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Dorset Holiday Cottages

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Your Dorset search returned 1,054 cottages

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A detached house with a double garage and driveway at Connaught Gardens in Weymouth
29
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Large, modern house nestled on the outskirts of Weymouth, 1 mile from the beach and restaurants. Off-road parking. WiFi. Enclosed garden. (Ref. 1001446)

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

7 nights from £766

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A gravel driveway in front of a building with large windows and a slate roof at The Courtyard - Hilltop Barn in Winterborne Zelston near Wareham
41
Winterborne Zelston near Wareham, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. Underfloor heating. Countryside views. Character. Wareham 8.3 miles; Wimborne Minster 8.7 miles; Poole 11.3 miles. (Ref. 1058078)

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

7 nights from £830

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An outdoor area with a house, plants, and pathway at Brookfield Lodge in Drimpton
42
Drimpton, Dorset, DT8
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Wheelchair friendly holiday cottage. Garden, parking, WiFi. Beaminster 5 miles. (Ref. 967289)

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

7 nights from £392

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A two-story corner house with a pink brick exterior and a bay window at Mermaid House in Brewers Quay Harbour
41
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. Close to amenities and harbour. Pet-free. Garden. Dorchester 8.7 miles; West Lulworth 15.8 miles. (Ref. 1093760)

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

7 nights from £613

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A garden with various plants and flowers outside a stone cottage with thatched roof at The Elbow in Frampton
44
Frampton, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

The Elbow is a charming house with period features and a garden, within the picturesque Dorset National Landscape in the village of Frampton in Dorset. Stratton 2 miles; Dorchester 5.3 miles; Bridport 12.8 miles; Weymouth 13.7 miles. (Ref. 1151302)

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

7 nights from £569

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The exterior of a house with white walls and wooden paneling a patio area with a table umbrella and chairs at Whitegates Lodge in Osmington
15
Osmington, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Link detached modern annex lodge in the Dorset Coastal village of Osmington. Wifi. Parking for two cars. Short drive to Weymouth. (Ref. 994794)

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

7 nights from £515

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A brick house with a porch and multiple windows with shutters and a driveway with stone walls at 49 Ulwell Road in Swanage
49
Swanage, Dorset, BH19
  • Sleeps9
  • Bedrooms5
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

An impressive, contemporary-styled cottage resting on the outskirts of the coastal town of Swanage, on Dorset's Jurassic Coast. Woodburning stove and open fire. Spacious. Family-friendly. Games room. WiFi. Studland 2.5 miles; Bournemouth 11.2 miles. (Ref. 1039862)

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

7 nights from £1060

Last booked yesterday
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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

    4.8★

    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

7 nights from £682

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A small outdoor seating area with chairs and a table surrounded by flowers in front of a brick house with blue shutters at Garibaldi Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. Dorchester 8.2 miles; Bridport 20.1 miles. (Ref. 1156408)

  • Wi-fi
  • Washing machine
  • Baby-friendly

  • 15% off - Wed 1st Oct to 1st Nov 2025

7 nights from £469

Last booked yesterday
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A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)

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

7 nights from £631

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An outdoor wooden dining table set with bowls glasses and cutlery under a large umbrella with sea view at 4 Coram Court in Lyme Regis
25
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A detached Mediterranean-style villa situated in Lyme Regis, Dorset. Sea views. Close to a beach. Welcome hamper. Charmouth 3.3 miles; Seaton 7.7 miles; Beer 9.4 miles. (Ref. 1105923)

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

7 nights from £822

Last booked 2 days ago
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A thatched roof cottage with white walls green bushes and a blue door at Lime Cottage in Burton Bradstock
35
Burton Bradstock, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A charming, two-bedroom, thatched cottage resting in Burton Bradstock, Dorset. In AONB. Original features. Close to amenities and beach. Private garden. Bridport 3 miles; Dorchester 15.3 miles; Weymouth 16.2 miles; Yeovil 22.2 miles. (Ref. 1124979)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £610

Last booked yesterday
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A garden with stairs, plants, and potted flowers leading to a house with a balcony and umbrellas at Little Cliff House in Lyme Regis
43
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Little Cliff House is a stunning, three-storey coastal cottage in the picturesque town of Lyme Regis, Dorset, enjoying sea views and off-road parking. Charmouth 3.4 miles; Axminster 5.4 miles; Bridport 10.1 miles; Sidmouth 15.4 miles. (Ref. 1167463)

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

7 nights from £1016

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A wooden house with three dormer windows a gravel driveway and a fenced grassy area at The Donkey Shed in Sherborne
33
Sherborne, Dorset, DT9
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A wonderful detached property resting on the outskirts of Sherborne. WiFi. Ground-floor bedroom. Parking. Yeovil 8 miles. (Ref. 1003242)

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

7 nights from £730

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A dining table with flowers butter croissants orange juice and jam by windows overlooking a beach at Grandview in Weymouth
47
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Easter Weekend open to book! A characterful first-floor apartment set on the Dorset coast, within the town of Weymouth. Outstanding sea views. Central location. Family-friendly. Isle of Portland 7 miles; Dorchester 7.2 miles; West Bay 18.1 miles. (Ref. 1049890)

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

7 nights from £902

Last booked 2 days ago
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A small garden area with a wooden bench and potted plants outside a cottage with green windows and a covered front door at Holly Cottage in Lyme Regis
36
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Holly Cottage, a charming, Grade II-listed cottage in the wonderful coastal town of Lyme Regis, Dorset. Barbecue. Pet-friendly. Close to beach. Charmouth 3.3 miles; Axminster 5.4 miles; Bridport 10 miles; Sidmouth 15.9 miles. (Ref. 1131529)

  • Wi-fi

7 nights from £632

Last booked 2 days ago
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An exterior view of a stone house with wooden windows and door on a gravel ground at The Stables Burton Bradstock
31
Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautifully presented property located in peaceful village of Burton Bradstock. Off-road parking. Woodburning stove. WiFi. Bridport 2.9 miles; Dorchester 14.4 miles; Weymouth 15.8 miles. (Ref. 1069215)

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

7 nights from £969

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A white front door with a narrow vertical window and a doorbell on a red brick wall with a sign reading 5 Captains Retreat Christchurch
28
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Delightful and well-appointed modern cottage, quietly situated close to Christchurch town centre and quayside. En-suite facilities to both bedrooms. Allocated parking. Convenient touring base. Bournemouth 6 miles. (Ref. 934482)

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

7 nights from £724

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A fenced swimming pool with chairs and lawn in front of a brick and wood house at Manor Farm Barn in Dewlish
42
Dewlish, Dorset, DT2
  • Sleeps15
  • Bedrooms8
  • PetsYes

    4.8★

    Outstanding

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

Wonderfully appointed barn conversion residing in the sleepy village of Dewlish in Dorset. Dog-friendly. Off-road parking. Shared outdoor heated pool. Dorchester 7 miles. (Ref. 1003646)

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

  • £50 off - Sat 18th Oct to 25th Oct 2025

7 nights from £2348

Last booked yesterday
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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

7 nights from £871

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