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Dorset Holiday Cottages

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Your Dorset search returned 1,054 cottages

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Front view of a stone cottage with white framed windows and door at Alpen Rose Cottage Easton Portland
16
Easton Portland, Dorset, DT5
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A stone Fisherman's cottage on Portland, WIFI, ideal location for exploring Portland, sail at the National Sailing academy and the Jurassic Coast. (Ref. 993918)

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

7 nights from $791

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A red brick house with two windows and a green door with a blue patio table and chairs in front at Trinity Cottage in Christchurch
30
Christchurch, Dorset, BH23
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A quaint, end-of-terrace cottage nestled in the waterside town of Christchurch. Enclosed patio garden. Pet-friendly. Off-road parking. Bournemouth 4.8 miles. (Ref. 1102048)

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

7 nights from $782

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A garden with flowers a wooden arch and a raised deck attached to a brick house at Little Retreat in Upwey
21
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Village pubs and tea rooms. Sleeps two. Parking for one car. 10 mins from Weymouth. Patio and garden. (Ref. 994358)

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

7 nights from $656

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Front view of a brick house with white framed windows a white door two black chairs and a palm tree at Reaver Brewers Quay harbour
27
Brewers Quay harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four near harbourside in Weymouth. Welcome two dogs. Pubs, restaurants and harbour 5 mins walk. (Ref. 994584)

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

7 nights from $753

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A street view of brick terraced houses with windows and front doors under a blue sky at Victoria House in Weymouth
37
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Victoria House is a pleasant holiday home resting in the coastal town of Weymouth in Dorset. Public car parking. Over three floors. Near amenities. Dorchester 8 miles; Bridport 20.2 miles. (Ref. 1148491)

  • Wi-fi

7 nights from $621

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Row of houses with blue and white exterior along a paved walkway with plants and trees in the background at Shire View in Lyme Regis
23
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An attractive, contemporary home close to Lyme Regis in Dorset. Stylish. Great location. Gardens. WiFi. Lyme Regis 1 mile; Bridport 10.7 miles; Weymouth 29.5 miles. (Ref. 1106601)

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

7 nights from $768

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The front exterior of a brick house with a black door and white framed windows surrounded by green bushes at Admirals Quarter Apartment 4 in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Modern ground floor Apartment. Lovely walks through the Nothe Gardens. Short walk to town centre and the beach. Wi-Fi. Gated Parking. (Ref. 993910)

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

7 nights from $629

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Front view of two adjoining houses with black doors and white brick walls with a paved driveway at Maisy Cottage in Weymouth
25
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Modern and beautiful cottage in the heart of Weymouth. Close to town centre. Wifi. Parking for two cars. Landscaped garden with patio. Shop and pub 5 min. Bridport 22.5 miles. (Ref. 994369)

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

7 nights from $752

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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

    4.8★

    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

7 nights from $948

Last booked 2 days ago
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A living room with sofas a round coffee table dining table and chairs with a view of the sea at 1 Ocean Bay Swanage
40
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A stunning two-bedroom, first-floor apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Smart TV. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982988)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $1476

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A street corner with a large rusted anchor and flower pots in front of modern apartment buildings at Sandstones in West Bay
14
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A charming second-floor apartment in the heart of West Bay in Dorset. Spacious, Lift access. WiFi. Open-plan. Harbour views. West Bay 0.1 miles; Bridport 2 miles; Seatown 5.3 miles; Lyme Regis 11.4 miles. (Ref. 1106414)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $896

Last booked 8 hours ago
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A living room with a wooden coffee table two patchwork chairs a fireplace and a window with an ocean view at Beach Retreat in Weymouth
40
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A sea-front two-bedroom apartment fronting Weymouth bay, Dorset. Beautiful views. En-suite bedroom. Woodburning stove. Near beach. Dorchester 7.6 miles; Bridport 21.3 miles; Poole 31.4 miles. (Ref. 1100406)

  • Wi-fi
  • Dishwasher

7 nights from $838

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Front view of three terraced houses with plants and bushes in front at Kingfisher Cottage in Weymouth
19
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A terrace property resting close to the beach and harbour in Weymouth. Allocated parking for two cars. WiFi. Fortuneswell 4.7 miles; Dorchester 8.9 miles. (Ref. 1038344)

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

7 nights from $768

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A backyard with a glass conservatory attached to a stone and tile roof building and wooden outdoor furniture on a patio at Fossil Barn in Weymouth
18
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

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

  • 5% off - Sat 11th Oct to 31st Oct 2025

7 nights from $846

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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

7 nights from $684

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A wooden cabin with solar panels on the roof and a fenced wooden deck outside at The Hideaway in Eype
25
Eype, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

The Hideaway is a charming, two-bedroom holiday lodge resting in Eype, Dorset. In the Dorset AONB. Close to beach. Close to amenities. Open plan. Bridport 2.1 miles; Lyme Regis 9.6 miles; Seaton 17.6 miles. (Ref. 1139899)

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

7 nights from $806

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A stone house with green garage doors and white windows next to a building with a boarded-up window at Swanage Driftwood in Swanage
37
Swanage, Dorset, BH19
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Sleeps 10, large open plan living kitchen dining room. 3 bathrooms, central Swanage location close to the beach. WiFi. (Ref. 994706)

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

7 nights from $1608

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A balcony with a table and chairs overlooking a garden and sea at The View in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The View is a charming, three-storey house resting near the beach in Weymouth, Dorset, boasting stunning sea views, a balcony, and off-road parking. Dorchester 8.9 miles; Bridport 19.2 miles. (Ref. 1173086)

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

7 nights from $895

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A house with outdoor seating area at Budmouth Upwey near Weymouth
42
Upwey near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. Open plan living, en-suite facilities, private patio. Furnished and equipped to a very high standard. Weymouth 3.5 miles. (Ref. 932157)

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

7 nights from $828

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A building with multiple windows and a pointed tower next to an empty parking lot at 5 Buckfields in Lyme Regis
16
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A first-floor apartment situated in Lyme Regis, Dorset. Close to harbour. Close to beach. Walking distance to shops and pubs. Charmouth 3.1 miles; Seaton 7.7 miles; Devon 37 miles. (Ref. 1106454)

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

7 nights from $882

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