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Dorset Family Holidays

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Your Dorset search returned 780 cottages

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A backyard with a glass conservatory attached to a stone and tile roof building and wooden outdoor furniture on a patio at Fossil Barn in Weymouth
18
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

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

  • 5% off - Sat 11th Oct to 18th Oct 2025

7 nights from £661

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A stone house with a small porch table and chairs next to a gravel driveway surrounded by bushes at Glyde House in Dorchester
55
Dorchester, Dorset, DT1
  • Sleeps8
  • Bedrooms5
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Glyde House is a detached property situated in Dorchester, Dorset. Close to a shop and a pub. Off-road parking. Garden. Near Dorset AONB. Weymouth 8.6 miles; Isle of Portland 14.7 miles. (Ref. 1150284)

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

7 nights from £1005

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A row of brick houses with white windows and a blue door at ODYSEA in Weymouth
49
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Just a 3-minute walk to the old harbour, town bridge and beach beyond this fully modernised mid terrace cottage includes three beds, three bathrooms and two off-road parking spaces.. Dorchester 8.4 miles; Bridport 18.9 miles. (Ref. 1099795)

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

7 nights from £790

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A row of brick terraced houses with white doors and windows along a street at Castle Cove View in Castle Cove
29
Castle Cove, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Wonderfully positioned townhouse just moments from Sandsfoot beach and the South West Coast path. Sea views. Sleeps 6. Off road parking (Ref. 1059103)

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

7 nights from £738

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A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash
43
Salwayash, Dorset, DT6
  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Beautiful converted farmhouse. Pet friendly. Games room. Parking, WiFi. Bridport 3 miles. (Ref. 976544)

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

7 nights from £1424

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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

    4.7★

    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

7 nights from £524

Last booked 4 hours ago
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A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

This cottage boast style, character, and a fabulously contemporary interior. Central location. Surrounded by history. WiFi. Rodwell 0.9 miles. (Ref. 1005313)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £641

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A patio with a table and chairs under an umbrella outside a house with a tiled roof and a garden area at Rosamond in Shipton Gorge
26
Shipton Gorge, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This lovely property rests in the pretty village of Shipton Gorge, Dorset. Countryside views. Ground-floor accommodation. WiFi. Bridport 2.6 miles. West Bay 4.1 miles. (Ref. 1020427)

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

7 nights from £725

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A street with a white house behind a stone wall and iron gates with flowers in the foreground at Blacksmiths Cottage Lyme Regis
20
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A Georgian cottage resting in Lyme Regis, Dorset. Town centre location. Seaside views. Close to a beach. Charmouth 3 miles; Seaton 7.8 miles; Beer 9.6 miles. (Ref. 1105818)

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

7 nights from £721

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Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth
17
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Sleeping four in Maltings area of Weymouth, pet friendly. Off road parking. WiFi. Garden. Close to harbour. (Ref. 994596)

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

7 nights from £560

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Exterior of a stone and brick building with black doors and windows a small lawn and potted plants at The Old Stables in Winterborne Stickland
30
Winterborne Stickland, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    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

7 nights from £570

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An outdoor garden area with a gravel path picnic table plastic chairs and trees at Riverhouse Lodge in Upwey
21
Upwey, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A pretty village lodge, close to the seaside town of Weymouth in Dorset. Traditional. Beautiful Mediterranean-style garden. WiFi. Dorset AONB. Dorchester 4.9 miles. (Ref. 1017591)

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

7 nights from £493

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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

7 nights from £354

Last booked yesterday
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A parking lot with several cars in front of a multi-story white building with multiple windows and blue roof at Seashell in Lyme Regis
16
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3★

    Good

  • Sykes rating

A superb seafront apartment in Lyme Regis in Dorset. Sea views. Great location. Spacious. WiFi. Lyme Regis 0.1 miles; Seaton 7.4 miles. Bridport 9.7 miles; Weymouth 28.5 miles. (Ref. 1106408)

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

7 nights from £768

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Front view of a brick house with white framed windows a white door two black chairs and a palm tree at Reaver Brewers Quay harbour
27
Brewers Quay harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four near harbourside in Weymouth. Welcome two dogs. Pubs, restaurants and harbour 5 mins walk. (Ref. 994584)

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

7 nights from £592

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A living room with a brown sectional sofa armchair and round coffee table near a sliding door at Waterston Cottage in West Lulworth
42
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This beautiful three-bedroom property resides in West Lulworth, Dorset. Off-road parking. In an AONB. En-suite bedrooms. Close to amenities and a beach. Wareham 8.8 miles; Weymouth 15.3 miles. (Ref. 1126738)

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

7 nights from £782

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A brick townhouse with a red door and white-framed windows next to a yellow house with dormer windows at 1 Woodroffe Meadow Lyme Regis
18
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A family townhouse situated in Lyme Regis, Dorset. Enclosed garden. Three-storeys. Welcome pack on arrival. Charmouth 3.8 miles; Seaton 8 miles; Devon 36.7 miles. (Ref. 1106291)

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

7 nights from £636

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A street view of terraced cottages with white walls and a black iron fence at Nutwood in Charmouth
29
Charmouth, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A spacious, period cottage a short walk from Charmouth in Dorset. Rural views. Attractive gardens. Family-friendly. Parking. WiFi. Charmouth 0.4 miles; Lyme Regis 2.7 miles; Bridport 7.5 miles; Seaton 11.3 miles. (Ref. 1106256)

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

7 nights from £712

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A large stone manor house with bay windows and ivy on the walls with a garden and small pond in front at Milton Manor in Milton On Stour
78
Milton On Stour, Dorset, SP8
  • Sleeps33
  • Bedrooms14
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This stunning historic manor nestles in the heart of Milton on Stour, Dorset. Woodburner. Enclosed garden. Hot tub. Pet-friendly. Shaftesbury 7.5 miles. (Ref. 1026929)

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

  • 5% off - Fri 7th Mar 2025 to 30th Apr 2026

7 nights from £4992

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A living room with two gray sofas a colorful rug a wooden coffee table and a wall-mounted television at Anchor Cottage in Brewers Quay Harbour
30
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A delightful 3 storey fishermans cottage that has been beautifully restored in the harbour area of Weymouth. (Ref. 993928)

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

7 nights from £635

Last booked yesterday
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