September Holidays in Somerset
Squeeze out the last drops of summer and head to Somerset for an unforgettable holiday. Enjoy the September sunshine illuminating Somerset's beautiful landscapes and spend your days making the most of the late summer vibes. Then, when you are ready to turn in, return to your own slice of paradise in a luxury self-catering retreat. Read more
If you are not quite ready to let summer go yet, book yourself a September holiday in Somerset. Last-minute or planned well in advance, a September getaway in Somerset will let you do your summer justice and leave you feeling relaxed and revived. Whether you are looking for a one-bed retreat, dog-friendly holiday cottage or big house with space enough for all the family and friends too, we will help you find the right cottage for you. With every one of our holiday cottages personally inspected and carefully selected onto our books, we make sure you can enjoy the best of the best. Browse our 46 cottages available for a September break in Somerset and let the good times commence. Your holiday with Classic Cottages will be so good you'll wish you could do it twice.
Select from 46 Somerset cottages available for September
7 nights from £1718
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 £1718
From £150 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 £150 per night
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 £1000
The Cottage at Ford Barton
54672 bedroom cottage in the Blackdown Hills 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 £1000
7 nights from £607
Pippins
53603 bedroom, dog friendly character 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 £607
7 nights from £527
Green Place
53131 bedroom, dog friendly cottage within walking distance of the cathedral 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 £527
7 nights from £1112 *
Springfields
52494 bedroom, dog friendly home with on-site spa facilities 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 £1112 *
7 nights from £582
Jasmine Cottage
51922 bedroom, dog friendly character 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 £582
7 nights from £938
Keepers Cottage
51943 bedroom, dog friendly cottage with wonderful views 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 £938
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 £919 *
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 £919 *
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