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Dorset Holiday Cottages

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Your Dorset search returned 1,031 cottages

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A sitting area with two sofas and a dining table with chairs overlooking the sea at Sandpiper Chalet in Eype
28
Eype, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A charming single-storey holiday home nestled in the quaint village of Eype, Dorset. Ground-level living. Garden. Sea views. Bridport 2.2 miles; West Bay 3 miles. (Ref. 1078226)

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


for 7 nights £537

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A cottage with a thatched roof and red door next to another house with a driveway and parked car at Cosynook Cottage in Winterborne Kingston
23
Winterborne Kingston, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

An attractive end-terrace cottage found in the peaceful Dorset village of Winterborne Kingston. Ideal for couples. Private parking. Pet friendly. Blandford Forum 6.5 miles; Poole 14.2 miles; Bournemouth 18.5 miles. (Ref. 1075037)

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


for 7 nights £452

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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


for 7 nights £609

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The exterior of a brick house with white doors and windows outdoor chairs and plants at Footprint Brewers Quay Harbour
22
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Footprint a converted stable located in a gated development in Weymouth close to harbour and beach. En-suite master bedroom. Beach 1 mile. Dorchester 9 miles. (Ref. 994201)

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


for 7 nights £703

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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 7 nights £666

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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
26
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

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

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


for 7 nights £762

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A large stone manor house with bay windows and ivy on the walls with a garden and small pond in front at Milton Manor in Milton On Stour
82
Milton On Stour, Dorset, SP8
  • Sleeps33
  • Bedrooms14
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This stunning historic manor nestles in the heart of Milton on Stour, Dorset. Woodburner. Enclosed garden. Hot tub. Pet-friendly. Shaftesbury 7.5 miles. (Ref. 1026929)

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

  • 5% off - Fri 7th Mar 2025 to 30th Apr 2026


for 7 nights £5156

Last booked 2 days ago
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A row of beige townhouses with black doors and green framed windows at Kimberlin in Chiswell On Portland
52
Chiswell On Portland, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A contemporary townhouse situated just a stone’s throw from Chesil Beach. Pet-friendly. Three floors. Beach views. Weymouth 4.5 miles. (Ref. 1084822)

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


for 7 nights £586

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A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill
40
Portland Bill, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Tourist Board rating

Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)

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

  • 10% off - Mon 23rd Mar to 10th Apr 2026


for 7 nights £620

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A view of the harbor with boats and buildings at Monarch in Brewers Quay Harbour
36
Brewers Quay Harbour, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. Balconies. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1078324)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £562

Last booked yesterday
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A balcony with a metal table and chairs overlooking the sea and coastline at The Penthouse in Lyme Regis
21
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An impressive third-floor apartment in the heart of Lyme Regis in Dorset. Open-plan. Stunning views. Great location. WiFi. Lyme Regis 0.1 miles; Charmouth 3.1 miles; Seaton 7.3 miles; Dorchester 25.2 miles. (Ref. 1106082)

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


for 7 nights £688

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A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

This cottage boast style, character, and a fabulously contemporary interior. Central location. Surrounded by history. WiFi. Rodwell 0.9 miles. (Ref. 1005313)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £672

Last booked yesterday
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A kitchen with wooden cabinets, a stove, microwave, kettle, knife block, and an open door leading to a garden with a sea view at 8 Buckfields Lyme Regis
19
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

8 Buckfields is a coastal apartment resting in Lyme Regis, Dorset. Sea views. Close to town centre. Off-road parking. Charmouth 3.1 miles; Seaton 7.7 miles; Devon 37 miles. (Ref. 1106015)

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


for 7 nights £697

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A small bay with several boats on the water a sandy beach and people near the shore with bushes and flower pots in the foreground at Beach View House in Wyke Regis
28
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. Sea views. Electric fire. Weymouth 2.6 miles; Dorchester 10.2 miles. (Ref. 1091445)

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


for 7 nights £794

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A stone and brick cottage with a thatched roof surrounded by plants and flowers at Forge Cottage in West Lulworth
30
West Lulworth, Dorset, BH20
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Short description: Ideal stay for walkers and ramblers to explore the Jurassic Coast. Local pubs and restaurants. Wifi. Off road parking. (Ref. 994203)

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


for 7 nights £748

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A stone building with multiple windows and a tower under a clear sky at 5 Coram Tower in Lyme Regis
15
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A historic second-floor apartment situated in Lyme Regis, Dorset. Couples’ getaway. Sea views. Off-road parking. Charmouth 3.2 miles; Seaton 7.7 miles; Devon 38 miles. (Ref. 1105928)

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


for 7 nights £521

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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


for 7 nights £610

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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


for 7 nights £414

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A brick house with white window frames and a paved walkway leading to the front door at 1 Cobb View Lyme Regis
24
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A seaside apartment resting in Lyme Regis, Dorset. Family-friendly. Beach within walking distance. Local shop and pub. Charmouth 3.4 miles; Seaton 8 miles; Devon 38 miles. (Ref. 1105825)

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


for 7 nights £658

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A pink house with open double doors and a picnic table on a grass lawn with a stone wall and countryside beyond at Cliff Farm No 2 Cottage Burton Bradstock
23
Burton Bradstock, Dorset, DT6
  • Sleeps5
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A traditional farmhouse on the cliff top in Burton Bradstock, close to Hive Beach and it’s renowned café, West Bay, Wifi. Close to coastal walks. (Ref. 994095)

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


for 7 nights £450

Last booked 2 days ago
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