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Large Holiday Homes in Dorset

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Your Dorset search returned 403 cottages

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A red brick house with a black door and six windows at Overton Cottage in Sturminster Newton
30
Sturminster Newton, Dorset, DT10
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A pretty, Grade II listed cottage tucked down a quiet lane close to the centre of Sturminster Newton. Pet-friendly. Woodburning stove. WiFi. Blandford Forum 9.3 miles. (Ref. 1075433)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €698

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A long brick and flint building with multiple doors and windows a grass lawn and flowers at The Old Stables in Winterborne Stickland
30
Winterborne Stickland, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Single-storey pet-friendly barn conversion in an attractive lawned courtyard. En-suite, woodburning stove, shared games room. Perfect Winterborne Stickland cottage for families. Blandford Forum 4 miles. (Ref. 18978)

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


for 7 nights €645

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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


for 7 nights €773

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A pink two-story house with multiple windows a white door and a wooden gate in front at Seagull Cottage in Lyme Regis
23
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

An idyllic cottage nestled in Lyme Regis, Dorset. Woodburning stove. Private parking. Rear patio with furniture. Close to beach. Pet-friendly. Axminster 5.7 miles; Bridport 9.4 miles; Sidmouth 15.7 miles. (Ref. 1111112)

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


for 7 nights €1078

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A brick house with a tiled roof and white doors and windows surrounded by a garden with plants and shrubs at Thorncroft in West Bay
29
West Bay, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A charming chalet-style bungalow resting within the town of West Bay. WiFi. Off-road parking. Weymouth 17.8 miles. (Ref. 1013337)

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


for 7 nights €822

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A wooden house with three dormer windows a gravel driveway and a fenced grassy area at The Donkey Shed in Sherborne
33
Sherborne, Dorset, DT9
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A wonderful detached property resting on the outskirts of Sherborne. WiFi. Ground-floor bedroom. Parking. Yeovil 8 miles. (Ref. 1003242)

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


for 7 nights €800

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A row of multi-colored buildings along a waterfront with a boat named Top Cat III docked at Safe Harbour Brewers Quay harbour
33
Brewers Quay harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Cosy, comfortable and luxurious three storey house in Weymouth. Perfect for families. WiFi. Courtyard. One dog welcome. Pub and shop 5 min. Beach 10 min. Dorchester 8 miles. (Ref. 994606)

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


for 7 nights €1130

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A kitchen with white cabinets marble countertops skylights and floral curtains at Upsidedown House Brewers Quay Harbour
25
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Located in a quiet location in Weymouth, Upsidedown House is a unique and beautiful holiday home. Pub and shop 2 min. Beach 10 min. Dorchester 8.4 miles. (Ref. 994746)

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

  • €335 off - Mon 29th Dec 2025 to 6th Jan 2026


for 7 nights €1041

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A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch
29
Between Milborne St Andrew and Winterborne Whitechurch, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A superb, detached barn conversion set in the countryside near Winterborne Whitechurch. Excellent walking nearby. Great touring base. Dorset Coast easily accessible. Pet-friendly. Winterbourne Whitechurch 0.9 miles; Blandford Forum 6.6 miles. (Ref. 5188)

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


for 7 nights €856

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A living room with a beige sofa a round black coffee table two blue armchairs and a dining table with grey chairs with large windows overlooking the sea at Penthouse Ocean Bay in Swanage
45
Swanage, Dorset, BH19
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A contemporary three-bedroom apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982989)

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


for 7 nights €1529

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An outdoor wooden dining table with plates and glasses on a wooden deck overlooking a coastal town and hills at 9 Coram Court in Lyme Regis
21
Lyme Regis, Dorset, DT7 3
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary holiday home resting in Lyme Regis, Dorset. Family-friendly. Sea views. Close to town centre. Charmouth 3.3 miles; Seaton 7.7 miles; Beer 9.4 miles. (Ref. 1106011)

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


for 7 nights €996

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A two-story house with large windows and a balcony with circular cutouts at No 2 26 Broad Street Lyme Regis
24
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A well-presented apartment in the middle of Lyme Regis in Dorset. Great location. Spacious. Open-plan. WiFi. Lyme Regis 0.1 miles; Charmouth 3 miles; Seaton 7.9 miles; Sidmouth 16.2 miles. (Ref. 1106666)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €737

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A coastal town with houses along the shoreline and a beach at The View in Portland
29
Portland, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Bright contemporary property perfect groups of guests in the Isle of Portland. Sea views. WiFi. Shop 10 min. Pub 5 min. Beach 5 min. Weymouth 4.9 miles. (Ref. 994754)

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


for 7 nights €865

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Front view of a two-storey house with white framed windows and doors with flowering bushes in front at Chine Heights in Bournemouth
32
Bournemouth, Dorset, BH4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A duplex apartment resting in the coastal town of Bournemouth, Dorset. Off-road parking. Close to a beach. Close to a pub. Poole 4.9 miles; Southampton 34.4 miles; Dorset AONB 35.6 miles. (Ref. 1133748)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €752

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Exterior view of a stone house with white framed windows a white garage door and a small porch at Fisherbridge Cottage Weymouth
39
Weymouth, Dorset, DT3
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This pretty, detached cottage lies in Preston, Dorset. Smart TV. En-suite master bedroom. Close to amenities. Woodburning stove. Weymouth 3.6 mile. (Ref. 1119018)

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


for 7 nights €731

Last booked yesterday
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A street view showing old and new boathouse buildings and inner harbour with boats in the background at Old Boathouse Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Centrally located in Weymouth beautiful holiday home for family or friends. Walking distance to town centre. WiFi. Shop and pub 5 min. Beach 10 min. Dorchester 8.5 miles. (Ref. 994461)

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


for 7 nights €717

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A small A-frame house with a wooden deck and stairs surrounded by trees and grass at Apple Tree Lodge in Gillingham
23
Gillingham, Dorset, SP8
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Unique, A-frame lodge placed near Gillingham in Dorset. Open-plan. Dog-friendly. On Whistly Waters. WiFi. (Ref. 970181)

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


for 7 nights €477

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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

  • 15% off - Mon 29th Dec 2025 to 5th Jan 2026


for 7 nights €743

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A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
42
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. En-suite master. Lake view. Pet-friendly. Dorchester 7.8 miles; Bridport 18.6 miles. (Ref. 1153879)

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


for 7 nights €867

Last booked 2 days ago
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A row of terraced houses with white and yellow facades and a sidewalk at Brewers Quay Harbour
29
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A delightful cottage situated next to Weymouth harbour in Dorset. Harbour Views. Family-friendly. Dorchester 8.4 miles; West Lulworth 15.5 miles. (Ref. 1061726)

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


for 7 nights €900

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