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Short Cottage Breaks in Dorset

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Your Dorset search returned 906 cottages

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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
47
Lytchett Matravers, Dorset, BH16
  • Sleeps6
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • 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

  • 10% off - Fri 31st Oct to 18th Dec 2025

  • 5% off - Fri 19th Dec to 31st Dec 2025


for 3 nights €814

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A white house with a glass porch and wooden railings on a paved patio at Village View in Burton Bradstock
17
Burton Bradstock, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A brightly decorated property resting within the village of Burton Bradstock. Pet-friendly. WiFi. Pub and shop within 0.2 miles. Weymouth 15.7 miles. (Ref. 1008498)

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


for 3 nights €553

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A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
14
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stylish and contemporary apartment set in the town of Weymouth, Dorset. Seaside setting. Fantastic views. Off-road parking. Fortuneswell 5.8 miles; Dorchester 7.2 miles; Bridport 20.9 miles. (Ref. 1072234)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • €162 off - Mon 29th Dec 2025 to 6th Jan 2026


for 3 nights €720

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A house with windows and a front door in Lyme Regis
48
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A traditional renovated cottage resting in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 2.4 miles; Seaton 8.4 miles; Beer 10.1 miles. (Ref. 1105995)

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


for 3 nights €586

Last booked 6 hours ago
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A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

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


for 3 nights €1347

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A brick exterior of a cottage with white doors and windows at Rupert Cottage Brewers Quay harbour
27
Brewers Quay harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Sleeping 4 cosy cottage in Weymouth. Close to harbour and all amenities. Gated development. (Ref. 994605)

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


for 3 nights €667

Last booked 2 hours ago
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Boats docked in a harbor in front of buildings including Old Coastguard Apartment 2 in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

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

  • 16% off - Thu 30th Oct 2025 to 3rd Jan 2026


for 3 nights €1117

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A stone cottage with two windows a door and potted plants on a gravel yard with stone steps and greenery at Mill Cottage in Upwey
30
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A charming reverse-level cottage in the village of Upwey, Dorset. Close to amenities. Woodburning stove. In an Area of Outstanding Natural Beauty. Romantic. Walkers & Cyclists. Weymouth 4.5 miles; Dorchester 4.6 miles. (Ref. 1072756)

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


for 3 nights €595

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A wooden front door next to a window with shutters and a gray mailbox numbered 20 at Smugglers Cottage in Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. Gas Fire in Lounge, WiFi. Close to beach and amenities. Weymouth 1 mile; Dorchester 8.6 miles. (Ref. 1058500)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights €734

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Exterior front door of a house with a small porch canopy and a blue picket fence at 6 Chatterton Mews Lyme Regis
26
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary property situated in the seaside town of Lyme Regis, West Dorset. Open-plan living space. Smart TV. WiFi. Off-road parking. Seaton 7 miles; Bridport 10.7 miles. (Ref. 1112737)

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


for 3 nights €691

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A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage
33
near Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Little Dairy House is a welcoming home located on the outskirts of Swanage in Dorset, featuring a balcony, a woodburning stove, and is near a beach. Wareham 7.6 miles; Poole 17.6 miles. (Ref. 1173159)

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


for 3 nights €571

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An outdoor area with gravel path flowers and trees next to a modern house with balcony and glass railing at Blue Neptune in Lyme Regis
24
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A contemporary, detached home set in the delightful seaside town of Lyme Regis, Dorset. Open-plan living. Extensive garden. Pet free. Bridport 10.2 miles; Sidmouth 15.2 miles. (Ref. 1122405)

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


for 3 nights €749

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A garden with a shed and a bench overlooking a body of water at Harbour View Mudeford in Christchurch
26
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Luxury coastal ground floor property, located on Fishermans Bank, Mudeford. Amazing views of Christchurch Harbour. En-suite master room. Pet-friendly. Shop 0.9 miles, pub 0.3 miles. (Ref. 1006623)

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

  • 5% off - Sat 22nd Nov to 30th Nov 2025


for 3 nights €999

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A window looking out onto a harbor with fishing boats and buildings at Embassy Brewers Quay Harbour
42
Brewers Quay Harbour, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1107011)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights €498

Last booked 2 hours ago
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A wooden house with brick foundation surrounded by trees and plants at Willow Brook in Okeford Fitzpaine
12
Okeford Fitzpaine, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. Smart TV. Garden patio. WiFi. Sturminster Newton 3.6 miles. (Ref. 1137516)

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


for 3 nights €643

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A narrow river flowing beside a house with a garden and plants at 1 Lymbrook Cottages in Lyme Regis
19
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A renovated 19th century mill worker’s cottage resting in Lyme Regis, Dorset. Family-friendly. Rooftop terrace. Garden. Charmouth 3 miles; Seaton 8 miles; Devon 37.3 miles. (Ref. 1106599)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights €472

Last booked 2 days ago
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The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth
55
Weymouth, Dorset, DT4
  • Sleeps13
  • Bedrooms6
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

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

  • 20% off - Sun 9th Nov to 1st Dec 2025

  • 20% off - Mon 1st Dec to 21st Dec 2025


for 3 nights €1778

Last booked yesterday
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A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)

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


for 3 nights €564

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A single story house with a brick wall and a sign saying The Haven in front of the house
23
Blandford Forum, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Little Haven, a wonderful detached holiday home resting just outside Blandford Forum, Dorset. Smart TV. Single-storey. Family-friendly. Pet friendly. Thornicombe 5.7 miles; Child Okeford 7.6 miles; Moors Valley Country Park & Forest 22.3 miles. (Ref. 1151960)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 3 nights €555

Last booked 2 days ago
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A garden with various bushes and trees and a wooden fence with hills and cloudy sky in the background at The Cabin in Swanage
33
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

The Cabin rests in Herston near Swanage, Dorset. Off-road parking. Solar panels. Sea views. Swanage 1.3 miles; Studland 4.4 miles; Wareham 9.5 miles. (Ref. 1135950)

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


for 3 nights €384

Last booked 2 days ago
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