Dorset Family Holidays

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Dorset Family Holidays

REFINE SEARCH

Your Dorset search returned 753 cottages

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Map View
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
52
Lytchett Matravers, Dorset, BH16
  • Sleeps6
  • Bedrooms2
  • PetsNo

    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

  • 5% off - Thu 8th Jan to 28th Feb 2026


for 7 nights £862

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


for 7 nights £1466

Last booked yesterday
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A small outdoor seating area with chairs and a table surrounded by flowers in front of a brick house with blue shutters at Garibaldi Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. Dorchester 8.2 miles; Bridport 20.1 miles. (Ref. 1156408)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £579

Last booked 8 hours ago
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A house exterior with garage doors and flower pots at 8 Church Road Ferndown
28
Ferndown, Dorset, BH22
  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £710

Last booked 2 days ago
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A row of colorful terraced houses with blue cream pink and white facades on a cobblestone street at Harbour Tales in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautiful terraced fisherman’s cottage resting in the coastal town of Weymouth, Dorset. Close to a beach. Close to a pub. TV. Dorchester 8.4 miles; West Bay 18.1 miles, Lyme Regis 32.6 miles. (Ref. 1133009)

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


for 7 nights £506

Last booked yesterday
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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 £584

Last booked 2 days ago
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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
46
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    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 £1180

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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

    4.9★

    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 £608

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The exterior of a multi-story house with two curved bay windows and a balcony above an entrance surrounded by bushes at Number 10 The Penthouse in Swanage
34
Swanage, Dorset, BH19
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This fabulous duplex apartment is perched in Swanage, Dorset. Roof terrace. Close to amenities and a beach. In an AONB. Pretty views. Wareham 9.6 miles; Poole 19.5 miles. (Ref. 1125701)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £662

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A stone thatched roof cottage with white framed windows and a porch along a quiet street at Cobblers Cottage in Langton Herring
44
Langton Herring, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. Abbotsbury 5 miles; Weymouth 5.5 miles; Portland 9.4 miles; Dorchester 9.9 miles. (Ref. 1171904)

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


for 7 nights £587

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
59
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


for 7 nights £1491

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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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Exterior view of a stone house with white framed windows a white garage door and a small porch at Fisherbridge Cottage Weymouth
39
Weymouth, Dorset, DT3
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This pretty, detached cottage lies in Preston, Dorset. Smart TV. En-suite master bedroom. Close to amenities. Woodburning stove. Weymouth 3.6 mile. (Ref. 1119018)

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


for 7 nights £678

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A stone barn with wooden doors and windows with a paved patio and picnic bench with grass and gates at Warehams Barn in Puncknowle near Burton Bradstock
36
Puncknowle near Burton Bradstock, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A superb barn conversion resting in Puncknowle near Burton Bradstock, Dorset. WiFi. Balcony. Rural location. Bridport 6.5 miles; Weymouth 12.9 miles; Swanage 38.7 miles. (Ref. 1098014)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £571

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A wooden cabin with a fenced yard and a smaller shed behind surrounded by trees at Hill View Lilac Lodge in Wareham
29
Wareham, Dorset, BH20
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A contemporary single-storey lodge nestled on the outskirts of Wareham, Dorset. Open-plan. En-suite. Enclosed garden. Corfe Castle 5.6 miles; Poole 9.5 miles; Swanage 12.2 miles. (Ref. 1079216)

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


for 7 nights £725

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A brick house with six windows and a central door with plants on the pavement at Manor Farm House in Bere Regis
43
Bere Regis, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. Wareham 7 miles; Dorchester 11.2 miles; Poole 12.4 miles. (Ref. 1158581)

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


for 7 nights £705

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A narrow river flowing beside a house with a garden and plants at 1 Lymbrook Cottages in Lyme Regis
19
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A renovated 19th century mill worker’s cottage resting in Lyme Regis, Dorset. Family-friendly. Rooftop terrace. Garden. Charmouth 3 miles; Seaton 8 miles; Devon 37.3 miles. (Ref. 1106599)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £568

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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★

    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 £689

Last booked 2 days ago
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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

Escape to this luxurious countryside retreat with elegant interiors, a private hot tub, games room and an enclosed garden. Perfect for relaxed getaways with family, friends and well‑behaved pets and memorable days out across Dorset and Somerset (Ref. 1086608)

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


for 7 nights £1359

Last booked yesterday
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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 £743

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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.