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Dorset Family Holidays

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Your Dorset search returned 751 cottages

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A white two-story house with a porch and multiple windows next to a small body of water with green bushes at River Lym Cottage in Lyme Regis
33
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A beautifully-presented two bedroom cottage located on the banks of the in Lyme Regis, Dorset. Patio garden. Two bedrooms. Patio garden. Charmouth 3 miles; Axminster 5.4 miles. (Ref. 1122609)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £715

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An outdoor area with brick walls and pathways at The Cottage in Wimborne Minster
44
Wimborne Minster, Dorset, BH21
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A delightful single-storey holiday home resting in Wimborne Minster, Dorset. Dog-friendly. Ground-floor living. Countryside. Near Cranborne Chase AONB. Poole 5.3 miles; Bournemouth 7.5 miles; Blandford Forum 12.3 miles. (Ref. 1111758)

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


for 7 nights £568

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A dining and living area with a wooden table, clear chairs, gray sofas, and windows at 2 Woodville Lyme Regis
20
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A first-floor Georgian apartment settled in Lyme Regis, Dorset. Sea views. Close to a beach. Family-friendly. Charmouth 3.1 miles; Seaton 7.7 miles; Devon 37 miles. (Ref. 1106036)

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


for 7 nights £940

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Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour
42
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. Quality finish. Sea and harbour views. Enclosed garden. Raised elevation. Dorchester 8.5 miles; West Lulworth 15.5 miles. (Ref. 1096352)

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


for 7 nights £955

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A stone house with red ivy covering part of the walls and a tiled roof at The Cheesehouse in Litton Cheney
40
Litton Cheney, Dorset, DT2
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

The Cheesehouse is an exceptional, pet-friendly five-bedroom home resting in Litton Cheney, Dorset featuring a games room with pool, darts and bar area. Dorchester 9.9 miles; Yeovil 20.9 miles. (Ref. 1161994)

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


for 7 nights £1490

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Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
51
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A stunning, detached home resting in Weymouth, Dorset. Enclosed garden. Near beach. Pet-friendly. Dorchester 7 miles; Bridport 19.7 miles; Poole 30.9 miles. (Ref. 1022573)

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

  • 12% off - Fri 13th Feb to 28th Feb 2026

  • 15% off - Mon 23rd Feb to 2nd Apr 2026


for 7 nights £1045

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A living room with two black leather sofas, a wood-burning stove, a wooden coffee table, a floor lamp, a small TV on a wooden stand, and glass doors with orange curtains at The Old Cart Shed in Winterborne Stickland
37
Winterborne Stickland, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Exceptional, spacious rural barn conversion. Very high standard of furnishings and equipment. Beamed ceilings. Woodburning stove. En-suite facilities. Lovely walks close by. Blandford Forum 4 miles. (Ref. 905897)

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


for 7 nights £563

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A street view with white and stone houses and flower pots along the curb at 12 Mill Green in Lyme Regis
17
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A terraced cottage situated in Lyme Regis, Dorset. Close to a beach. Family-friendly. Off-road parking. Charmouth 3 miles; Seaton 8.1 miles; Devon 37.4 miles. (Ref. 1105756)

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


for 7 nights £819

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A dining area with a glass table set with plates wine glasses bread and flowers overlooking a living room with black sofas and large window at Harbourside Haven Penthouse 2 in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A marvellous third-floor penthouse situated overlooking the harbour in Weymouth, Dorset. Underfloor heating. Smart TV. Allocated Off road parking. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059267)

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


for 7 nights £663

Last booked 9 hours ago
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A garden with a shed and patio overlooking a bay with sailboats at Rainbow's End in Cove Castle
27
Cove Castle, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

2-minute walk to Sandsfoot beach and the South West Coast path. Uninterrupted sea views to Portland and beyond, sleep 5, parking. (Ref. 994582)

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


for 7 nights £712

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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 garden with a deck, table, and chairs overlooking the sea at Hoppapill House in Bournemouth
48
Bournemouth, Dorset, BH2
  • 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 £1570

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A garden with a wooden table and chairs overlooking the sea with flowers and greenery at 4 East Cliff in Lyme Regis
35
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A semi-detached seaside cottage resting in Lyme Regis, Dorset. Sea views. Close to a beach. Garden. Charmouth 2.7 miles; Seaton 8.2 miles; Beer 10 miles. (Ref. 1105880)

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


for 7 nights £911

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A dining area with a wooden table set with plates and glasses next to large sliding glass doors opening to a deck with trees and sea view at Lottys Lookout in Lyme Regis
30
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A detached holiday home a short walk from the centre of Lyme Regis in Dorset. Family-friendly. Sea views. Spacious. Parking. WiFi. Lyme Regis 0.7 miles; Charmouth 2.4 miles; Beer 10.5 miles; Weymouth 27.9 miles. (Ref. 1106613)

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


for 7 nights £876

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A wooden cabin with a metal roof and green doors surrounded by a fenced patio with a picnic table and potted plants at Little Willow in Farrington near Child Okeford
26
Farrington near Child Okeford, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A superb cottage situated in the rural settlement of Farrington in Dorset. Woodburning stove. WiFi. Pizza oven. Shaftesbury 5.6 miles; Blandford Forum 9.5 miles. (Ref. 1003500)

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


for 7 nights £373

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A row of beige townhouses with black doors and green framed windows at Kimberlin in Chiswell On Portland
52
Chiswell On Portland, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A contemporary townhouse situated just a stone’s throw from Chesil Beach. Pet-friendly. Three floors. Beach views. Weymouth 4.5 miles. (Ref. 1084822)

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


for 7 nights £586

Last booked yesterday
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An outdoor patio area with a glass table and black chairs with flowers and wine glasses at 47 Church Street in Lyme Regis
50
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

47 Church Street is a beautiful, three-storey and dog-friendly house situated in the seaside town of Lyme Regis, Dorset, boasting an enclosed garden. Charmouth 2.7 miles; Axminster 6 miles; Bridport 9.4 miles; Sidmouth 16.3 miles. (Ref. 1164169)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £769

Last booked yesterday
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A long brick and flint building with multiple doors and windows a grass lawn and flowers at The Old Stables in Winterborne Stickland
39
Winterborne Stickland, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Single-storey pet-friendly barn conversion in an attractive lawned courtyard. En-suite, woodburning stove, shared games room. Perfect Winterborne Stickland cottage for families. Blandford Forum 4 miles. (Ref. 18978)

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


for 7 nights £614

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Front exterior of a semi detached house with garage and green door at 2 Studley Gardens Lyme Regis
26
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

2 Studley Gardens is a nicely-presented holiday home in the beautiful seaside town of Lyme Regis, Dorset. Enclosed garden. Pet-friendly. Off-road parking. Charmouth 3 miles; Axminster 5.3 miles; Sidmouth 15.8 miles. (Ref. 1141734)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £631

Last booked 6 hours ago
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A brick house with a white door and windows surrounded by a lawn and gravel pathway at Old Rectory Cottage in Sturminster Newton
20
Sturminster Newton, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A detached, character cottage nestled in the rural village of Manston near Child Okeford in Dorset. Countryside views. Woodburning stove. Country-style. Shaftesbury 6 miles; Blandford Forum 8.9 miles. (Ref. 1072821)

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


for 7 nights £493

Last booked yesterday
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