Holiday Cottages in Dorset for June

We have handpicked 35 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. 

35 Dorset cottages available in June

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

7 nights from £488

The Linhay

2661

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 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £488

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

7 nights from £488

The Dairy

2663

1 bedroom cottage near the Jurassic Coast 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 £488

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

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

7 nights from £493

Owl's Nest Cottage

2942

1 bedroom, dog friendly 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 £493

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £493

Swallows' Rest

4644

1 bedroom, dog friendly cottage near Beaminster, Dorset.


The sleepy west Dorset countryside awaits you at this cute bolthole for two (plus your four-legged friends). Tucked away at the end of the owners' garden, this converted barn is hi...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £493

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £507

Badgers Cottage

3014

1 bedroom, dog friendly cottage near Bridport, Dorset.


This pretty semi-detached cottage for two is nestled within an Area of Outstanding Natural Beauty on West Hembury Farm. Badgers Cottage is an 18th Century stone barn that has be...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £507

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

7 nights from £720

Toby's Hut

4723

1 bedroom, dog friendly shepherds hut near Lyme Regis, Dorset.


Located in the west Dorset Area of Outstanding Natural Beauty and just a 15 minute drive from fabulous Lyme Regis, Toby's Hut is a bespoke Shepherd's Hut, sitting in a perfect spot...

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

7 nights from £720

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

7 nights from £845

La Cabine Francaise

4726

1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.


Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...

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

7 nights from £845

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

7 nights from £554

Wayside Cottage

4484

2 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...

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

7 nights from £554

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £535

The Old School Gables

2490

2 bedroom dog friendly cottage near the market town of 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 £535

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £578

Beehive Cottage

4073

2 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 ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £578

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