a glorious time of year. Book yourself one of our 47 available self-catering cottages and make your school summer holiday unforgettable.Read more
With a well-deserved break from school, work and the usual tasks of everyday life in reach, turn your gaze to Somerset. With miles of coastline, deep gorges gouged out of deep green valleys and a multitude of historic cities, quirky towns and quaint villages to visit, Somerset is truly a captivating playground. Choose to join the summer activity or head away to your own secret hideaway, the choice is yours for the perfect school summer holiday in Somerset.
School Summer Holidays in Somerset
However you envisage your dream summer holidays, Somerset holds the key. Explore in the day, delighting in the sights and soaking in the county's at once laid-back and vibrant atmosphere. Then, when you've had your fill of adventure, return to your own private home-from-home with a Classic cottage.
Whoever is in your party, our portfolio includes holiday homes of all different shapes and sizes. Pick one that suits your needs and get ready for the holiday of a lifetime. To ensure only the highest standards are met, all of our cottages are personally inspected and carefully selected onto our books.
47 available Somerset self-catering cottages for the school summer holidays
7 nights from £2036
Merryfields
55724 bedroom, dog friendly self catering cottage near Bath.
This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...
7 nights from £2036
From £145 per night
Len's Hut
2711Shepherds hut with hot tub and outstanding views near Wells, Somerset.
Sitting in a peaceful meadow between the foothills of the Mendips and the serene landscapes of the Somerset Levels, beautifully crafted Len's Hut is the sweetest escape for two. ...
From £145 per night
7 nights from £1141
The Cottage at Ford Barton
54672 bedroom self catering cottage near Wellington, Somerset.
Within the pretty Somerset village of Churchinford, this tranquil cottage has been furnished with comfort in mind. There is so much to explore locally with the Blackdown Hills (whi...
7 nights from £1141
7 nights from £746
Pippins
53603 bedroom, dog friendly holiday cottage near Beaminster, Somerset.
Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...
7 nights from £746
7 nights from £601
Green Place
53131 bedroom, dog friendly self catering cottage in Wells, Somerset.
Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...
7 nights from £601
7 nights from £1739 *
Springfields
52494 bedroom, dog friendly self catering cottage near Wells, Somerset.
Tucked away in the pretty countryside just outside of Wells and set over two floors, Springfields offers fresh and bright accommodation, with views over the surrounding fields. Sit...
7 nights from £1739 *
7 nights from £716
Jasmine Cottage
51922 bedroom, dog friendly self catering cottage near Wells, Somerset.
Tucked away in the village of Stratton-on-the-Fosse, this delightful, terraced cottage is welcoming and quaint. Situated just off the Fosse Way; the ancient Roman road between Bath...
7 nights from £716
7 nights from £1153
Keepers Cottage
51943 bedroom, dog friendly self catering cottage near Yeovil, Somerset.
Keepers Cottage is the former gamekeeper's cottage for Montacute House and is set in the rolling countryside of South Somerset, close to the historic village of Montacute. Stunning...
7 nights from £1153
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
7 nights from £1067 *
Meadowbank
51874 bedroom self catering cottage with sea views in Porlock, Somerset.
In the perfect situation on the edge of the rugged Exmoor National Park and on the stunning West Somerset coastline, Meadowbank is a stylish and beautiful home from which to explor...
7 nights from £1067 *
7 nights from £762
The Crook
50031 bedroom shepherds hut 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...
7 nights from £762
7 nights from £762
The Whistle
50041 bedroom shepherds hut 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...
7 nights from £762
7 nights from £972
Minstrels
49302 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
As soon as you step through the front door of this gorgeous cottage, you will fall in love with its character and charm. It is easy to see where the cottage gets its name when you ...
7 nights from £972
7 nights from £1142
Elm Cottage
48373 bedroom, dog friendly cottage near the sea near Minehead, Somerset.
Perfectly situated on the fringes of the beautiful, rugged Exmoor National Park, this semi-detached cottage is a gorgeous hideaway for all the family, including your four-legged fr...
7 nights from £1142
From £120 per night
Posy
48611 bedroom, rural shepherds hut with hot tub near Ilminster, Somerset.
Nestled in a secluded spot, Posy is a gorgeous shepherd's hut where every last detail has been thought of. The natural, peaceful setting provides the perfect escape to the countrys...
From £120 per night
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 £1098
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 £1098
Wreath Farm
7 nights from £2397
7 nights from £680 *
Frogwell Cottage
47143 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...
7 nights from £680 *
7 nights from £788
Magnolia Cottage
45542 bedroom, dog friendly cottage near Wells, Somerset.
Nestled opposite a charming magnolia tree, this delightful stone cottage is peaceful and welcoming. All on one level (apart from one step up from the porch), Magnolia Cottage offer...
7 nights from £788
7 nights from £810
The Green House
45292 bedroom, dog friendly cottage overlooking Nunney Brook near Frome, Somerset.
Enjoy a glass of fizz overlooking the peaceful stream or curl up in the cosy sitting-room in front of the fire, whichever takes your fancy, this gorgeous retreat will deliver! This...
7 nights from £810
7 nights from £1299
Wreath Farmhouse
44454 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
Wreath Farm is in a rural setting overlooking open countryside, just 10 miles inland from the beach at Lyme Regis and the stunning Jurassic Coast. The farmstead now has a new li...
7 nights from £1299
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7 nights from £785
The Piggery
43842 bedroom rural barn conversion near Wells, Somerset.
What a superb barn conversion! The Piggery is an exceptionally high quality detached property, newly converted and beautifully presented. Set on a working family farm, surrounded b...
7 nights from £785
7 nights from £768
The Cowstall
43852 bedroom rural barn conversion near Wells, Somerset.
The Cowstall is a fabulous single-storey detached property in a lovely setting at the top of the original farmstead. This exceptionally high quality barn conversion is set on a wor...
7 nights from £768
Coombe Cottage
7 nights from £1592
From £120 per night
Duck's Puddle Shepherd's Hut
4026Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.
At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting, complete with a hot tub and little ...
From £120 per night
7 nights from £1352
Coombe Lodge
32613 bedroom cottage with hot tub near Nether Stowey, Somerset.
A fabulous Scandinavian-style lodge, a steaming hot tub, a sauna and all in a setting in the Quantock Hills National Landscape, with views as far as the Bristol Channel. What a ...
7 nights from £1352
7 nights from £641
Oak Tree Barn
32882 bedroom, dog friendly cottage near Taunton, Somerset.
Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills Area of Outstanding Natural Beauty. It is perfectly placed in the peacef...
7 nights from £641
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.
7 nights from £633
Orchard Barn
32892 bedroom, dog friendly cottage near Taunton, Somerset.
Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills Area of Outstanding N...
7 nights from £633
From £120 per night
Lamb's Tale Shepherd's Hut
3246Shepherds Hut with hot tub, dog friendly near Bridgwater, Somerset.
Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...
From £120 per night
7 nights from £756
Lady's Well Shepherd's Hut
3244Shepherds Hut with a hot tub and koi carp pond near Weston-super-Mare, Somerset.
Staying in this beautifully presented shepherd's hut gives you a rare and - so often nowadays - hard to come by opportunity to have a secret and secluded location all to yourselves...
7 nights from £756
7 nights from £1327
Bashford Lodge
32263 bedroom lodge with far reaching countryside views near Taunton, Somerset.
This fabulous Somerset property has panoramic views that will take your breath away. Set on the edge of the Quantock Hills Area of Outstanding Natural Beauty, in the very picturesq...
7 nights from £1327
7 nights from £858
Andrew’s House
29323 bedroom cottage in Dulverton, Somerset.
This spacious period house is on the edge of Dulverton, the gateway to Exmoor National Park, seconds from the riverside walk into this lovely little town. Andrew's House is on t...
7 nights from £858
7 nights from £791
Kingham Cottage
29282 bedroom, dog friendly cottage near Bath, Somerset.
This 'best of all boltholes' is just a couple of miles outside the wonderful city of Bath and yet in a rural setting with panoramic valley views and a deep sense of peacefulness. ...
7 nights from £791
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
7 nights from £675
Ashey Barn
27871 bedroom rural dog friendly cottage near Wells, Somerset.
This converted single-storey barn is in a peaceful rural position on the edge of Somerset’s Mendip Hills, within easy reach of Bath, Bristol and Wells. Ashey Barn is a perfect base...
7 nights from £675
7 nights from £532
Headford Farm Cottage
28091 bedroom rural dog friendly cottage near Taunton, Somerset.
Headford Farm Cottage is on the edge of a rural hamlet, high up in Somerset's Quantock Hills Area of Outstanding Natural Beauty. This stunning ancient landscape covers 100 square k...
7 nights from £532
7 nights from £617
Dieppy Farm Cottage
27881 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
On the edge of Exmoor's stunning National Park - a designated International Dark Sky Reserve - Dieppy Farm Cottage is in the perfect spot for stargazing; on a cloudless night you w...
7 nights from £617
7 nights from £735
Brookside Cottage
26382 bedroom thatched cottage near Nether Stowey, Somerset.
In a beautiful wooded valley in the east Quantock Hills Area of Outstanding Natural Beauty, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies wi...
7 nights from £735
7 nights from £1045
The Old Barn at Cherry May Farm
25502 bedroom, rural holiday cottage with hot tub near Glastonbury, Somerset.
The Old Barn at Cherry May Farm, on the edge of the unique Somerset Levels, is a winner of the West Somerset Council 'Excellence in Building Awards' that embraces the very best asp...
7 nights from £1045
7 nights from £548
Lane Cottage
24821 bedroom, dog friendly cottage in Dulverton, Somerset.
Lane Cottage is a perfect Exmoor bolthole, tucked into a little square in the centre of the lovely market town of Dulverton. The cottage is really cosy with a multi-burner in th...
7 nights from £548
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.
7 nights from £644
Birch House Studio
24602 bedroom, rural holiday cottage near Wellington, South Devon.
This beautifully presented single-storey property is perfect for exploring the unspoilt Blackdown Hills, the stunning Jurassic Coast – both designated Areas of Outstanding Natural ...
7 nights from £644
7 nights from £917
Oliver’s Cottage
24083 bedroom, dog friendly cottage near the market town of Dulverton, Somerset.
Oliver’s Cottage is a pretty period property in Withypool, a traditional village at the heart of Exmoor National Park with a shop, seasonal tea-room, riverside picnic-area and pub ...
7 nights from £917
7 nights from £611
Hayloft
24032 bedroom dog friendly holiday cottage near Ilminster, Somerset.
Hayloft is in the heart of Barrington near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is within a small group of historic barns and ...
7 nights from £611
7 nights from £784
Bumble Bee Barn
23802 bedroom, rural holiday cottage with a hot tub, near Taunton, Somerset.
Set in the vale of Taunton, halfway between Exmoor National Park and the beautiful Quantock Hills and an easy drive from the coast, this is a perfect base from which to discover th...
7 nights from £784
7 nights from £716
The Pump House
20981 bedroom, dog friendly holiday cottage near Beaminster, Somerset.
Seize a unique opportunity and book a stay in this stunning converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Jurassic Coa...
7 nights from £716
7 nights from £641
Flax Barn
20192 bedroom barn conversion near Ilminster, Somerset.
Flax Barn is located in the beautiful south Somerset village of Barrington, not far from the Dorset border. Barrington Court and its gardens, estate, tea shop and artisan crafts wo...
7 nights from £641
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 £488 *
Cleveland Cottage
19682 bedroom cottage near the market town of Dulverton, Somerset.
Offering a 20% discount for parties of 2 (unless a special offer is already in place), this pretty cottage is situated on the eastern edge of Exmoor National Park, which can make i...
7 nights from £488 *
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20% off
19 Apr 2024 - 22 Apr 2024
£347.20£277.76
7 nights from £589
Week Cottage
16361 bedroom, rural dog friendly cottage near Dulverton, Somerset.
Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...
7 nights from £589
7 nights from £751
Manor Farm Lodge
16162 bedroom, dog friendly holiday cottage near Beaminster, Somerset.
Manor Farm Lodge is situated on the Somerset/Dorset border, with easy access to Devon. This beautifully presented cottage, surrounded by its traditional cottage garden, is the idea...
7 nights from £751