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Dorset Holiday Cottages

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Your Dorset search returned 1,050 cottages

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A wooden house with skylights and a small garden area surrounded by trees at Roman Lodge in Osmington
31
Osmington, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A bright and airy lodge resting in Osmington near Preston, Dorset. Open-plan. Close to beach. Pet-friendly. Weymouth 5.4 miles; Poole 23.4 miles; Bournemouth 29.1 miles. (Ref. 1093891)

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


for 7 nights £700

Last booked 5 hours ago
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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


for 7 nights £5504

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A dining table set with plates glasses and bread next to a living room with sofa armchairs coffee table and glass doors with green curtains at Newton's Cove View in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Upper ground floor apartment in the Admiral’s Quarter development. Partial sea views from the full length windows in the sitting rooms. Modern furnishings. Perfect for a family holiday exploring the delights of Weymouth. Wifi. (Ref. 994438)

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


for 7 nights £585

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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


for 7 nights £819

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A garden with flowers a wooden arch and a raised deck attached to a brick house at Little Retreat in Upwey
22
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Village pubs and tea rooms. Sleeps two. Parking for one car. 10 mins from Weymouth. Patio and garden. (Ref. 994358)

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


for 7 nights £485

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Exterior of a white house with thatched roof black garage door and balcony surrounded by greenery at Maries Lyme Regis
20
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

An attractive, character cottage within walking distance of Lyme Regis in Dorset. Sea views. Dog-friendly. Family-friendly. Open-plan. Lyme Regis 0.3 miles; Charmouth 3.3 miles; Seaton 7.9 miles; Sidmouth 16.2 miles. (Ref. 1105838)

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


for 7 nights £833

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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


for 7 nights £686

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A street view showing the entrance door of Little Gull Cottage with steps and potted plants in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. Patio with furniture. Close to amenities. Smart TV. Dorchester 8.2 miles; Bridport 18.7 miles. (Ref. 1144645)

  • Wi-fi
  • Baby-friendly


for 7 nights £537

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A detached house with blue upper walls and red brick lower walls with large bay windows and a paved driveway at 20 Ulwell Road in Swanage
46
Swanage, Dorset, BH19
  • Sleeps14
  • Bedrooms7
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This large detached Edwardian House. Seven bedrooms. Perfect for families and large groups. Woodburners. Three floors. Wareham 9.7 miles; Poole 20 miles. (Ref. 980319)

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


for 7 nights £1317

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A balcony view overlooking the ocean and harbor at 3 Harbour Heights Lyme Regis
29
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

3 Harbour Heights, a delightful second-floor apartment resting in the seaside town of Lyme Regis in Dorset. Near beach. Balcony. Sea views. Close to pub. Charmouth 3.4 miles; Axmouth 6.3 miles; Seaton 7.8 miles. (Ref. 1159292)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £617

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An outdoor patio area with a white metal table and chairs set with plates and glasses next to a stone house with flowering bushes at High Trees in Lyme Regis
39
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A semi-detached bungalow resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Pet-friendly. Charmouth 2.7 miles; Seaton 8 miles; Beer 9.8 miles. (Ref. 1106040)

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


for 7 nights £632

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A small dining area with a round glass table set for two and wicker chairs by two windows with ocean views at 6 The Beaches in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A modern studio apartment on the seafront on Weymouth, Dorset. Open-plan living. Sea views. Perfect for couples. (Ref. 1003545)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £423

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A pink house with open double doors and a picnic table on a grass lawn with a stone wall and countryside beyond at Cliff Farm No 2 Cottage Burton Bradstock
23
Burton Bradstock, Dorset, DT6
  • Sleeps5
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A traditional farmhouse on the cliff top in Burton Bradstock, close to Hive Beach and it’s renowned café, West Bay, Wifi. Close to coastal walks. (Ref. 994095)

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


for 7 nights £444

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An outdoor patio with a round wooden table and six chairs next to a garden and stone wall overlooking the sea at Beach View Apartment 2 in Greenhill
35
Greenhill, Dorset, DT4
  • 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 £1036

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A white cabin with a wooden deck and furniture overlooking the sea with grassy lawn and trees at The Cabin in Lyme Regis
15
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An outstanding holiday chalet with direct views over Lyme Bay in Lyme Regis in Dorset. Sea views. Great location. WiFi. Parking. Lyme Regis 0.3 miles; Charmouth 3.3 miles; Honiton 14.7 miles; Weymouth 28.9 miles. (Ref. 1105794)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights £688

Last booked yesterday
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A stone and brick cottage with a thatched roof surrounded by plants and flowers at Forge Cottage in West Lulworth
30
West Lulworth, Dorset, BH20
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Short description: Ideal stay for walkers and ramblers to explore the Jurassic Coast. Local pubs and restaurants. Wifi. Off road parking. (Ref. 994203)

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


for 7 nights £740

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A row of terraced houses with different colored facades along a street at Old Harbour Townhouse in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. Near coast. Woodburning stove. Open-plan. Near pub. Dorchester 8.7 miles; Bridport 19.4 miles. (Ref. 1159836)

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


for 7 nights £719

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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 1st Nov to 22nd Nov 2025


for 7 nights £636

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Stone house with white windows and a garden with outdoor furniture at Pomme Blushe House in Shipton Gorge
40
Shipton Gorge, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Pomme Blushe House, a stunningly-presented stone cottage located outside of the charming town of Bridport, Dorset. Pet-friendly. Garden with hot tub. Lyme Regis 13 miles; West Bay 3.8 miles. (Ref. 1150821)

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


for 7 nights £976

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A living room with a dark blue sofa wooden dining table set with plates and glasses and a television near large windows at Moonbeam View in Lyme Regis
27
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Moonbeam View is a wonderfully presented ground-floor apartment situated in Lyme Regis, Dorset near local amenities, the beach and with en-suites. Charmouth 3.3 miles; Axminster 5 miles; Bridport 10 miles; Sidmouth 15.5 miles. (Ref. 1119814)

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


for 7 nights £552

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