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Dorset Family Holidays

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Your Dorset search returned 762 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.1

    Good

  • Sykes rating

Sleeps six in Weymouth, patio garden. Off road parking. 10 mins walk from Weymouth harbour. (Ref. 994586)

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


for 7 nights €731

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lovely early Victorian style Grade II listed cottage set in Warmwell village. Sleeps four guests. Garden. Welcomes two small dogs. Pub 3 miles. Shop 2 miles. Dorchester 6 miles. (Ref. 994760)

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


for 7 nights €659

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming two-bedroom chalet resting on Eypes Mouth Chalet Park in Eype, Dorset. Near a beach. Close to amenities. Off-road parking. Lyme Regis 9.9 miles; Ford Abbey 12.2 miles; Weymouth 19.9 miles. (Ref. 1089040)

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


for 7 nights €713

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

St. John’s View is a modern holiday home in the Isle of Portland with sea views. Over lower ground floor and ground floor. Shop, pub, beach 5 min. Weymouth 4.6 miles. (Ref. 994677)

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


for 7 nights €718

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Set in a lovely and quiet residential area of Weymouth, the house is a comfortable getaway for a family. One dog welcome. Wifi. Shop and pub 5 min. Beach 10 min. Dorchester 7 miles. (Ref. 994377)

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


for 7 nights €684

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Lulstead is a lovely cottage resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105451)

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


for 7 nights €720

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles. (Ref. 1118900)

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


for 7 nights €1623

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A splendid, detached townhouse nestled between Bridport and West Bay in Dorset. Spacious. Dog-friendly. Family-friendly. Enclosed gardens. WiFi. Bridport 0.9 miles; West Bay 1 mile; Lyme Regis 10.3 miles; Axminster 12.8 miles. (Ref. 1106458)

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


for 7 nights €1568

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

The Swanage Rail Lookout is a newly refurbished picturesque detached house boasting an enclosed garden, perfect for those with or without pets looking for a walking distance seaside holiday and/or train enthusiasts! Wareham 9.3 miles; Poole 19.2 miles. (Ref. 1157056)

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


for 7 nights €1030

Last booked 5 hours ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A traditional, thatched cottage situated within the village of Buckland Newton, Dorset. In an AONB. Open fire. Pet-friendly. Sherborne 9.2 miles; Dorchester 10.9 miles. (Ref. 1132784)

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


for 7 nights €812

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

36 Quay West is a beautifully appointed two-bedroom apartment in the heart of West Bay, one of Dorset’s iconic seaside destinations. (Ref. 1175511)

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


for 7 nights €804

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. Near beach and pub. Pet-friendly. Off-road parking. Fortuneswell 2.2 miles; Weymouth 7.8 miles; Dorchester 14.8 miles. (Ref. 1158199)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €538

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Dirdale is a tasteful lodge resting in rural Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105458)

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


for 7 nights €783

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Delightful terraced cottage. Central Weymouth location. Close to Harbour and beach . sleeping 4. Enclosed garden. WiFi. Weymouth beach just 10 minutes away. (Ref. 998253)

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


for 7 nights €665

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

The Carriage House is an exceptional, four-bedroom holiday home situated in Uplyme, Devon. Dog-friendly. Off-road parking. Smart TV. Lyme Regis 1.8 miles. (Ref. 1143432)

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


for 7 nights €1423

Last booked 7 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. Excellent location for local coastal walks. (Ref. 994113)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly


for 7 nights €489

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A first-floor apartment resting in Lyme Regis, Dorset. Off-road parking. Close to a beach. Close to the town centre. Charmouth 3.1 miles; Seaton 7.9 miles; Beer 9.7 miles. (Ref. 1106374)

  • Wi-fi
  • Washing machine


for 7 nights €573

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A fantastic ground-floor apartment located in West Cliff near Bournemouth, Dorset. Close to beach. Stunning sea views. Close to amenities. Enclosed private garden. Allocated parking. No pets. Sandbanks 4.2 miles; Poole 5.3 miles; Christchurch 5.6 miles. (Ref. 1083610)

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


for 7 nights €1780

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Damson Tree Cottage is a charming pet-friendly home located in Charmouth, Dorset, enjoying a woodburning stove and a short stroll to a nearby beach. Lyme Regis 4.6 miles; Bridport 7 miles; Axminster 7.2 miles. (Ref. 1174518)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • 10% off - Fri 28th Nov to 21st Dec 2025


for 7 nights €695

Last booked yesterday
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  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. Sleeps 9, WIFI, stylish curved kitchen. Games Room (Ref. 993976)

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


for 7 nights €1342