Holiday cottages for 2027 in Dorset
Ready to start planning your 2027 adventure? Choose from a growing collection of holiday cottages across the UK. So, where will 2027 take you? Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Self catering holiday cottages for rent in 2027
7 nights from £336
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 £336
7 nights from £1050
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 £1050
7 nights from £578
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 £578
Hood's and Loaf at Kingsland Farm
7 nights from £1628
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £580
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 £580
7 nights from £639
Rectory Cottage
47952 bedroom cottage near Bridport, Dorset
Hidden away in the grounds of a Grade II Listed former rectory, this picture-perfect cottage is a delightful Dorset escape. As you pull into the spacious parking-area you will get ...
7 nights from £639
7 nights from £1134
Beech Cottage
28875 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.
This beautiful stone farmhouse has something very special indeed - it comes with a 450 acre nature reserve and a unique relationship with Dorset Wildlife Trust, offering comfortabl...
7 nights from £1134
7 nights from £504
The Old Coach House
13862 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...
7 nights from £504
Long, leisurely countryside walks, exploring somewhere new, the warm sand between your toes, finding sun-soaked spots for lazy afternoon picnics and taking the time to enjoy those special sunrises and sunsets. Sound good? Whether you're looking for a coastal holiday or a rural retreat, or a cottage with a hot tub or swimming pool, we have a portfolio of properties ready and waiting for you to start planning your next self catering holiday in Dorset.
