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Dorset Holiday Cottages

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Your Dorset search returned 1,054 cottages

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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


for 7 nights £472

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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


for 7 nights £536

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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


for 7 nights £419

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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


for 7 nights £965

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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


for 7 nights £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


for 7 nights £1206

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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


for 7 nights £619

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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


for 7 nights £686

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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


for 7 nights £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


for 7 nights £714

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A stone and brick house with a slate roof and arched doorway by a hedge at St Mary's Chapel in West Lulworth
25
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Located in the coastal village of West Lulworth is this stunning converted chapel. Stylish and contemporary interior. WiFi. Woodburning stove. Wareham 8.9 miles; Dorchester 12.7 miles; Weymouth 20.7 miles. (Ref. 1055781)

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


for 7 nights £1142

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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


for 7 nights £975

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


for 7 nights £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


for 7 nights £584

Last booked yesterday
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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


for 7 nights £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


for 7 nights £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


for 7 nights £1059

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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


for 7 nights £814

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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


for 7 nights £688

Last booked yesterday
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A stone house with a green front door four windows a grass lawn and a paved pathway at West Bay Holiday Home in West Bay
40
West Bay, Dorset, DT6
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A superb, detached property nestled on a quiet residential estate in West Bay. Off-road parking. Pet-friendly. Enclosed garden. Bridport 1.5 miles; Lyme Regis 10.8 miles. (Ref. 1075057)

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


for 7 nights £863

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