Holiday Cottages in Dorset for June

We have handpicked 10 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. 

10 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
  • Dogs welcome (1 only)
  • Changeover Sat

From £160 per night

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

From £160 per night

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

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £672

The Old Coach House

1386

2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.


This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £672

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

7 nights from £690

Celtic Blessing

2256

2 bedroom cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

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

7 nights from £690

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

7 nights from £818

No 1 By The Sea

4965

2 bedroom holiday apartment near the beach near Weymouth, Dorset.


Just a short stroll from the sea, this super-stylish apartment is a gorgeous retreat with an added touch of luxury. Situated on the ground floor of a smart, modern apartment buildi...

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

7 nights from £818

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

7 nights from £979

Halcyon Cottage

4693

2 bedroom cottage near the beach and Lulworth Cove near Dorchester, Dorset.


Less than two miles from Lulworth Cove, part of the only World Heritage Site in England, Halcyon Cottage is a pretty, detached stone cottage in the heart of the village of West Lul...

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

7 nights from £979

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

7 nights from £623

Meadowbank

2644

3 bedroom house with countryside views near Bridport, Dorset.


If you are looking for a peaceful, rural setting to spend your well deserved holiday, then look no further. This sunny south-facing cottage is sat perfectly on the edge of the beau...

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

7 nights from £623

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £935

Park Farm Byre

4956

3 bedroom, dog friendly holiday cottage with hot tub near Dorchester, Dorset.


Tucked away in a rural location, you will find Park Farm Byre, a stylish retreat complete with hot tub and a paddock perfect for the children and the family dog to run off steam. A...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £935

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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

7 nights from £915

Crosskeys Cottage

4855

3 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Situated in the pretty west Dorset village of Broadwindsor, surrounded by countryside and not far from the coast, Crosskeys Cottage is a wonderful place to spend your holiday. Buil...

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

7 nights from £915

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £2128

Buddlewall

3979

6 bedroom thatched, dog friendly home near Lyme Regis, South Devon.


Buddlewall is an historic east Devon farmhouse, in a beautiful hidden rural setting, a short drive inland from the spectacular World Heritage east Devon and Dorset Jurassic Coast. ...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £2128