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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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Modern and spacious cottage for couples or family in the Isle of Portland. Enclosed garden. Welcomes one dog. Pub and shop 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994497)

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


for 7 nights $843

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A detached cottage resting in Lyme Regis, Dorset. Town centre location. Family-friendly. Charmouth 2.8 miles; Beer 9.8 miles; West Bay 11 miles. (Ref. 1106350)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • 10% off - Fri 7th Aug to 14th Aug 2026


for 7 nights $741

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio. (Ref. 994226)

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


for 7 nights $1285

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A historic first-floor apartment situated in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 3.2 miles; Seaton 7.7 miles; Devon 38 miles. (Ref. 1105770)

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


for 7 nights $779

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A lovely picture-postcard cottage perched in Eype, Dorset. Family-friendly. Near a beach. Enclosed garden. Woodburning stove. Smart TV. Pet-friendly. Bridport 1.8 miles; Lyme Regis 9.5 miles. (Ref. 1120682)

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


for 7 nights $755

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Attractive detached cottage close to Charmouth in Dorset. Spacious. Family-friendly. Dog-friendly. WiFi. Enclosed courtyard. Charmouth 0.2 miles; Beer 3 miles; Lyme Regis 3.2 miles; Weymouth 25.7 miles. (Ref. 1106511)

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


for 7 nights $945

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A well-presented, mid-terrace cottage based in the heart of Lyme Regis, Dorset. Beach nearby. Pet-friendly. Enclosed garden. Woodburning stove. Bridport 9.7 miles. (Ref. 1124780)

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


for 7 nights $1215

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. Sea views. Near amenities and beach. Near AONB. Stylish. Dorchester 8.4 miles; Bridport 19.9 miles. (Ref. 1138865)

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


for 7 nights $1644

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Lodge 6 is a contemporary lodge settled near Corfe Castle, Dorset. Hot tub. Pet-free. Woodburning stove. Open-plan. Swanage 5.1 miles; Wareham 6.8 miles; Bournemouth 22.6 miles. (Ref. 1124135)

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


for 7 nights $1208

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A pretty, three-bedroom cottage resting in Cerne Abbas, Dorset. Woodburning stove. Enclosed garden. Close to amenities. Sherborne 11.9 miles, Yeovil 15.2 miles; Weymouth 16.9 miles. (Ref. 1061862)

  • Wi-fi
  • Washing machine


for 7 nights $778

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Comfortable family seaside holiday home in Weymouth. Two dogs welcome. Rear garden. Wifi. Beach 10 min. Shop and pub 5 min. Isle of Portland 8 miles. (Ref. 994187)

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


for 7 nights $1026

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful, mid-terrace cottage resting in Brewers Quay Harbour, Dorset. Designated parking. Pet-friendly. Enclosed garden. Weymouth 0.6 miles; Dorchester 8.8 miles; West Lulworth 15.7 miles. (Ref. 1084006)

  • Dishwasher
  • Washing machine


for 7 nights $820

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. Historic features. Parking permits. Close to a pub and a shop. Weymouth 8.8 miles; Swanage 26.4 miles; Bournemouth 29.5 miles. (Ref. 1025833)

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


for 7 nights $822

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    Good

  • Sykes rating

Perfectly located on the harbour side in the heart of Weymouth. Watch the boats sail by and the daily catch being landed. (Ref. 994172)

  • Wi-fi
  • Washing machine


for 7 nights $728

  • 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 $842

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

With off road parking for 2 cars and just a short 3-minute walk to the old harbour, town centre and beach beyond, this fully modernised 1900 cottage with 3 bedrooms, more importantly 3 bathrooms with 2 receptions and a sunny south facing garden is a steal (Ref. 1099795)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • $429 off - Sat 29th Aug to 5th Sep 2026


for 7 nights $1100

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A superb Grade II listed cottage in the centre of Lyme Regis in Dorset. Traditional features. Great location. Attractive gardens. WiFi. Lyme Regis 0.1 miles; Charmouth 3.1 miles; Seaton 8 miles. (Ref. 1106462)

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


for 7 nights $1222

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. Open-plan living space. Private parking. Close to the coast. Chickerell 3 miles; Dorchester 8.3 miles; Swanage 28.9 miles. (Ref. 1111030)

  • Wi-fi
  • Dishwasher


for 7 nights $849

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

Beautiful and spacious cottage over three floors in Weymouth. Next to the Old Harbour and close to town centre. Beach 1 mile. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994354)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights $795

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

The Old Dairy is a charming, three-bedroom abode in Whitchurch Canonicorum near Charmouth, Dorset. Dog-friendly. Close to amenities and beach. In Dorset AONB. Lyme Regis 5.2 miles; Axminster 7.7 miles; Bridport 5.5 miles. (Ref. 1142875)

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


for 7 nights $829