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Large Holiday Homes in Dorset

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Your Dorset search returned 403 cottages

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An exterior view of a stone house with wooden deck and greenery at The Skilling in Bridport
80
Bridport, Dorset, DT6
  • Sleeps14
  • Bedrooms5
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This superbly spacious dwelling rests on the outskirts of Bridport in Dorset. Ideal for large family gatherings. Pet-friendly. Hot tub. Quirky layout. WiFi. Bridport centre 0.8 miles; Weymouth 18.4 miles. (Ref. 1021105)

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


for 7 nights $2106

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An exterior view of a cottage with blue window shutters a white door and a small garden area at Brock Cottage in West Bay
34
West Bay, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

An attractive, end-terrace cottage set at the heart of West Bay, Dorset. WiFi. Pet-friendly. Beach within 0.2 miles. Bridport 1.5 miles; Lyme Regis 7 miles. (Ref. 1004337)

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


for 7 nights $1141

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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

    4.3★

    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

  • $584 off - Mon 22nd Dec to 29th Dec 2025


for 7 nights $750

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A living room with a brown sectional sofa and red and beige cushions next to a wooden coffee table and black armchair at 2 Mill Green Court in Lyme Regis
16
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

A first-floor apartment resting in Lyme Regis, Dorset. Welcome pack. Pet-friendly. Family-friendly. Charmouth 3 miles; Seaton 8.1 miles; Devon 37.4 miles. (Ref. 1106372)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 10% off - Mon 24th Nov to 31st Dec 2025


for 7 nights $822

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The exterior of a cream building with windows a wooden bench a small table a palm tree and a picnic table at Rona Cottage Lyme Regis
25
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.2★

    Good

  • Sykes rating

A charming cottage in a central location in Lyme Regis in Dorset. Woodburning stove. Family-friendly. Dog-friendly. WiFi. Lyme Regis 0.3 miles; Charmouth 2.7 miles; Seaton 8 miles; Weymouth 28.2 miles. (Ref. 1106404)

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


for 7 nights $864

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A narrow street with houses on the right and a brick wall with plants on the left at Firkin Cottage Brewers Quay Harbour
22
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Comfortable renovated cottage with rear garden and close to the town centre. Garden with furniture. Pub 5 mins. Beach 1 mile. Dorchester 9 miles. (Ref. 994191)

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


for 7 nights $807

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An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
33
Upwey near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)

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


for 7 nights $905

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An outdoor patio with a wooden table and chairs an umbrella fruit basket and ocean view at Seacliff in West Bay
32
West Bay, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.1★

    Good

  • Sykes rating

High quality accommodation located in one of Dorset’s popular areas of West Bay. Sea views from the sitting room and front garden. Off road parking, welcomes two well behaved dogs. (Ref. 994629)

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


for 7 nights $1197

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A beachfront with kayaks lined up near houses and water at Fairways in Wyke Regis
22
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. Weymouth 2.5 miles; Dorchester 10.2 miles; Poole 34.1 miles. (Ref. 1047698)

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


for 7 nights $699

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A row of attached houses with brick and beige facades on a street with sidewalks at Globe Cottage in Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Three bedroom terraced property in central Weymouth. Open plan living area. (Ref. 1095056)

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


for 7 nights $1028

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A living room with a blue armchair a colorful armchair a television a small fireplace and blue curtains at The Skipper's House in Weymouth
36
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A delightful, three bed property nestled in the heart of Weymouth, Dorset. Enclosed courtyard. Washing machine. Smart TV. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1132346)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $609

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A stone house with a lawn patio table umbrella and chairs and an open door at Ammerham Farm Cottage in Ammerham near Winsham
37
Ammerham near Winsham, Somerset, TA20
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This generous cottage is located in Ammerham near Winsham, Somerset. Enclosed garden. Woodburning stove. Off-road parking. Beautiful views. Chard 3.7 miles; Bridport 11.8 miles. (Ref. 1060710)

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


for 7 nights $774

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An exterior courtyard with stone buildings a staircase and no parking signs at George's House in Brewers Quay Harbour
28
Brewers Quay Harbour, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Four bedrooms in Kellaway Court, Weymouth. Restaurants and bars close by. Near harbourside. Accepts one dog. (Ref. 994219)

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


for 7 nights $1093

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A rocky jetty and small sandy beach by the sea with a garden and gated walkway in the foreground at Weymouth Bay Apartment B in Greenhill
32
Greenhill, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

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


for 7 nights $793

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The front of a house with a white exterior wall purple flowers and a large plant near the entrance at Bethel Cottage in Lyme Regis
27
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

A renovated cottage resting in Lyme Regis, Dorset. Pet-friendly. Woodburning stove. Garden space. Charmouth 3.1 miles; Seaton 8 miles; Beer 9.7 miles. (Ref. 1106524)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $1100

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A brick and flint house with a slate roof and an outdoor patio area with wooden table and chairs surrounded by flowering plants at Churn House in Dewlish
15
Dewlish, Dorset, DT2
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Beautiful barn conversion positioned in the lovely village of Dewlish in Dorset. Off-road parking. Shared outdoor heated pool. Pet-friendly. Shop 1.8 miles, pub 0.2 miles. (Ref. 1003641)

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


for 7 nights $1060

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West Ridge - 923145 - photo 1
65
Boscombe, Dorset, BH5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A substantial, detached property built in the 1900s, situated in the Boscombe region near Bournemouth. WiFi. Enclosed garden. Bournemouth 1.8 miles; Christchurch 3 miles. (Ref. 923145)

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


for 7 nights $1063

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Exterior view of a stone and brick house with multiple windows and blue doors a patio with chairs a table and an umbrella and plants at The Gables in Brewers Quay Harbour
18
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.3★

    Good

  • Sykes rating

Lovely 4 bedroom house in gated area. Close to Weymouth harbour. Secure gated parking for one car. Welcomes two dogs. WiFi. (Ref. 994213)

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


for 7 nights $1093

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An outdoor patio area with a glass table and black chairs with flowers and wine glasses at 47 Church Street in Lyme Regis
50
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

47 Church Street is a beautiful, three-storey and dog-friendly house situated in the seaside town of Lyme Regis, Dorset, boasting an enclosed garden. Charmouth 2.7 miles; Axminster 6 miles; Bridport 9.4 miles; Sidmouth 16.3 miles. (Ref. 1164169)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 10% off - Tue 25th Nov to 31st Dec 2025


for 7 nights $907

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A two-story house with yellow brick facade and bay window with bushes in front at Amaranta Brewers Quay Harbour
33
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

A wonderful, newly renovated three-bedroom house resting in Weymouth, Dorset. Pet-friendly. Near a beach. Family-friendly. Enclosed patio. Dorchester 8.8 miles; Bridport 20.9 miles. (Ref. 1094065)

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


for 7 nights $884

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