Holiday Cottages in Dorset for June
We have handpicked 37 of the finest luxury cottages in Dorset available in June. All of our self catering cottages are personally inspected and fully equipped, so pack your bags and get ready for a well-deserved getaway. Times to truly relax are few and far between so seize the opportunity with both hands and enjoy all that Dorset has to offer. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.37 Dorset cottages available in June
7 nights from £806 *
Minnie's Cottage
61262 bedroom, dog friendly cottage near the beach near Bridport.
Minnie's Cottage is a cosy quintessential thatched cottage in the beautiful coastal village of Burton Bradstock. Situated in the heart of the village and just half a mile from the ...
7 nights from £806 *
7 nights from £1828 *
Oak Tree House
61124 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...
7 nights from £1828 *
7 nights from £571
Kingfishers
60351 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...
7 nights from £571
-
20% off
4 May 2026 - 11 May 2026
From £538.00 £430.40
Hood's and Loaf at Kingsland Farm
7 nights from £2071
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1488
Hood's
60452 bedroom, dog friendly self catering cottage near Bridport, Dorset.
**Hood's can accommodate flexible check in days – please contact us to request.** This stunning barn and milking parlour conversion is set within the glorious Dorset countryside...
7 nights from £1488
7 nights from £583
Loaf At The Granary
60461 bedroom, dog friendly self catering cottage near Bridport, Dorset.
**Loaf At The Granary can accommodate flexible check in days – please contact us to request.** Loaf At The Granary is a gorgeous and sympathetic restoration of an ancient Dorset...
7 nights from £583
7 nights from £1073 *
Freshfields
57064 bedroom self catering cottage near Dorchester, Dorset.
Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...
7 nights from £1073 *
7 nights from £698 *
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 £698 *
7 nights from £612 *
Pippins
53602 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 £612 *
7 nights from £933 *
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 £933 *
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
Dorset, a county packed full of stunning natural landscapes, famous geographical landmarks, country towns and postcard villages. Choose whether you'd like a secluded country retreat or cosy hub in a quaint town, and let your legs wander and your mind wonder. If you'd like to take the family away, we have plenty of big cottages available for you to choose from. If you'd like to stay in a dog-friendly retreat, browse our selection of dog-friendly cottages available in June. For romantic time together, why not pick a cottage with a hot tub?
Holiday Cottages in Dorset this June
However you envisage your Dorset getaway this June, we will help you find the holiday cottage of your dreams. All of our cottages are personally inspected and fully equipped to make sure only the highest standards are met. At Classic Cottages we understand the importance of quality accommodation and want your holiday to be as dreamy as possible. Because of this we make sure everything you need is provided and all else is taken care of, so all that's left for you to do? Relax.
