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Dorset Holiday Cottages

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Your Dorset search returned 1,026 cottages

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A brick and flint house with a slate roof and an outdoor patio area with wooden table and chairs surrounded by flowering plants at Churn House in Dewlish
15
Dewlish, Dorset, DT2
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

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

Beautiful barn conversion positioned in the lovely village of Dewlish in Dorset. Off-road parking. Shared outdoor heated pool. Pet-friendly. Shop 1.8 miles, pub 0.2 miles. (Ref. 1003641)

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

  • 10% off - Sat 21st Mar to 28th Mar 2026


for 7 nights €901

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A stone cottage with white doors and windows along a narrow road with plants and flowers growing at the base of the wall at Pippins Loders in Bridport
29
Bridport, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Stone three bedroom cottage near Bridport. Dog friendly. Lawned garden, BBQ/Fire Bowl. . Sleep 6. (Ref. 994548)

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


for 7 nights €883

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Exterior of a row of white buildings with balconies and doors including a restaurant named ENZO at Bliss On The Bay Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A stylish apartment resting on Weymouth's beautiful esplanade. Sleeps 4. Opposite beach. Off road parking. WiFi. Dorchester 7.3 miles; Bridport 20.3 miles. (Ref. 1067722)

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


for 7 nights €726

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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

    4.5★

    Outstanding

  • 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


for 7 nights €667

Last booked 8 hours ago
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The front view of a two-story brick house with a green door and multiple windows and a paved driveway at Bridge Apartment in Weymouth
20
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Ground Floor modern accommodation. Near to Weymouth Town centre and nature reserve. Perfect for families or couples. Allocated parking. Modern property. WIFI. (Ref. 994034)

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


for 7 nights €526

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Exterior view of a brick cottage with green front door and multiple white windows at Millers Cottage in Puddletown
32
Puddletown, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Miller’s Cottage is a snug and romantic dwelling located in the village of Puddletown, nearby a river in Dorset, with a woodburning stove and welcoming one pet. Dorchester 5.5 miles. (Ref. 1160443)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €481

Last booked yesterday
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A single-story house with a garage and a lawn at Shipton Hill View in Shipton Gorge
36
Shipton Gorge, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Situated in a stunning loaction overlooking hills in Dorset. Ground floor accommodation with doors from lounge opening onto large garden. Welcomes two pets. (Ref. 994654)

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


for 7 nights €910

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A row of terraced houses with white and yellow facades and a sidewalk at Brewers Quay Harbour
28
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A delightful cottage situated next to Weymouth harbour in Dorset. Harbour Views. Family-friendly. Dorchester 8.4 miles; West Lulworth 15.5 miles. (Ref. 1061726)

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


for 7 nights €933

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A coastal landscape with green hills sea and rooftops seen from behind a glass balcony at Pendower in Charmouth
20
Charmouth, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An attractive split-level holiday home within walking distance of Charmouth in Dorset. Sea views. Dog-friendly. Family-friendly. WiFi. Charmouth 0.4 miles; Lyme Regis 3.1 miles; Bridport 7.2 miles; Seaton 11.7 miles. (Ref. 1106229)

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


for 7 nights €1083

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A patio with a hot tub and a small table and chair set opening onto a grassy field at Deer Lodge in Wimborne Minster
41
Wimborne Minster, Dorset, BH21
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

This detached lodge rests on the outskirts of Wimborne Minster, Dorset. Hot tub. En-suite. Rural location. Wimborne Minster 1.1 miles; Sandbanks 7.4 miles. (Ref. 1038027)

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

  • 5% off - Fri 6th Mar to 13th Mar 2026

  • 10% off - Fri 27th Mar to 3rd Apr 2026


for 7 nights €886

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A brick residential building with multiple windows a gated entrance and a small staircase at Ocean Watch 1 in Greenhill
20
Greenhill, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Modern one level apartment. Sitting room, with balcony and beautiful sea views. Short walk to the beach and a causal walk to the town centre. Wifi. (Ref. 994505)

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


for 7 nights €691

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A row of modern brick and beige townhouses with balconies and large windows behind a green hedge at Kiama in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A well-positioned, three-storey property resting in Weymouth, Dorset. Sea views. Close to amenities and the beach. Enclosed garden. Elevated position. Dorchester 8.9 miles; Bridport 20.6 miles. (Ref. 1118939)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €779

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An outdoor seating area with a table and chairs at Tiny Willow in Farrington near Child Okeford
21
Farrington near Child Okeford, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A lovely ground-floor lodge situated in a quiet corner of Farrington near Child Okeford, Dorset. Electric fire. Private garden. Countryside views. Shaftesbury 5.6 miles; Blandford Forum 9.5 miles. (Ref. 1050805)

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


for 7 nights €365

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A two story house with a brick garage and garden in front at Jurassic Sea View in Lyme Regis
28
Lyme Regis, Dorset, DT7
  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A contemporary detached house resting in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 2.8 miles; Seaton 8 miles; Devon 36.8 miles. (Ref. 1106049)

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


for 7 nights €860

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A white house with a gravel driveway and white picket fences near trees at The Old Smithy in Dottery near Bridport
20
Dottery near Bridport, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Attractive, semi-detached country cottage situated close to the rural West Dorset hamlet of Dottery. Area of Outstanding Natural Beauty. Well-equipped with woodburning stove, WiFi. Country views. Bridport 1.5 miles. (Ref. 924953)

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


for 7 nights €416

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A living room with a sofa, table, and kitchen area at Royal Terrace Sunset in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Royal Terrace Sunset is a contemporary apartment situated along the coast in the heart of Weymouth, Dorset, boasting a short walk to a pub and shop. Dorchester 7.7 miles; Bridport 18.9 miles. (Ref. 1173496)


    for 7 nights €576

    Last booked 2 days ago
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    A living room with striped sofas a bookshelf and a small TV near glass doors at 2 Buckfields Lyme Regis
    16
    Lyme Regis, Dorset, DT7
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Sykes rating

    A ground-floor apartment situated in Lyme Regis, Dorset. Close to harbour. Close to beach. Walking distance to shops and pubs. Charmouth 3.1 miles; Seaton 7.7 miles; Devon 37 miles. (Ref. 1106012)

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


    for 7 nights €648

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    A row of attached houses with brick and beige facades on a street with sidewalks at Globe Cottage in Weymouth
    27
    Weymouth, Dorset, DT4
    • Sleeps7
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Sykes rating

    Three bedroom terraced property in central Weymouth. Open plan living area. (Ref. 1095056)

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


    for 7 nights €887

    Last booked yesterday
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    A modern building with curved metal roof and balconies at 8 Driftwood in West Bay
    13
    West Bay, Dorset, DT6
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Sykes rating

    A first-floor apartment situated in West Bay, Dorset. Off-road parking. Family-friendly. Charmouth 8.5 miles; Lyme Regis 11.3 miles; Seaton 19 miles. (Ref. 1106102)

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


    for 7 nights €640

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    A window seat with two mugs and a muffin on a tray overlooking a carousel and seaside at Shore View in Weymouth
    55
    Weymouth, Dorset, DT4
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.5★

      Outstanding

    • Sykes rating

    26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles. (Ref. 1118900)

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


    for 7 nights €1508

    Last booked 2 days ago
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