Holiday cottages for 2021 in Dorset
Ready to start planning your 2021 adventure? Now's a great time to get ahead of the crowd. Snap up your 2021 holiday for just £30 this August and we will hold your reservation for you until the 1st October. Read more
Reserve your 2021 holiday for £30 - How it works
Choose your favourite cottage and preferred 2021 holiday dates and complete the reservation form. We will then email you with a reservation confirmation and invite you to take up our £30 reservation offer. All that's left to do is opt in via email and you're set! The full deposit will then be due on the 1 October 2020. And don't worry, there's no catch. This offer simply allows us to extend your reservation until 1 October for you. Please see our blog for further details.
Head to Cornwall, Devon, Somerset, Dorset, Sussex, Isle of Wight, Pembrokeshire or Kent with Classic in 2021. We have a portfolio of properties ready and waiting for you to start planning your next self catering holiday. Why not now and then relax later, knowing you've got your holiday for next year sorted.
We have 36 Self catering holiday cottages for rent in 2021
7 nights from £758
The Old Mill
45032 bedroom, dog friendly self catering cottage in Dorchester, Dorset.
If you are looking for a beautifully unique and special property for a perfect Dorset holiday then look no further than The Old Mill. Formerly a working mill, this gorgeous propert...
7 nights from £758
7 nights from £389
Old Sandpitts Cottage
45042 bedroom thatched self catering cottage near Bridport, Dorset.
Tucked away down its own private track, this picture-perfect thatched cottage is a little gem. Surrounded by its own private garden, the cottage is very peaceful and offers space f...
7 nights from £389
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £395
Wayside Cottage
44842 bedroom thatched, dog friendly cottage near Beaminster, Dorset.
A gorgeous, chocolate-box cottage that is the ideal escape, nestled in the heart of one of Dorset's picturesque villages. Just a stone's throw from the lovely local pub, Wayside Co...
7 nights from £395
7 nights from £868
Oak House
44383 bedroom, dog friendly self catering cottage near Sherborne, Dorset.
This beautiful, historical Grade II Listed semi-detached property oozes charm and luxury. Built in 1607, Oak House is one of the oldest houses in Yetminster and its dated enriched ...
7 nights from £868
7 nights from £495
Old Sandpitts Lodge
43773 bedroom thatched self catering cottage near Bridport, Dorset.
This very attractive thatched, detached property is in a tucked away rural setting in unspoilt west Dorset. Old Sandpitts Lodge is a very easy short drive inland from the fabulous ...
7 nights from £495
7 nights from £569
Meadows Barn
42933 bedroom self catering cottage near Yeovil, Dorset.
Meadows Barn is on the edge of the tranquil Dorset village of Halstock, with far reaching views over the surrounding countryside, ideal for a family holiday or a great base for fri...
7 nights from £569
7 nights from £449
Ivy Cottage
41222 bedroom, dog friendly holiday cottage in Cattistock near Dorchester, Dorset.
Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty, the cot...
7 nights from £449
7 nights from £368 *
Beehive Cottage
40732 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
Beehive Cottage is a charming and cosy cottage on a quiet lane opposite St Mary's church in the village of Puddletown. Surrounded by farmland, the pretty village is nestled in the ...
7 nights from £368 *
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7 nights from £394
Pound Farm Cottage
40761 bedroom thatched self catering cottage near Sherborne, Dorset.
Pound Farm Cottage is a hidden gem; this listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...
7 nights from £394
7 nights from £414
Cedar Lodge
40142 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Cedar Lodge is a cosy cottage in a quiet rural location. All on one level, the open plan living-room with kitchen and dining areas create a very sociable space for a couple or smal...
7 nights from £414