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Large Holiday Homes in Dorset

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Your Dorset search returned 412 cottages

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The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth
55
Weymouth, Dorset, DT4
  • Sleeps13
  • Bedrooms6
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • Sky TV

  • 20% off - Sun 2nd Nov to 9th Nov 2025

  • 20% off - Sun 9th Nov to 1st Dec 2025

  • 20% off - Mon 1st Dec to 21st Dec 2025

7 nights from €1874

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A living room with a blue sofa orange cushions a floral armchair green curtains a black fireplace and a wooden TV cabinet at Georgian Hideaway in Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

  • Sykes rating

Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. Near beach. Near shop. Near pub. Enclosed garden. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1154207)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 5% off - Fri 21st Feb to 31st Dec 2025

7 nights from €619

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A backyard with wooden decking patio table chairs and umbrella next to a white house at Hillside Cottage in Uplyme
28
Uplyme, Devon, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

An appealing detached cottage resting in the small Hamlet of Yawl near Uplyme, Devon. Close to a beach. Pet-friendly. Lyme Regis 2.4 miles; Seaton 9.5 miles; Beer 11.3 miles. (Ref. 1106248)

  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from €792

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A stone house with white windows and a black gate surrounded by flowering bushes at Stone House in Charmouth
31
Charmouth, Dorset, DT6 6
  • Sleeps8
  • Bedrooms5
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A charming cottage situated in the beautiful Dorset village of Charmouth. Family-friendly. Great location. Attractive gardens. WiFi. Charmouth 0.2 miles; Lyme Regis 3.2 miles; Bridport 6.7 miles; Seaton 11 miles. (Ref. 1106471)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €1150

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A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
26
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

An attractive, Edwardian terraced house situated in Weymouth, Dorset. Woodburner. WiFi. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1001484)

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

7 nights from €660

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An open door with a sign The Little Rose showing a carpeted staircase and a kitchen in the background at The Little Rose in Lyme Regis
27
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A stunning holiday home dating back to 16th century in Lyme Regis, Dorset. Pet-friendly. Central location. Woodburning stove. Feature fireplaces. Bridport 9.5 miles; Dorchester 24.9 miles; Exmouth 28.8 miles (Ref. 1106653)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €1029

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A single story house with a garage and fenced yard beside a large tree at Court House Farmhouse in Charmouth
54
Charmouth, Dorset, DT6
  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A pleasantly converted farmhouse situated 3 miles from Charmouth in Dorset. Countryside views. Hot tub. En-suite. Near Jurassic Coast. Games barn. (Ref. 983622)

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

7 nights from €1116

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An outdoor patio with wooden table and chairs in a grassy area beside a brick building at Woodlands Cottage in Ringstead
29
Ringstead, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.1★

    Good

  • Sykes rating

Three bedroomed bungalow located just half a mile from Ringstead Beach. A large garden, welcomes 2 dogs, a good base for walking the coast path. (Ref. 994807)

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

7 nights from €623

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Exterior view of a two-story house with wooden paneling a balcony and metal railing at 6 Inveravon in Christchurch
31
Christchurch, Dorset, BH23
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.2★

    Good

  • Sykes rating

6 Inveravon is a charming holiday home near the beach in the waterside town of Christchurch in Dorset with an open-plan living space and welcoming pets. Bournemouth 6.6 miles. (Ref. 1162271)

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

7 nights from €987

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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

7 nights from €2999

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A brick house exterior with two white garage doors two upper windows and two front doors with canopies at Sea Pebbles in Weymouth
34
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.0★

    Good

  • Sykes rating

Close to the harbour in Weymouth, Semi detached house, access to South West Coast path, WIFI, Close to shops, restaurants and café’s, suitable for families. (Ref. 994639)

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

7 nights from €828

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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
78
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

7 nights from €5558

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Two beige houses with black doors and windows on a paved street at Jurassic Coast House in Portland
42
Portland, Dorset, DT5
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Modern and comfortable holiday house for up to 8 people in the Isle of Portland. Enclosed garden with patio. Pub and shop 5 min. Beach 5 min. Weymouth 5 miles. (Ref. 994310)

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

  • 5% off - Sat 6th Sep to 20th Dec 2025

7 nights from €1090

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A white stone cottage with windows bushes in front and a wooden gate at Rose Cottage in Tatworth near Chard
17
Tatworth near Chard, Somerset, TA20
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Charming, link-detached, period cottage in South Somerset village of Tatworth. Comfortable, well-appointed and cosy. Woodburner. Pretty garden. Near historic houses. Good touring base. Chard 3 miles. (Ref. 14229)

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

7 nights from €420

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A stone cottage with a thatched roof and white windows beside a road at Little Berwick Cottage in Burton Bradstock
23
Burton Bradstock, Dorset, DT6
  • Sleeps8
  • Bedrooms5
  • PetsYes

    4.1★

    Good

  • Sykes rating

Full of Character thatched cottage just outside Burton Bradstock. Sleeps 8. Shower room and bathroom. Enclosed garden. Wood burning stove (winter months). Parking for 3 cars. (Ref. 994004)

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

7 nights from €880

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A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash
43
Salwayash, Dorset, DT6
  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Beautiful converted farmhouse. Pet friendly. Games room. Parking, WiFi. Bridport 3 miles. (Ref. 976544)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from €1642

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A narrow street with several houses including one with arched doors and flower boxes in Lyme Regis
19
Lyme Regis, Dorset, DT7
  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A traditional townhouse within walking distance of Lyme Regis in Dorset. Spacious. Well-presented. Open fire. WiFI. Lyme Regis 0.2 miles; Charmouth 2.8 miles; Seaton 8.1 miles. (Ref. 1106215)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €2066

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A stone house with a tiled roof and a paved driveway at Sunningdale Rise in Preston
46
Preston, Dorset, DT3
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. Weymouth 2.5 miles. (Ref. 1149947)

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

7 nights from €1617

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Exterior view of a white timber-clad building with black framed windows and doors on a street with stone walls on either side Captains House Lyme Regis
47
Lyme Regis, Dorset, DT7
  • Sleeps9
  • Bedrooms5
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A contemporary detached house resting in Lyme Regis, Dorset. Sea views. Family-friendly. Charmouth 3.4 miles; Seaton 8 miles; Beer 9.7 miles. (Ref. 1106389)

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

7 nights from €1744

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A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
50
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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

7 nights from €1172

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