Holiday cottages with 2 bedrooms in Dorset
We’ve picked out 38 perfect holiday cottages with 2 Bedrooms in Dorset. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 38 self catering cottages with 2 bedrooms in Dorset
7 nights from £479 * booking fees included
The Granary
56832 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Tucked away in a rural corner of west Dorset you will find The Granary; a single-storey cottage with a shared two acre woodland and wildflower meadow to while away holiday days in....
7 nights from £479 *
7 nights from £494 * booking fees included
The Dairy
56822 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...
7 nights from £494 *
Reserve your 2027 holiday for just £40.00
Find out more
7 nights from £517 * booking fees included
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 nestled in the grounds of the owner's property, in the rural Dorset countryside, within easy reach of the stunning coastlines o...
7 nights from £517 *
7 nights from £528 * booking fees included
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 £528 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £558 * booking fees included
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 £558 *
7 nights from £560 * booking fees included
The Parlour
26622 bedroom cottage with views of Golden Cap near Bridport, Dorset
The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three single...
7 nights from £560 *
7 nights from £567 * booking fees included
Primrose Cottage
61792 bedroom, dog friendly self catering cottage in Bridport, Dorset.
Primrose Cottage is the quintessential Dorset coastal property with its pretty village location and gorgeous, enclosed garden - it is packed with character. This semi-detached two ...
7 nights from £567 *
7 nights from £578 * booking fees included
Barn Owls Cottage
30153 bedroom, dog friendly cottage near Bridport, Dorset.
Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...
7 nights from £578 *
7 nights from £601 * booking fees included
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 £601 *
7 nights from £605 * booking fees included
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 £605 *
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!
Holiday cottages with 2 bedrooms are perfect for a small family to relax in on their annual getaway, or two sets of couples who’d rather not argue over who gets the sofa bed (we don’t do sofa beds. Or fold up beds. Or even pull out beds). Maybe there are only two of you, but you appreciate the extra space, especially when one of you starts to snore…
Whatever you are planning on using the second bedroom for, the beds will be made up with fresh linen and clean towels ready and waiting (all our cottages provide linen and towels as standard). We’ve two bedroom cottages with double beds, twin beds, single beds and even zip-and-links – so there is bound to be a two bedroom holiday cottage in Dorset that suits your needs. Use the filters on the left to help find the right one for you.
