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 34 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.

34 luxury self catering cottages that sleep 4 people in Dorset

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £345

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 £345

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

7 nights from £387

2 bedroom holiday 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 £387

View
  • 10% off

    6 Dec 2019 - 13 Dec 2019

    £430.04 £387.00

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

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £394

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 £394

View
  • 15% off

    20 Dec 2019 - 27 Dec 2019

    £659.85 £561.00

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £394

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-area creates a very sociable space for a couple or smal...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £394

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

7 nights from £398

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 £398

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

7 nights from £407

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


This pretty, detached former coach house is in beautiful rural Dorset, and within easy reach of the stunning World Heritage Jurassic coastline. The Old Coach House has a spaciou...

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

7 nights from £407

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431

2 bedroom, dog friendly holiday 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, the cot...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £437

2 bedroom, rural self catering cottage near Beaminster, Dorset.


A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House and neighbouring property Lottie's Loft (2565) both hidden gems just a short driv...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £437

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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

7 nights from £453

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 £453

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

7 nights from £469 *

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 £469 *

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