Family friendly holiday cottages in Dorset

Family holidays in [Region]

The Old Dairy is a 2 bedroom, dog friendly former milking parlour, near Blandford Forum, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £550 *

The Old Dairy

4740

2 bedroom, dog friendly former milking parlour, near Blandford Forum, Dorset.


This former milking parlour that served the local farm has been beautifully converted into a fabulous holiday home. Situated in a picturesque Dorset village that is full of charact...

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

7 nights from £550 *

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  • 25% off

    4 Jul 2025 - 11 Jul 2025

    From £846.00 £634.50

  • 25% off

    11 Jul 2025 - 18 Jul 2025

    From £862.00 £646.50

Tolpuddle Cottage is a 3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £583 *

Tolpuddle Cottage

3752

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £583 *

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  • 50% off

    8 Jul 2025 - 11 Jul 2025

    From £706.30 £353.15

Woodville Cottage is a 3 bedroom, dog friendly home near the beach in Lyme Regis.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Wed

7 nights from £590 *

Woodville Cottage

5151

3 bedroom, dog friendly home near the beach in Lyme Regis.


Woodville Cottage is a pretty and charming property, an annexe to a Grade II Listed Georgian building. Hidden away from the hustle and bustle of the elegant seaside town of Lyme Re...

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

7 nights from £590 *

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  • 50% off

    2 Jul 2025 - 9 Jul 2025

    From £1376.00 £688.00

Barbridge Cottage is a 2 bedroom, rural holiday cottage near Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £635 *

Barbridge Cottage

1805

2 bedroom, rural holiday cottage near Bridport, Dorset.


With beaches, fossil hunting, walks and lovely pubs all around, Barbridge Cottage is the ideal home-away-from-home to explore West Dorset and the Jurassic Coast. Up a short, unm...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £635 *

View
  • 30% off

    5 Jul 2025 - 12 Jul 2025

    From £1075.50 £752.85

  • 20% off

    26 Jul 2025 - 2 Aug 2025

    From £1213.20 £970.56

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

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 £461

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 £461

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  • 25% off

    4 Jul 2025 - 11 Jul 2025

    From £759.00 £569.25

  • 25% off

    18 Jul 2025 - 25 Jul 2025

    From £784.00 £588.00

  • 25% off

    25 Jul 2025 - 1 Aug 2025

    £806.00 £604.50

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

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

7 nights from £529

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 a National Landscape, the cottage is situated ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £529

Bay Tree Cottage is a 3 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £556 *

Bay Tree Cottage

4835

3 bedroom, dog friendly cottage near Bridport, Dorset.


Situated in a sleepy west Dorset village, just a short drive from the spectacular Jurassic Coast, you will find this pretty terraced cottage. Bay Tree Cottage offers all the deligh...

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

7 nights from £556 *

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  • 20% off

    4 Jul 2025 - 11 Jul 2025

    From £1171.00 £936.80

  • 20% off

    18 Jul 2025 - 25 Jul 2025

    From £1260.00 £1008.00

Dairyman’s Cottage is a 2 bedroom, rural holiday cottage near Shaftesbury, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £594

Dairyman’s Cottage

2094

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Located in a National Landscape, Hatts Farm is a working farm set in 150 acres on the picturesque Dorset and Wiltshire border. Dairyman's Cottage is a traditional, semi-detache...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £594

The Lookout is a 2 bedroom, dog friendly apartment with sea views, near Studland.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £644

The Lookout

5763

2 bedroom, dog friendly apartment with sea views, near Studland.


In an elevated position with views out to Swanage Bay, The Lookout is a modern, stylish, first floor apartment for up to four lucky guests and their four-legged friend to enjoy. Ta...

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

7 nights from £644

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