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Short Cottage Breaks in Dorset

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Your Dorset search returned 935 cottages

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The front door of Clematis House next to a pathway with flowers and a street lamp in Charlton Down near Dorchester
24
Charlton Down near Dorchester, Dorset, DT2
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    Sykes Rating

A charming semi-detached house resting in Charlton Down, Dorset. Enclosed garden. Private parking. WiFi. Open-plan. Family-friendly. Godmanstone 2.7 miles; Dorchester 3.9 miles; Weymouth 12.9 miles. (Ref. 1076739)

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

3 nights from $726

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A house with stone and plaster exterior and a thatched roof surrounded by plants and trees at Bucket & Spade in Lyme Regis
33
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Sykes Rating

A contemporary detached house resting in Lyme Regis, Dorset. Sea views. Family-friendly. Welcome hamper. Charmouth 3.2 miles; Beer 9.54 miles; West Bay 11.4 miles. (Ref. 1105796)

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

3 nights from $774

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A two-story house with wooden deck and railings at 7 Coram Court in Lyme Regis
34
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

A semi-detached contemporary house resting in Lyme Regis, Dorset. Sea views. Close to town centre. Off-road parking. Charmouth 3.3 miles; Seaton 7.7 miles; Beer 9.4 miles. (Ref. 1106054)

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

3 nights from $896

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An outdoor wooden dining table with plates and glasses on a wooden deck overlooking a coastal town and hills at 9 Coram Court in Lyme Regis
21
Lyme Regis, Dorset, DT7 3
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

A contemporary holiday home resting in Lyme Regis, Dorset. Family-friendly. Sea views. Close to town centre. Charmouth 3.3 miles; Seaton 7.7 miles; Beer 9.4 miles. (Ref. 1106011)

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

3 nights from $884

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A beachfront with kayaks lined up near houses and water at Fairways in Wyke Regis
Offer
22
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. Weymouth 2.5 miles; Dorchester 10.2 miles; Poole 34.1 miles. (Ref. 1047698)

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

  • 10% off - Mon 30th Jun to 31st Jul 2025

3 nights from $599

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An outdoor patio with a hot tub wood siding on the house a table with chairs and an umbrella at Stag Cottage in Lytchett Matravers
40
Lytchett Matravers, Dorset, BH16
  • Sleeps6
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084628)

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

3 nights from $950

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An outdoor balcony with a dining table set with plates bowls glasses and a bottle overlooking houses trees hills and the sea at 5 Victoria House in Lyme Regis
38
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

A superb first-floor apartment resting in Lyme Regis, Dorset. Near a beach. Off-road parking. Roof terrace. Pet-free. Open-plan. Charmouth 3.3 miles; Axminster 5 miles; Bridport 10 miles; Sidmouth 15.5 miles. (Ref. 1120055)

  • Wi-fi
  • Off-road parking
  • Dishwasher

3 nights from $760

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Three modern two story houses with green window frames and stone wall facades with a paved driveway and some plants at Pebbles Reach in Fortuneswell
42
Fortuneswell, Dorset, DT5
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. Off-road parking. Dog-friendly. Enclosed terrace. Smart TV. Bedroom with en-suite. Weymouth 4.6 miles. (Ref. 1091335)

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

3 nights from $855

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A row of multi-colored buildings along a waterfront with a boat named Top Cat III docked at Safe Harbour Brewers Quay harbour
33
Brewers Quay harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Sykes Rating

Cosy, comfortable and luxurious three storey house in Weymouth. Perfect for families. WiFi. Courtyard. One dog welcome. Pub and shop 5 min. Beach 10 min. Dorchester 8 miles. (Ref. 994606)

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

3 nights from $1259

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A living room with a gray sofa and wooden coffee table and a dining room with a table and chairs at Wolf Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A stylish and contemporary period home near Brewers Quay, Weymouth. Stylish. Close to beach. Courtyard with furniture. Close to local amenities. Dorchester 8.4 miles; Bridport 22.1 miles. (Ref. 1109892)

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

3 nights from $784

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An outdoor patio area with a wooden table and six wooden chairs in front of a modern concrete structure with large sliding glass doors at Standby Generator Bunker Ringstead near Weymouth
67
Ringstead near Weymouth, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

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

3 nights from $1342

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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

    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

3 nights from $544

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Stone house with wooden door and four windows and plants in front at Norden House in Maiden Newton
29
Maiden Newton, Dorset, dt2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A character filled property resting in the pretty village of Maiden Netwon in Dorset. Enclosed garden. Pet-friendly. Woodburning stove. Wi-Fi. West Bay 13.3 miles; Weymouth 17.2 miles. (Ref. 1072294)

  • Wi-fi
  • Off-road parking
  • Dishwasher

3 nights from $957

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A stone cottage with a thatched roof next to a road with green planters under windows at Ivy Cottage in West Lulworth
27
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Sykes Rating

Lovely thatched Grade II listed cottage for a family or friends. Welcomes two dogs. Inglenook fireplace and original beams. Beach 1 mile. Pub 5 min. Seasonal shop 10 min. (Ref. 994302)

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

3 nights from $934

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A stone house with a thatched roof and a wooden fence around the property at Dairy Cottage in Abbotsbury
67
Abbotsbury, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

Dairy Cottage is a delightful, three-bedroom thatched cottage resting on a working farm on the outskirts of Abbotsbury, Dorset. Rural views. Pet-friendly. Stylish. Woodburning stove. Weymouth 12.3 miles. (Ref. 1123043)

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

3 nights from $701

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A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch
29
Between Milborne St Andrew and Winterborne Whitechurch, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

A superb, detached barn conversion set in the countryside near Winterborne Whitechurch. Excellent walking nearby. Great touring base. Dorset Coast easily accessible. Pet-friendly. Winterbourne Whitechurch 0.9 miles; Blandford Forum 6.6 miles. (Ref. 5188)

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

3 nights from $670

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A row of attached houses with multiple windows and doors along a street at Quay Cottage Sea View in Poole
Offer
33
Poole, Dorset, BH15
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

Quay Cottage is an opulent, three-storey property resting in the seaside town of Poole, Dorset. Off-road parking. Sea views. Close to local amenities. Bournemouth 6.4 miles; Christchurch 10.9 miles. (Ref. 1136862)

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

  • 5% off - Fri 18th Jul to 1st Aug 2025

3 nights from $1079

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A street corner with rows of attached houses and a blue building in the background at Shrimp Cottage in Brewers Quay Harbour
Offer
49
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. Dorchester 9 miles; West Lulworth 15.9 miles (Ref. 1173548)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 15% off - Fri 25th Jul to 22nd Aug 2025

3 nights from $751

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A house with red roof and red door behind grassy hill with trees at Rempstone Farmhouse in Corfe Castle
29
Corfe Castle, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

Rempstone Farmhouse, a delightful, detached holiday home resting near Corfe Castle in Dorset. Woodburning stove. Rural location. Games room. Hot tub. Wareham 6.8 miles; Swanage 5 miles; Bournemouth 22.5 miles; Weymouth 24.7 miles (Ref. 1155019)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Washing machine
  • Games room

3 nights from $1063

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A red brick house with a black door and six windows at Overton Cottage in Sturminster Newton
30
Sturminster Newton, Dorset, DT10
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

A pretty, Grade II listed cottage tucked down a quiet lane close to the centre of Sturminster Newton. Pet-friendly. Woodburning stove. WiFi. Blandford Forum 9.3 miles. (Ref. 1075433)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from $684

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