Holiday Cottages in Dorset for June

We have handpicked 16 of the finest luxury cottages in Dorset available in June. All of our self catering cottages are personally inspected and fully equipped, so pack your bags and get ready for a well-deserved getaway. Times to truly relax are few and far between so seize the opportunity with both hands and enjoy all that Dorset has to offer.Read more

Dorset, a county packed full of stunning natural landscapes, famous geographical landmarks, country towns and postcard villages. Choose whether you'd like a secluded country retreat or cosy hub in a quaint town, and let your legs wander and your mind wonder. If you'd like to take the family away, we have plenty of big cottages available for you to choose from. If you'd like to stay in a dog-friendly retreat, browse our selection of dog-friendly cottages available in June. For romantic time together, why not pick a cottage with a hot tub?

Holiday Cottages in Dorset this June

However you envisage your Dorset getaway this June, we will help you find the holiday cottage of your dreams. All of our cottages are personally inspected and fully equipped to make sure only the highest standards are met. At Classic Cottages we understand the importance of quality accommodation and want your holiday to be as dreamy as possible. Because of this we make sure everything you need is provided and all else is taken care of, so all that's left for you to do? Relax. 

16 Dorset cottages available in June

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £447

1 bedroom, rural cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel court...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £447

View
  • 15% off

    29 Jun 2019 - 6 Jul 2019

    £522.35 £444.00

  • 10% off

    13 Jul 2019 - 20 Jul 2019

    £565.88 £509.29

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £583

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £583

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

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £641

2 bedroom self catering cottage near the sea near Weymouth, Dorset.


This comfortable semi-detached family home is on the edge of the countryside, yet only three miles from Weymouth with its sandy beaches and historic quay. A 20 minute walk takes yo...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £641

View
  • 10% off

    5 Jul 2019 - 12 Jul 2019

    £814.35 £732.92

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £700 *

3 bedroom self catering cottage in rural 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...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £700 *

View
  • 10% off

    5 Jul 2019 - 12 Jul 2019

    £930.00 £837.00

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £814 *

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


This beautiful barn conversion at the heart of a working dairy farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the f...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £814 *

View
  • 15% off

    28 Jun 2019 - 5 Jul 2019

    £1093.51 £929.49

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £581

3 bedroom holiday cottage near Bridport, Dorset.


This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage Ju...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £581

View
  • 15% off

    29 Jun 2019 - 6 Jul 2019

    £689.23 £585.84

  • 10% off

    13 Jul 2019 - 20 Jul 2019

    £772.26 £695.04

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £765

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family-room (the twin...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £765

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £856

3 bedroom, dog friendly cottage near Wimborne Minster, Dorset.


This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £856

View
  • 15% off

    28 Jun 2019 - 5 Jul 2019

    £1063.90 £904.31

  • 10% off

    12 Jul 2019 - 19 Jul 2019

    £1197.72 £1077.95

We are Gold accredited with the Green Tourism Business Scheme.

  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

7 nights from £951

3 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.


Imagine spending a week in a fabulous former dairyman’s cottage with all mod-cons! This very stylishly furnished, yet quirky, semi-detached cottage is in the village of Morcombelak...

  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

7 nights from £951

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1026

3 bedroom, dog friendly cottage near the beach in Christchurch.


Avon Beach, Christchurch Harbour, the New Forest National Park and the Jurassic Coast are all nearby to this recently renovated holiday bolthole. The cool shades of blue and the pl...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1026

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