Dorset Cottages Available in 2020
Plan a year to remember and book your perfect holiday cottage in Dorset. All of our luxury self-catering cottages are handpicked onto our books and are fully equipped, ensuring your holiday is the best it can be. Read more
Now's a great time to be booking for next year. Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and book your 2020 holiday cottage before someone else does. Browse our list of 32 available cottages..
Pay only £30 today and the remainder of your deposit is not due until 5th September, giving you all summer to sit back and relax, knowing that extra special place is all yours for 2020*. From Cornwall to Dorset, Devon to Somerset and even as far as the Isle of Wight, take a look at our collection now and start dreaming of your next holiday with Classic Cottages.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got 32 holiday cottages for 2020 you to choose from...
*Click here for terms and conditions.
32 cottages available in Dorset for 2020
7 nights from £323
Owl's Nest Cottage
29421 bedroom, dog friendly self catering cottage near Sherborne, Dorset.
This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...
7 nights from £323
7 nights from £325
The Dairy
26631 bedroom, rural cottage near the beach near Bridport, Dorset.
The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French windows to its own enclosed outside space – t...
7 nights from £325
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 £330
The Stables
19651 bedroom, rural holiday cottage near Dorchester, Dorset.
Dorset’s World Heritage Jurassic Coast is close to this comfortably furnished, single-storey, spacious cottage. Set within the grounds of the Owner’s home, The Stables is self-cont...
7 nights from £330
7 nights from £338
Badgers Cottage
30141 bedroom, dog friendly self catering cottage near Bridport, Dorset.
Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...
7 nights from £338
7 nights from £365
Lottie’s Loft
25651 bedroom, rural holiday cottage near Beaminster, Dorset.
Lottie’s Loft is a luxurious first floor barn conversion, a gorgeous bolthole surrounded by beautiful Dorset countryside. Exterior steps lead from the decking to a balcony with bes...
7 nights from £365
7 nights from £453
The Chalet on the Beach
3351Beach Chalet on the beach sleeping two in Lyme Regis, Dorset.
Imagine a holiday right on the seashore of a very special beach, relaxing on your veranda with a glass of something refreshing, watching the gentle waves at one of the most famous ...
7 nights from £453
7 nights from £325
The Linhay
26611 bedroom, dog friendly 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 £325
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20% off
3 Aug 2019 - 10 Aug 2019
£592.00 £473.60
7 nights from £352
The Old School Gables
24902 bedroom dog friendly holiday cottage near Bridport, Dorset.
The pretty Dorset village of Drimpton is set in lovely countryside a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extreme...
7 nights from £352
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.
7 nights from £401
Beehive Cottage
40732 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
Beehive Cottage is a charming and cosy cottage for four, on a quiet lane opposite St Mary's church in the village of Puddletown. The village is surrounded by farmland, Thomas Hardy...
7 nights from £401
7 nights from £406
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 creates a very sociable space for a couple or sma...
7 nights from £406