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Dorset Family Holidays

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Your Dorset search returned 765 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This picturesque cottage, situated in the village of Upwey, with parking. Short drive to Weymouth. Close to pub and tea rooms. Lovely walks nearby. (Ref. 994658)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £485

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away. (Ref. 993988)

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


for 7 nights £1065

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Central location of West Bay, 1st floor apartment. Two bedrooms. Harbour views. Central location. Balcony over harbour. Beach few moments walk from property. Nearby bars and restaurants. (Ref. 994014)

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


for 7 nights £660

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. Fishing Balconies. Countryside surroundings. Enclosed garden. Nature trails. Pet friendly. Gillingham 2 miles; Shaftesbury 7 miles. (Ref. 967741)

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


for 7 nights £475

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A seaside cottage resting in Lyme Regis, Dorset. Pet-friendly. Garden. Walking distance to a beach. Charmouth 3 miles; Seaton 8.1 miles; Devon 48 miles. (Ref. 1105937)

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


for 7 nights £658

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Well-presented holiday cottage in the heart of Lyme Regis in Dorset. Central location. Riverside setting. WiFi. Open-plan. Lyme Regis 0.2 miles; Charmouth 2.8 miles; Bridport 9.6 miles. (Ref. 1105757)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £797

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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


for 7 nights £608

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. Open plan living, en-suite facilities, private patio. Furnished and equipped to a very high standard. Weymouth 3.5 miles. (Ref. 932157)

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


for 7 nights £604

  • 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 £643

Last booked 3 days ago
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  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Attractive townhouse in the heart of Lyme Regis in Dorset. Family-friendly. Games room. WiFi. Good location. Garden views. Lyme Regis 0.3 miles; Charmouth 2.7 miles; Sidmouth 16.4 miles; Weymouth 31.8 miles. (Ref. 1105760)

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


for 7 nights £662

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close tot he beach and amenities. Lyme Regis 3.1 miles; Bridport 6.8 miles; Axminster 5.7 miles. (Ref. 1142797)

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


for 7 nights £949

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A traditional townhouse within walking distance of Lyme Regis in Dorset. Spacious. Well-presented. Open fire. WiFI. Lyme Regis 0.2 miles; Charmouth 2.8 miles; Seaton 8.1 miles. (Ref. 1106215)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £1839

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Drake's Hideaway is a charming first-floor apartment in the heart of Lyme Regis, Dorset, situated close to the seafront and the family-friendly beaches. Charmouth 2.9 miles; Axminster 5.5 miles; Bridport 9.6 miles; Sidmouth 15.2 miles. (Ref. 1168929)

  • Wi-fi
  • Dishwasher


for 7 nights £587

  • Sleeps16
  • Bedrooms8
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Moles Cottage is a characterful retreat with en-suite bedrooms, a toasty open fire and accepting pets, in the picturesque village of Farnham, Dorset. Pentridge 7.8 miles; Blandford Forum 8.7 miles; Damerham 13.9 miles; Salisbury 17.8 miles. (Ref. 1165807)

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


for 7 nights £2448

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A well-positioned, three-storey home resting in Fortuneswell, Dorset. Sea views. Close to amenities and the beach. Family-friendly. Private decked area. Near AONB. Weymouth 5.3 miles. (Ref. 1120221)

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


for 7 nights £577

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Directly on the seafront. First floor period apartment. Bright and comfortable. Breath-taking sea views. En-suite shower room. WiFi. Off road parking with garage. (Ref. 993989)

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


for 7 nights £696

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Located on the harbourside, is this two-bedroom contemporary apartment in Weymouth, Dorset. WiFi. Fortuneswell 4.7 miles; Dorchester 9.3 miles. (Ref. 1017563)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 10% off - Fri 17th Apr to 25th Jul 2026


for 7 nights £831

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Coastguard View is a lovely holiday cottage resting near the coast in Portland Bill on the Isle of Portland, Dorset with a Smart TV and open-plan space. Easton 2.6 miles; Fortuneswell 3.6 miles; Weymouth 9.1 miles. (Ref. 1169819)

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


for 7 nights £600

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Stylishly renovated bungalow in Burton Bradstock. Off road parking for 2 cars. Wi-Fi. Large open plan family kitchen / dining area / sitting room. (Ref. 994537)

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


for 7 nights £733