Dorset Family Holidays

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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.

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Dorset Family Holidays

REFINE SEARCH

Your Dorset search returned 768 cottages

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Map View
A modern two-story house with large triangular windows and a glass balcony railing at 5 Red Sails in Sandbanks
50
Sandbanks, Dorset, BH13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

5 Red Sails, a beautifully-presented home in the stunning neighbourhood of Sandbanks in Poole, Dorset. Three-storey house. Terrace with barbecue. Close to beach. Poole 5.2 miles; Bournemouth 6.6 miles. (Ref. 1151567)

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


for 7 nights £1324

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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★

    Perfect

  • 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


for 7 nights £515

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A house with a patio area and a wooden gazebo on a lawn at Royal Oak House in Motcombe
98
Motcombe, Dorset, SP7
  • Sleeps12
  • Bedrooms7
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Royal Oak House is a striking detached house with a heated swimming pool, barbecue, and 2-acre garden, located in the village of Motcombe in Dorset. Shaftesbury 3.3 miles; Stonehenge 22.9 miles; Salisbury 23.5 miles. (Ref. 1060629)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Washing machine
  • Games room


for 7 nights £2300

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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

    4.8★

    Outstanding

  • 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


for 7 nights £524

Last booked yesterday
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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★

    Perfect

  • 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

  • 5% off - Tue 14th Oct 2025 to 31st Jan 2026


for 7 nights £1310

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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
29
Bere Regis, Dorset, BH20
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • 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


for 7 nights £500

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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★

    Outstanding

  • 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


for 7 nights £580

Last booked yesterday
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An exterior view of a stone house with wooden deck and greenery at The Skilling in Bridport
80
Bridport, Dorset, DT6
  • Sleeps14
  • Bedrooms5
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This superbly spacious dwelling rests on the outskirts of Bridport in Dorset. Ideal for large family gatherings. Pet-friendly. Hot tub. Quirky layout. WiFi. Bridport centre 0.8 miles; Weymouth 18.4 miles. (Ref. 1021105)

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


for 7 nights £1590

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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★

    Outstanding

  • 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


for 7 nights £953

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A coastal view with boats on water and a hill in the background at Portland Pebble in Wyke Regis
43
Wyke Regis, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

An enticing, semi-detached house sitting in Wyke Regis, Dorset. Sea views. Near the beach and coast. Balcony. Weymouth 3.3 miles; Isle of Portland 3.8 miles; Dorchester 10.3 miles. (Ref. 1097679)

  • Wi-fi
  • Off-road parking


for 7 nights £702

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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★

    Perfect

  • 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


for 7 nights £674

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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★

    Outstanding

  • 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


for 7 nights £458

Last booked yesterday
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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

    4.9★

    Outstanding

  • 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


for 7 nights £555

Last booked yesterday
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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

    4.9★

    Outstanding

  • 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


for 7 nights £602

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Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour
42
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. Quality finish. Sea and harbour views. Enclosed garden. Raised elevation. Dorchester 8.5 miles; West Lulworth 15.5 miles. (Ref. 1096352)

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


for 7 nights £866

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A single-story house with a tiled roof and a paved driveway near the ocean at Beach Haven in West Bexington
33
West Bexington, Dorset, DT2
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Detached chalet bungalow in West Bexington, Dorset. Large garden with sea views. Close to beach. WiFi. Abbotsbury 4.8 miles; Bridport 6.8 miles. (Ref. 1017936)

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


for 7 nights £1186

Last booked 2 days ago
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A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers
56
Lytchett Matravers, Dorset, BH16
  • Sleeps10
  • Bedrooms4
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. Near an AONB. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084629)

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

  • 5% off - Fri 19th Dec to 31st Dec 2025


for 7 nights £1579

Last booked today
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An outdoor area with a ping pong table and a house at The Stable House in Sherborne
49
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A traditional detached cottage nestled in tranquil farmland in the village of Hummer near Trent. Woodburning stove. Hot tub. Yeovil 4.1 miles; Shaftesbury 20.3 miles; West Bay 24.8 miles. (Ref. 1070465)

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


for 7 nights £1070

Last booked 2 days ago
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A corner seating area with two black armchairs near bay windows and a side table with a lamp at Two @ No36 in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Two @ No36, a wonderful, first-floor apartment situated in the heart of Weymouth in Dorset, with the beach on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162203)

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


for 7 nights £672

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A patio with outdoor dining furniture and hot tub next to a lawn and wooden house at The Gully in Sherborne
45
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A superb four-bedroom barn conversion resting in Hummer, Dorset. Pet-friendly. Hot tub. Off-road parking. Woodburning stove. Sherborne 4.6 miles; Shaftesbury 20.3 miles; West Bay 23.9 miles. (Ref. 1086608)

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


for 7 nights £1336

Last booked 2 days ago
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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. You can also choose from these Dorset cottages by the sea.