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Dorset Holiday Cottages

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Your Dorset search returned 1,031 cottages

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A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth
85
Weymouth, Dorset, DT4
  • Sleeps18
  • Bedrooms9
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)

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


for 7 nights $3527

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Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
51
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A stunning, detached home resting in Weymouth, Dorset. Enclosed garden. Near beach. Pet-friendly. Dorchester 7 miles; Bridport 19.7 miles; Poole 30.9 miles. (Ref. 1022573)

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


for 7 nights $1414

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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


for 7 nights $772

Last booked yesterday
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A large house with white and black timber framing and red brick sections surrounded by shrubs in Swanage
15
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A well-appointed second floor flat located in the seaside resort of Swanage, Dorset. Close to the beach. Wifi. Wareham 9.7 miles; Poole 20 miles. (Ref. 982712)

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


for 7 nights $547

Last booked yesterday
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A house with a pink door on a street at Shrimp Cottage in Brewers Quay Harbour
37
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. Dorchester 9 miles; West Lulworth 15.9 miles (Ref. 1173548)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 10% off - Mon 23rd Feb to 30th Apr 2026


for 7 nights $787

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A street view of terraced cottages with white walls and a black iron fence at Nutwood in Charmouth
29
Charmouth, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A spacious, period cottage a short walk from Charmouth in Dorset. Rural views. Attractive gardens. Family-friendly. Parking. WiFi. Charmouth 0.4 miles; Lyme Regis 2.7 miles; Bridport 7.5 miles; Seaton 11.3 miles. (Ref. 1106256)

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


for 7 nights $949

Last booked yesterday
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A stone house with white framed windows garden with trimmed bushes and an outdoor seating area at Pomme Blushe House in Shipton Gorge
40
Shipton Gorge, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Pomme Blushe House, a stunningly-presented stone cottage located outside of the charming town of Bridport, Dorset. Pet-friendly. Garden with hot tub. Lyme Regis 13 miles; West Bay 3.8 miles. (Ref. 1150821)

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


for 7 nights $1383

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A stone house with a small porch table and chairs next to a gravel driveway surrounded by bushes at Glyde House in Dorchester
55
Dorchester, Dorset, DT1
  • Sleeps8
  • Bedrooms5
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Glyde House is a detached property situated in Dorchester, Dorset. Close to a shop and a pub. Off-road parking. Garden. Near Dorset AONB. Weymouth 8.6 miles; Isle of Portland 14.7 miles. (Ref. 1150284)

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


for 7 nights $1580

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A brick townhouse with a red door and white-framed windows next to a yellow house with dormer windows at 1 Woodroffe Meadow Lyme Regis
18
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A family townhouse situated in Lyme Regis, Dorset. Enclosed garden. Three-storeys. Welcome pack on arrival. Charmouth 3.8 miles; Seaton 8 miles; Devon 36.7 miles. (Ref. 1106291)

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


for 7 nights $841

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A house with red roof and red door behind grassy hill with trees at Rempstone Farmhouse in Corfe Castle
29

Holiday Park

Corfe Castle, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Rempstone Farmhouse, a delightful, detached holiday home resting near Corfe Castle in Dorset. Woodburning stove. Rural location. Games room. Hot tub. Wareham 6.8 miles; Swanage 5 miles; Bournemouth 22.5 miles; Weymouth 24.7 miles (Ref. 1155019)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Washing machine
  • Games room


for 7 nights $1568

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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


for 7 nights $682

Last booked yesterday
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Two adjacent houses one with red brick facade and red door the other with cream facade and blue door on a street
26
Dorchester, Dorset, DT1
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. Historic features. Parking permits. Close to a pub and a shop. Weymouth 8.8 miles; Swanage 26.4 miles; Bournemouth 29.5 miles. (Ref. 1025833)

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


for 7 nights $828

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The front entrance of a building with a dark door numbered 38 and a curved window with plants along the path at Flat 2 38 Preston Road Weymouth
29
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. Bike/kayak storage. En-suite. WiFi. Dorchester 6.3 miles; Isle of Portland 8.6 miles; West Lulworth 12.3 miles. (Ref. 1037083)

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


for 7 nights $672

Last booked yesterday
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A backyard with a brick house a blue wooden shed a small fenced garden and plants at Sandpiper in Weymouth
41
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A lovely one-bedroom holiday home resting in Weymouth, Dorset. Romantic. Off-road parking. Private garden. Near a beach. Dorchester 10.2 miles; Bridport 18.8 miles. (Ref. 1092449)

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


for 7 nights $667

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Exterior view of a stone and brick house with a thatched roof and gravel courtyard at Little Forge in West Lulworth
29
West Lulworth, Dorset, BH20
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

Modern, beautiful thatched cottage. Inglenook fireplace. Local activities only a short drive away. Nearby pubs and restaurants. Ensuite bedrooms. (Ref. 994342)

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


for 7 nights $883

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A corner seating area with striped and patterned cushions a floor lamp and a window seat overlooking the beach and sea at Starfish in Lyme Regis
18
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

An impressive second-floor apartment in the heart of Lyme Regis. Spacious. Sea views. Open-plan. WiFi. Lyme Regis 0.1 miles; Bridport 9.7 miles; Sidmouth 16.3 miles. (Ref. 1106018)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $1133

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White two story house with gated front garden and wooden bench at Charmouth Lodge in Charmouth
50
Charmouth, Dorset, DT6
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close tot he beach and amenities. Lyme Regis 3.1 miles; Bridport 6.8 miles; Axminster 5.7 miles. (Ref. 1142797)

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


for 7 nights $1272

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A marina with boats docked and buildings in the background at Harbourside Haven Apartment 2 in Weymouth
17
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. Balcony with harbour views. Master with en-suite. Allocated parking space. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059263)

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


for 7 nights $846

Last booked yesterday
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A house with multiple windows and a gravel path at The Old Bakery in South Perrott near Mosterton
44
South Perrott near Mosterton, Dorset, DT8
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A traditional cottage resting in the idyllic village of South Perrott near Mosterton in the Dorset AONB. Original character. Electric log effect fire. Beaminster 5.1 miles; Yeovil 10.6 miles; West Bay 13 miles. (Ref. 1058390)

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


for 7 nights $520

Last booked 2 days ago
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A street view of a row of attached brick houses with dormer windows and a sidewalk at Marina Reach in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. Open plan living kitchen diner. (Ref. 1091449)

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


for 7 nights $726

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