Dorset Family Holidays

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Our most popular properties are filling up fast!

British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Popular property types See all properties

Pet friendly

560 properties

Properties with hot tubs

63 properties

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Log cabins

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Dorset Family Holidays

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Your Dorset search returned 775 cottages

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An outdoor patio area with a wooden table and six wooden chairs in front of a modern concrete structure with large sliding glass doors at Standby Generator Bunker Ringstead near Weymouth
67
Ringstead near Weymouth, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $1456

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A garden with flowering plants and shrubs in front of a stone building with a tiled roof at Middle Farm Annex in Long Bredy
40
Long Bredy, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A detached barn conversion set within the village of Long Bredy. Woodburning fire. WiFi. Weymouth 12 miles; Yeovil 20 miles. (Ref. 998739)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $776

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An outdoor patio with a wooden table and chairs with a bottle and glasses by a white two-story house at Backlands Farmhouse in Charmouth
31
Charmouth, Dorset, DT6
  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

Backlands Farmhouse is a charming holiday cottage nestled in the seaside village of Charmouth, along the Jurassic Coast. Close to beach and amenities. Lyme Regis 3 miles; Axminster 5.6 miles; Bridport 6.8 miles. (Ref. 1149648)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from $860

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A brick end terrace house with a white door and windows and a paved driveway at The Nightingale in Weymouth
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. Designated parking. Close to a beach and amenities. Enclosed garden. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1133998)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from $869

Last booked today
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A brick house with a porch and multiple windows with shutters and a driveway with stone walls at 49 Ulwell Road in Swanage
49
Swanage, Dorset, BH19
  • Sleeps9
  • Bedrooms5
  • PetsYes

    4.6

    Sykes Rating

An impressive, contemporary-styled cottage resting on the outskirts of the coastal town of Swanage, on Dorset's Jurassic Coast. Woodburning stove and open fire. Spacious. Family-friendly. Games room. WiFi. Studland 2.5 miles; Bournemouth 11.2 miles. (Ref. 1039862)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $1749

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A living room with a green sofa round wicker coffee table wooden sideboard and two plants at Seaward in Lyme Regis
55
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

Seaward is a bright and spacious ground-floor apartment resting in Lyme Regis, Dorset. Near beach and amenities. In AONB. Pet-friendly. Enclosed courtyard. Charmouth 3.3 miles; Axminster 5 miles; Bridport 10 miles; Sidmouth 15.5 miles. (Ref. 1143853)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $791

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A brick house with black doors and windows a bench and potted plants outside at Meadow View Barn in Bere Regis
Offer
29
Bere Regis, Dorset, BH20
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

Charming, modern barn located in the Dorset village of Bere Regis. WiFi. Close to shop and pub. Off-road parking. Courtyard garden. Wareham 6 miles. (Ref. 1000906)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

  • 10% off - Fri 11th Jul to 29th Aug 2025

7 nights from $676

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A stone house with a light blue door and white framed windows by a small river with ducks and overhanging trees at Duck Cottage in Sutton Poyntz
44
Sutton Poyntz, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Sykes Rating

Beautifully appointed cottage, resting in the quaint village of Sutton Poyntz in Dorset. Pet-friendly. WiFi. Enclosed garden. (Ref. 1008404)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $772

Last booked yesterday
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A brick house with a balcony and garden with bushes and small trees at Henbury Hide in Corfe Mullen
34
Corfe Mullen, Dorset, BH21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A well-furnished, upside-down cottage in Corfe Mullen, Dorset. Upside-down living. Balcony and decking upstairs. Heart of Corfe Mullen. Ref 962749. (Ref. 962749)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from $660

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A coastal town view with rooftops trees and ocean under a cloudy sky at Sandpiper in Lyme Regis
23
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Sykes Rating

An attractive holiday home within walking distance of Lyme Regis in Dorset. Spacious. Family-friendly. Great location. Sea views. Woodburning stove. Lyme Regis 0.8 miles; Charmouth 2.5 miles; Seaton 8.7 miles; Weymouth 28 miles. (Ref. 1106242)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $1028

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A brick house with a double garage and front steps surrounded by greenery at Lyme Bay View in Lyme Regis
51
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Sykes Rating

Lyme Bay View is a delightful, detached property resting in the seaside town of Lyme Regis, Dorset. Sea views. Close to a beach. Pet-friendly. Close to shop. Charmouth 2.9 miles; Axminster 4.9 miles; Seaton 7.9 miles. (Ref. 1139390)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from $1242

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A white cottage with a garden and wooden archway surrounded by a fence at Willowbrook Cottage in Litton Cheney
28
Litton Cheney, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

This beautifully-presented cottage rests in the village of Litton Cheney in Dorset. Near to village pub. Countryside views. Off-road parking. Dorchester 10.2 miles; Yeovil 21.1 miles. (Ref. 1021813)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $913

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A two story brick house with white windows and a white front door surrounded by bushes and a street light at Seahills in Lyme Regis
43
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Seahills is a seaside-themed semi-detached house with off-road parking in Lyme Regis in Dorset, on the UNESCO Jurassic Coast. Charmouth 3.1 miles; Axminster 5.5 miles; Bridport 9.8 miles; Sidmouth 16.1 miles. (Ref. 1170157)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $697

Last booked yesterday
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A house with windows and a front door in Lyme Regis
48
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A traditional renovated cottage resting in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 2.4 miles; Seaton 8.4 miles; Beer 10.1 miles. (Ref. 1105995)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from $913

Last booked yesterday
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A view of rooftops with chimneys and a cliff by the sea at Seaview in Swanage
58
Swanage, Dorset, BH19
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.9

    Sykes Rating

This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. Sea views. Family-friendly. Amenities within walking distance. Wareham 11.1 miles; Dorchester 25.9 miles. (Ref. 1012027)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $1028

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A white brick building with green framed windows a red post box a stone statue of a dog a garden with flowers and a red bicycle at Old Post Office Sherborne
46
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Sykes Rating

Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. Pet-friendly. Hot tub. Rural views. Buckland Newton 2.8 miles; Cerne Abbas 5.7 miles; Sherborne 7.1 miles; Dorcesher 12.2 miles. (Ref. 1129395)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $1982

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A semi detached house with a driveway and a garage at Lagoon View in Wyke
33
Wyke, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A charming cottage based in the village of Wyke Regis, Dorset. Beach nearby. Dishwasher. Electric fire. Wifi. Weymouth 2.1 miles; Dorchester 9.7 miles. (Ref. 1121449)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $857

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Stone cottage exterior with multiple windows a dark wooden door potted plants and a small tree at Tick Tock Cottage in Marnhull
30
Marnhull, Dorset, DT10
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

This fabulous Grade II listed cottage rests in the Dorset village of Marnhull. Early 19th century building. En-suite. Dog-friendly. Shaftesbury 5 miles. (Ref. 970616)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $610

Last booked 8 hours ago
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A white front door with a narrow vertical window and a doorbell on a red brick wall with a sign reading 5 Captains Retreat Christchurch
28
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

Delightful and well-appointed modern cottage, quietly situated close to Christchurch town centre and quayside. En-suite facilities to both bedrooms. Allocated parking. Convenient touring base. Bournemouth 6 miles. (Ref. 934482)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from $965

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A front view of a house with a garage driveway flower pot and tree at 27 Wick Lane in Christchurch
37
Christchurch, Dorset, BH23
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

This attractive, detached holiday home with 2 ground floor bedrooms is situated in the town of Christchurch, Dorset. WiFi. Off-road parking. Enclosed garden. Bournemouth 6.9 miles. (Ref. 1012793)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $815

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Map View

Begin your next getaway by booking one of these Dorset family holiday cottages! If you still haven't found what you're looking for there are plenty of other Dorset holiday cottages to choose from (including plenty of properties for short breaks in Dorset), as well as family cottages in the UK.