Dorset Retreats for 4 People

Dorset Retreats for 4 People

Give yourself and your family some TLC and book a break in a holiday cottage for 4 in Dorset. Explore this beautiful county by day and return to your own private retreat. A Dorset getaway is good for the heart and soul, and offers a great opportunity for everyone to catch up and spend quality time together.Read more

Summer getaway with long days on the beach, or winter retreat with toasty open fires and sofas perfect snuggling. Modern conversion with bubbling hot tub, or quaint cottage nestled in the heart of beautiful countryside. Wherever and however you envisage your getaway with your friends and family, let Classic Cottages help you create your dream holiday. Dorset is a county begging to be explored, so browse our list of 43 available cottages for 4 and let your Dorset faucet flow.

Dorset Getaways for 4

From country to coast, Dorset offers as much opportunity for relaxation as exploration. Gather your loved ones and dive straight in.

At Classic Cottages we pride ourselves on marketing the highest quality self catering cottages in Dorset. All are regularly inspected and are totally equipped with everything you could need and more during your stay. We will guide you through every step of the way, from start to finish. The only thing you need to think about? Kicking back and enjoying your holiday.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

43 luxury self catering cottages that sleep 4 people in Dorset

The Gardens is a 2 bedroom, dog friendly cottage in historic Sherborne, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431

The Gardens

5406

2 bedroom, dog friendly cottage in historic Sherborne, Dorset.


From the rolling hills of the Dorset countryside to the beautiful historic streets of Sherborne and down to the Jurassic Coast, explore it all whilst staying at The Gardens. This c...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431

The Old School Gables is a 2 bedroom cottage near the market town of Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £439

The Old School Gables

2490

2 bedroom 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 extrem...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £439

The Dairy is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £458

The Dairy

5682

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


A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £458

The Granary is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £458

The Granary

5683

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


Tucked away in a rural corner of west Dorset you will find The Granary; a single-storey cottage with a shared two acre woodland and wildflower meadow to while away holiday days in....

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £458

Old Sandpitts Cottage is a 2 bedroom thatched cottage near Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £459

Old Sandpitts Cottage

4504

2 bedroom thatched cottage near Bridport, Dorset.


Tucked away down its own private track, this picture-perfect thatched cottage is a little gem. Surrounded by its own private garden, the cottage is very peaceful and offers space f...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £459

Beehive Cottage is a 2 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £474

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 £474

Pippins is a 3 bedroom, dog friendly character cottage near Beaminster, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £486

Pippins

5360

3 bedroom, dog friendly character cottage near Beaminster, Somerset.


Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £486

The Old Coach House is a 2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £491

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 £491

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

Ivy Cottage is a 2 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

Ivy Cottage

4122

2 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.


Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty (now ren...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

Celtic Blessing is a 2 bedroom cottage near Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £519

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
  • No pets
  • Changeover Fri

7 nights from £519

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