Holiday cottages for 2020 in Dorset

Reserve your dream holiday cottage now for 2020 for just £30...Read more

Now's a great time to be sort next year's holiday plans. Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and get your 2020 holiday cottage set before someone else does. Plus, if you reserve your holiday now for just £30 we will reserve your dates until the 5th December when your full deposit is due. Tempted yet? Well here's a little more information about the promotion:

First thing's first; find your perfect property and preferred dates for your 2020 holiday. 

Then, click on "Book or Reserve Now" and enter a few details.

Once complete you'll receive a reservation confirmation email inviting you to opt into our £30 promotion. 

Then simply follow these easy steps to complete your booking or £30 reservation and then sit back, relax and enjoy your summer knowing you've got next year's covered!

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 33 holiday cottages for 2020 you to choose from...

 

*Terms and Conditions:

The £30 offer extends your reservation until the 5th December when your full deposit is due and your booking confirmed. Prior to a full deposit our booking terms and conditions do not apply. 

Click here for full terms and conditions.

 

 

We have 33 Self catering holiday cottages for rent in 2020

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £323

1 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...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £323

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £325

1 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...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £325

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £325

1 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 doors to its own enclosed outside space – the...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £325

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £330

1 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...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £330

View
  • 20% off

    18 Oct 2019 - 1 Nov 2019

    £395.13 £316.00

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £338

1 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...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £338

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £387

1 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...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £387

View
  • 20% off

    18 Oct 2019 - 25 Oct 2019

    £508.73 £407.20

  • 20% off

    25 Oct 2019 - 1 Nov 2019

    £436.05 £348.80

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £453

Beach 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 ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £453

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352

View
  • 10% off

    18 Oct 2019 - 25 Oct 2019

    £480.00 £432.00

Our guests rate us 4.8/5 on Feefo, the independent review site.

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £401

2 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...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £401

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £406

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £406

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