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Dorset Holiday Cottages

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Your Dorset search returned 1,054 cottages

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An exterior view of a stone house with wooden windows and a gate by a roadside at The Old Barn in Harman's Cross near Swanage
29
Harman's Cross near Swanage, Dorset, BH19
  • Sleeps10
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Impressive barn conversion in rural Dorset location, close to beaches and Corfe Castle. Converted to an exceptionally high standard. Lovely doorstep walks. Swanage Steam Railway nearby. Swanage 2.5 miles. (Ref. 906024)

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

7 nights from £715

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Front of a white building with black door and window frames flowers in front at Harbour Reach Brewers Quay Harbour
36
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £580

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A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey
18
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

This picturesque cottage, situated in the village of Upwey, with parking. Short drive to Weymouth. Close to pub and tea rooms. Lovely walks nearby. (Ref. 994658)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £472

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A stone cottage with a wooden door and white framed windows with a stone wall and gate in front at Blueberry Cottage in Sutton Poyntz
28
Sutton Poyntz, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An enchanting refurbished cottage in the centre of the lovely village of Sutton Poyntz. Fully furnished and comfortable. Sunny patio garden. WiFi. Weymouth 4 miles. (Ref. 994009)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £419

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A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland
27
Castletown, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles. (Ref. 1119638)

  • Wi-fi
  • Swimming pool
  • Dishwasher
  • Washing machine

7 nights from £536

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The exterior of a brick house with a red front door and a driveway at 2 Coppers Knapp in Lyme Regis
17
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A terraced holiday home situated in Lyme Regis, Dorset. Family-friendly. Garden. Charmouth 3.2 miles; Seaton 8 miles; Devon 38 miles. (Ref. 1105916)

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

7 nights from £969

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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

    5.0★

    Perfect

  • 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

7 nights from £464

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A garden with grass and flowerbeds in front of a blue bungalow with a veranda and outdoor chairs at Harbour View Bungalow in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Overlooking the beautiful Nothe Gardens and, through the trees, the coastal views of Weymouth Bay and Portland Harbour is Harbour View Bungalow. (Ref. 994244)

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

7 nights from £1212

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A rocky shoreline with a small beach a stone wall and garden plants at Weymouth Bay Apartment A in Weymouth
49
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A lovely two-bedroom, ground-floor apartment resting in Weymouth, Dorset. Near a beach. Close to amenities. Romantic. Ground-floor. Dorchester 7.5 miles; Bridport 20.5 miles. (Ref. 1083146)

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

7 nights from £623

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A street with a white house behind a stone wall and iron gates with flowers in the foreground at Blacksmiths Cottage Lyme Regis
20
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A Georgian cottage resting in Lyme Regis, Dorset. Town centre location. Seaside views. Close to a beach. Charmouth 3 miles; Seaton 7.8 miles; Beer 9.6 miles. (Ref. 1105818)

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

7 nights from £692

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A garden with a blue table and two chairs outside a white house at 30 Sherborne Lane Lyme Regis
17
Lyme Regis, Dorset, DT7
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

30 Sherborne Lane is a wonderful, terraced holiday home resting in the coastal town of Lyme Regis, Dorset near local amenities and the sandy beach. Charmouth 2.9 miles; Axminster 5.5 miles; Bridport 9.6 miles; Sidmouth 16 miles. (Ref. 1121248)

  • Wi-fi

7 nights from £440

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A three story house with a beige exterior stone and concrete walls at Osprey House Portland
27
Portland, Dorset, DT5
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 2 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994499)

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

7 nights from £714

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A row of white cottages with thatched roofs and turquoise doors behind a pebble beach at Harville Cottage in Lyme Regis
20
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A semi-detached seaside cottage resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Charmouth 2.9 miles; Seaton 8 miles; Beer 9.7 miles. (Ref. 1105798)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £979

Last booked yesterday
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A row of brick terraced houses with bay windows and small front gardens at Covecastle Cottage in Weymouth
26
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Charming Edwardian terraced cottage located close to Sansfoot castle in Weymouth. Near to shops and town centre. Beach 10 minutes away. WiFi. Dorchester 8.5 miles. (Ref. 994072)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £515

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A brick semi detached house with white doors and windows on a residential street with a wooden fence and plants at SubLyme in Lyme Regis
49
Lyme Regis, Dorset, DT7
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

SubLyme is a lovely coastal holiday home located in the vibrant town of Lyme Regis, Dorset, welcoming a pet and a short walk to a pub, beach, and shop. Charmouth 3.2 miles; Axminster 5.6 miles; Bridport 9.8 miles; Sidmouth 16.1 miles. (Ref. 1167500)

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

  • 10% off - Mon 1st Sep to 30th Sep 2025

7 nights from £586

Last booked 4 hours ago
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A stone house with solar panels on the roof surrounded by a garden and bushes at Manor Lodge Burton Bradstock
37
Burton Bradstock, Dorset, DT6 4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

An outstanding, extensive cottage in Burton Bradstock in Dorset. Spacious. Family-friendly. Walled gardens. WiFi. Burton Bradstock 0.2 miles; Abbotsbury 6.6 miles; Lyme Regis 12.3 miles; Seaton 20.2 miles. (Ref. 1106219)

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

7 nights from £2023

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A living room with a beige sectional sofa and colorful cushions a wicker coffee table a small round white table with baked goods a lamp a chair with a pillow a dining area with wooden chairs and a table at Winkle Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. Dorchester 8.5 miles; Bridport 19.3 miles. (Ref. 1140944)

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

7 nights from £552

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A street view of a white house with blue trim and a blue door surrounded by neighboring houses at The Lodge in Lyme Regis
26
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

An attractive, period cottage a short walk from the centre of Lyme Regis in Dorset. Good location. Sea views. Parking. Lyme Regis 0.2 miles; Charmouth 3 miles; Dorchester 26.8 miles. (Ref. 1106284)

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

7 nights from £1063

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An exterior view of a white two storey house with multiple windows and a small gravel area at The Swanage Rail Lookout in Swanage
34
Swanage, Dorset, BH19
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

The Swanage Rail Lookout is a newly refurbished picturesque detached house boasting an enclosed garden, perfect for those with or without pets looking for a walking distance seaside holiday and/or train enthusiasts! Wareham 9.3 miles; Poole 19.2 miles. (Ref. 1157056)

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

7 nights from £816

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A white cabin with a wooden deck and furniture overlooking the sea with grassy lawn and trees at The Cabin in Lyme Regis
15
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An outstanding holiday chalet with direct views over Lyme Bay in Lyme Regis in Dorset. Sea views. Great location. WiFi. Parking. Lyme Regis 0.3 miles; Charmouth 3.3 miles; Honiton 14.7 miles; Weymouth 28.9 miles. (Ref. 1105794)

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

7 nights from £694

Last booked yesterday
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