Dorset Family Holidays

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Dorset Family Holidays

Your Dorset search returned 773 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
Stone terraced houses with red doors and red leafy trees behind wooden fences
1 of 18
5
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Sea Breeze is a lovely, terraced cottage resting in the outskirts of Swanage, Dorset. Close to a shop and a pub. Coastal location. Close to a beach. Wareham 9.2 miles; Poole 19.1 miles. (Ref. 1150773)

  • Pets go free
  • Wi-fi
  • Off-road parking


for 7 nights From £495

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A view of rooftops with chimneys and a cliff by the sea at Seaview in Swanage
1 of 58
5
Swanage, Dorset, BH19
  • Sleeps7
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • 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


for 7 nights From £689

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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
1 of 59
5
Lytchett Matravers, Dorset, BH16
  • Sleeps10
  • Bedrooms4
  • Pet FriendlyNo

    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


for 7 nights From £1491

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An outdoor patio with a hot tub wood siding on the house a table with chairs and an umbrella at Stag Cottage in Lytchett Matravers
1 of 52
5
Lytchett Matravers, Dorset, BH16
  • Sleeps6
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084628)

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


for 7 nights From £883

Last booked 2 days ago
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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
1 of 40
5
Long Bredy, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 From £523

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Rose Cottage - 1200211 - photo 1
1 of 60
5
Osmington, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Rose Cottage, a charming thatched cottage nestled in Osmington, within Dorset National Landscape, boasts a large garden and proximity to local amenities. Weymouth 4.7 miles; Dorchester 7.9 miles; Poole 23.2 miles; (Ref. 1200211)

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


for 7 nights From £727

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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
1 of 31
5
Charmouth, Dorset, DT6
  • Sleeps4
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • 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


for 7 nights From £608

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The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth
1 of 59
5
Weymouth, Dorset, DT4
  • Sleeps13
  • Bedrooms6
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

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


for 7 nights From £2181

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Backyard with dining table and chairs on patio and grass lawn at Lightkeepers Cottage in Lyme Regis
1 of 28
5
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

An outstanding family holiday home close to Lyme Regis in Dorset. Family-friendly. Well-presented. Spacious. WiFi. Open-plan. Lyme Regis 0.4 miles; Axminster 5.3 miles; Seaton 7.9 miles; Weymouth 28.6 miles. (Ref. 1106632)

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


for 7 nights From £1142

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An outdoor dining area with table and chairs overlooking the sea and hills at 2 Hadleigh Villas Lyme Regis
1 of 59
5
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A semi detached holiday house situated in Lyme Regis, Dorset. Charmouth 3 miles; Seaton 12 miles; Devon 38 miles. (Ref. 1106081)

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


for 7 nights From £1332

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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
Offer
1 of 46
5
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    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)

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

  • 5% off - Tue 8th Sep to 31st Oct 2026


for 7 nights From £1387

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A living room with a fireplace and seating area at The Beach House in Bournemouth
Offer
1 of 51
5
Bournemouth, Dorset, BH4
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Beach House is a pleasant, three-storey house near the beach in Bournemouth, Dorset, featuring off-road parking, spacious garden, and open-plan living. Poole 5.1 miles; Christchurch 9.4 miles; Milford on Sea 19 miles. (Ref. 1190933)

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

  • 10% off - Wed 30th Sep to 23rd Oct 2026

  • 5% off - Mon 5th Oct to 30th Nov 2026


for 7 nights From £1325

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A house with patio furniture and a hot tub at Woodlands House in Ringwood
1 of 65
5
Ringwood, Dorset, BH24
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Woodlands House is an impressive, dog-friendly retreat near the beach in Ringwood, Dorset, offering a hot tub, ground-floor living, and a balcony. Bournemouth 10.4 miles; Poole 16.2 miles. (Ref. 1194318)

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


for 7 nights From £1939

Last booked yesterday
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A brick barn with black door and large windows and a bench outside at Meadow View Barn in Bere Regis
1 of 29
5
Bere Regis, Dorset, BH20
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 From £507

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A house exterior with garage doors and flower pots at 8 Church Road Ferndown
1 of 28
5
Ferndown, Dorset, BH22
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Retreat is a fantastic house in Ferndown, Dorset, boasting an outdoor hot tub, open-plan living, Velux windows and a Smart TV with Sky. Bournemouth 6.8 miles; Poole 8.9 miles; Weymouth 34.1 miles. (Ref. 1179091)

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


for 7 nights From £606

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A house with garden and seating area at Harbins Farm in Glanvilles Wootton Nr. Sherborne
1 of 64
5
Glanvilles Wootton Nr. Sherborne, Dorset, DT9
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. Sherborne 8.3 miles; Yeovil 12.9 miles; Weymouth 21.4 miles. (Ref. 1200098)

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


for 7 nights From £1104

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A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth
1 of 46
5
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

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


for 7 nights From £1180

Last booked 2 days ago
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An outdoor area with gravel path flowers and trees next to a modern house with balcony and glass railing at Blue Neptune in Lyme Regis
1 of 24
5
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary, detached home set in the delightful seaside town of Lyme Regis, Dorset. Open-plan living. Extensive garden. Pet free. Bridport 10.2 miles; Sidmouth 15.2 miles. (Ref. 1122405)

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


for 7 nights From £830

Last booked yesterday
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A modern two story house with parking spaces and cars in front at Mary Bowes Terrace in Southbourne
1 of 30
5
Southbourne, Dorset, BH6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A delightful, ground-floor apartment set in the seaside town of Southbourne. Beach 100 yards. TV. Open-plan living. Designated parking space. Christchurch 2.3 miles; Poole 9 miles. (Ref. 1125968)

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


for 7 nights From £507

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A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
1 of 18
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)

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


for 7 nights From £620

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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.