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Short Cottage Breaks in Dorset

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Your Dorset search returned 906 cottages

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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 3 nights €491

Last booked 2 days ago
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A garden with red roses and a metal chair beside a brick house at The Corner House in Weymouth
39
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. Close to amenities. Near beach. Enclosed courtyard. Dorchester 7.1 miles; Bridport 19.1 miles. (Ref. 1129331)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights €635

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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


for 3 nights €868

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A kitchen with white cabinets marble countertops skylights and floral curtains at Upsidedown House Brewers Quay Harbour
25
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Located in a quiet location in Weymouth, Upsidedown House is a unique and beautiful holiday home. Pub and shop 2 min. Beach 10 min. Dorchester 8.4 miles. (Ref. 994746)

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

  • €335 off - Mon 29th Dec 2025 to 6th Jan 2026


for 3 nights €1041

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A living room with sofas facing a brick fireplace and a TV on a wooden cabinet at The Grain Store in Weymouth
39
Weymouth, Dorset, DT3
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A detached property sitting in a country location on the outskirts of Weymouth. Off-road parking. Open fire. Smart TV. Dorchester 4.4 miles; Bridport 15.3 miles; Poole 28.3 miles. (Ref. 1108920)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 3 nights €784

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A brick and white building facade with multiple windows on Trinity Road
34
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A Grade II listed, spacious maisonette apartment over the first and second floor in the Dorset town of Weymouth. WiFi. One dog welcome. Pub and shop within 0.1 miles. (Ref. 1011525)

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


for 3 nights €892

Last booked 2 days ago
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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

    4.6★

    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


for 3 nights €629

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A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
50
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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


for 3 nights €1153

Last booked yesterday
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A street corner with a large rusted anchor and flower pots in front of modern apartment buildings at Sandstones in West Bay
14
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A charming second-floor apartment in the heart of West Bay in Dorset. Spacious, Lift access. WiFi. Open-plan. Harbour views. West Bay 0.1 miles; Bridport 2 miles; Seatown 5.3 miles; Lyme Regis 11.4 miles. (Ref. 1106414)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights €640

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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★

    Perfect

  • 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


for 3 nights €637

Last booked 2 days ago
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A red brick house with two windows and a green door with a blue patio table and chairs in front at Trinity Cottage in Christchurch
30
Christchurch, Dorset, BH23
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A quaint, end-of-terrace cottage nestled in the waterside town of Christchurch. Enclosed patio garden. Pet-friendly. Off-road parking. Bournemouth 4.8 miles. (Ref. 1102048)

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


for 3 nights €660

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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 3 nights €472

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White two story house with gated front garden and wooden bench at Charmouth Lodge in Charmouth
50
Charmouth, Dorset, DT6
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close tot he beach and amenities. Lyme Regis 3.1 miles; Bridport 6.8 miles; Axminster 5.7 miles. (Ref. 1142797)

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


for 3 nights €843

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A house with red roof and red door behind grassy hill with trees at Rempstone Farmhouse in Corfe Castle
29

Holiday Park

Corfe Castle, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • 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


for 3 nights €1036

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A kitchen area with a wooden countertop with fruit bowl wine bottle and glasses a small dining table with a bench seat by a window and a bar stool seating area at The Coach House - Trinity Lodge in Godmanstone near Cerne Abbas
25
Godmanstone near Cerne Abbas, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Trinity Lodge is a striking rural holiday home with great attention to detail, within the Dorset National Landscape, in Goodmanstone, near Cerne Abbas. Dorchester 5.3 miles; Weymouth 14 miles; Sherborne 14.3 miles; Yeovil 17.4 miles. (Ref. 1149594)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 3 nights €389

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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 3 nights €389

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A corner of a living room with a bay window showing a view outside and a TV on a white cabinet at Waterside in Weymouth
28
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Stylish renovated ground floor apartment in Weymouth. Town centre a short walk away. WiFi. Welcomes one dog. Pub and shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994763)

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


for 3 nights €741

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The exterior of a brick house with a tiled roof a black door a paved path and plants at Badbury Lodge Brewers Quay Harbour
26
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Victorian Semi located in Weymouth, Short walk to Brewers Quay and the Harbour. (Ref. 993971)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 3 nights €588

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A street with pastel colored houses and parked cars under a clear sky at Charleston Cottage in Charmouth
41
Charmouth, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Charleston Cottage is a charming, pet-friendly cottage with parking, located in the coastal village of Charmouth, on the Jurassic Coast of Dorset. Lyme Regis 2.8 miles; Axminster 5.4 miles; Bridport 7.7 miles. (Ref. 1164311)

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


for 3 nights €530

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A living room with sofas a round coffee table dining table and chairs with a view of the sea at 1 Ocean Bay Swanage
40
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A stunning two-bedroom, first-floor apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Smart TV. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982988)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights €1153

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