Holiday Cottages in Dorset with Special Offers
From the Jurassic Coast and its stunning vistas and historic hidden gems to charming villages full of cosy cafés and winding streets, Dorset is a treasure trove of memorable moments. Explore these delights yourself with one of our discount cottages, the perfect way to visit Dorset whenever the idylls call.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Browse our collection of 15 holiday homes with a special offer in Dorset
7 nights from £278
Badgers Cottage
30141 bedroom, dog friendly cottage near Bridport, Dorset.
This pretty semi-detached cottage for two is nestled within an Area of Outstanding Natural Beauty (now known as National Landscapes) on West Hembury Farm. Badgers Cottage is an ...
7 nights from £278
-
50% off
8 May 2026 - 15 May 2026
From £555.00 £277.50
7 nights from £1093
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 £1093
-
40% off
11 May 2026 - 15 May 2026
£1196.25 £717.75
7 nights from £577 *
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 £577 *
-
40% off
15 May 2026 - 22 May 2026
From £924.75 £554.85
7 nights from £542 *
Tolpuddle Cottage
37523 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...
7 nights from £542 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £506 *
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 £506 *
7 nights from £1190
Cobb Cottage
32434 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...
7 nights from £1190
-
20% off
1 May 2026 - 8 May 2026
£1666.00 £1332.80
7 nights from £320
The Linhay
26611 bedroom cottage near the beach near Bridport, Dorset.
The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...
7 nights from £320
-
20% off
2 May 2026 - 9 May 2026
£482.00 £385.60
7 nights from £634
Barbridge Cottage
18052 bedroom, rural holiday cottage near Bridport, Dorset.
Heading up the short, unmade track you will find the idyllic setting for the cottage. You enter into a wonderful, vaulted living space, flooded with the light and a cosy wood burne...
7 nights from £634
-
30% off
2 May 2026 - 9 May 2026
£905.00 £633.50
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
-
20% off
4 May 2026 - 11 May 2026
From £538.00 £430.40
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
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!
