Cottages for a five night break in Dorset
We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in Dorset, 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...
We have 36 cottages available in Dorset available for five night breaks
7 nights from £735
Bluebells
56242 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...
7 nights from £735
7 nights from £756
The Old Dairy
55512 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
Situated within the southern neolithic ring of Knowlton Church and Earthworks and perfectly positioned under a Dark Sky Reserve, is The Old Dairy; a stylish and modern conversion t...
7 nights from £756
We’re here to help you find your perfect place to stay 7 days a week.
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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 £503
The Gardens
54062 bedroom, dog friendly cottage in historic Sherborne, Dorset.
From the rolling hills of the Dorset countryside to the beautiful historic streets of Sherborne and down to the Jurassic Coast, explore it all whilst staying at The Gardens. This c...
7 nights from £503
7 nights from £507
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 £507
7 nights from £840
Seymour Barn
53142 bedroom, dog friendly barn conversion in Bridport, Dorset.
With the bustling market town of Bridport within striking distance, this beautiful barn conversion is the perfect home-away-from-home. A delightful spot to explore all the beauty a...
7 nights from £840
7 nights from £386
Periwinkle Cottage
52581 bedroom, dog friendly character cottage in market town of Bridport, Dorset.
Tucked away off one of Bridport's vibrant streets is Periwinkle Cottage, a beautiful home ready to welcome you for a fantastic stay. This gorgeous terraced retreat is the perfect p...
7 nights from £386
7 nights from £628
Quince Cottage
51903 bedroom, dog friendly cottage close to the beach near Bridport, Dorset.
With the World Heritage Jurassic Coast within one mile's walk, Quince Cottage is a welcoming home in the pretty West Dorset village of Chideock. This charming home is the perfect l...
7 nights from £628
7 nights from £755
Woodville Cottage
51513 bedroom, dog friendly home near the beach in Lyme Regis.
Woodville Cottage is a pretty and charming property, an annexe to a Grade II Listed Georgian building. Hidden away from the hustle and bustle of the elegant seaside town of Lyme Re...
7 nights from £755
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7 nights from £1010
Acorns
48283 bedroom cottage in Corfe Castle, Dorset.
Set on a private, secluded plot, Acorns is a wonderful family holiday home. Recently renovated to a very high standard, this detached house in the historic village of Corfe Castle ...
7 nights from £1010
7 nights from £675
Bay Tree Cottage
48353 bedroom, dog friendly cottage near Bridport, Dorset.
Situated in a sleepy west Dorset village, just a short drive from the spectacular Jurassic Coast, you will find this pretty terraced cottage. Bay Tree Cottage offers all the deligh...
7 nights from £675
