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Dorset Holiday Cottages

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Your Dorset search returned 1,066 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
1 of 25
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    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)

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


for 7 nights From $923

Last booked 8 hours ago
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A balcony with a small wooden table and two chairs overlooking the sea at 7 Warren Edge Close in Bournemouth
1 of 24
5
Bournemouth, Dorset, BH6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

7 Warren Edge Close, a modern, open-plan apartment near the beach in the town of Bournemouth in Dorset, with sea views, en-suite and private parking. Christchurch 1.7 miles, Bournemouth 3.7 miles (Ref. 1161992)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $835

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A dining area with a wooden table set with plates and glasses next to large sliding glass doors opening to a deck with trees and sea view at Lottys Lookout in Lyme Regis
1 of 30
5
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A detached holiday home a short walk from the centre of Lyme Regis in Dorset. Family-friendly. Sea views. Spacious. Parking. WiFi. Lyme Regis 0.7 miles; Charmouth 2.4 miles; Beer 10.5 miles; Weymouth 27.9 miles. (Ref. 1106613)

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


for 7 nights From $1157

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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
1 of 43
5
Salwayash, Dorset, DT6
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

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

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


for 7 nights From $2026

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A living room with two sofas a round rug a wooden door and a shelf with books and a lamp at Kimberlin in Chiswell On Portland
1 of 46
5
Chiswell On Portland, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A contemporary townhouse situated just a stone’s throw from Chesil Beach. Pet-friendly. Three floors. Beach views. Weymouth 4.5 miles. (Ref. 1084822)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From $829

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A white cabin with a wooden deck and furniture overlooking the sea with grassy lawn and trees at The Cabin in Lyme Regis
1 of 15
5
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

An outstanding holiday chalet with direct views over Lyme Bay in Lyme Regis in Dorset. Sea views. Great location. WiFi. Parking. Lyme Regis 0.3 miles; Charmouth 3.3 miles; Honiton 14.7 miles; Weymouth 28.9 miles. (Ref. 1105794)

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


for 7 nights From $875

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A patio with outdoor dining furniture and hot tub next to a lawn and wooden house at The Gully in Sherborne
1 of 47
5
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Escape to this luxurious countryside retreat with elegant interiors, a private hot tub, games room and an enclosed garden. Perfect for relaxed getaways with family, friends and well‑behaved pets and memorable days out across Dorset and Somerset (Ref. 1086608)

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


for 7 nights From $1760

Last booked 5 hours ago
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A garden with tables and chairs at Beck House in Weymouth
New property
1 of 28
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Beck House, a welcoming mews house within a secure gated development in the heart of Weymouth, just a short walk from the harbour, beach and amenities. Dorchester 1.3 miles; Bridport 20.3 miles. (Ref. 1201741)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $687

Last booked yesterday
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A small blue house with patio furniture and potted plants on a tiled patio at Outlook Lodge in Bowleaze
Offer
1 of 28
5
Bowleaze, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A lodge sleeping four people, Bowleaze area of Weymouth. Dog friendly. Large garden. Parking for two cars. (Ref. 994500)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

  • 10% off - Sat 25th Jul to 1st Aug 2026


for 7 nights From $1006

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A dining room with wooden chairs a table set with glasses and a bottle with view of garden and sea through open door at The Portland Suite in Lyme Regis
1 of 21
5
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A tastefully converted apartment in the centre of Lyme Regis, Dorset. Spacious. Sea views. WiFi. Great location. Lyme Regis 0.1 miles; Charmouth 3.1 miles; Seaton 7.7 miles; Weymouth 28.7 miles. (Ref. 1105919)

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


for 7 nights From $1085

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Stone house with wooden door and four windows and plants in front at Norden House in Maiden Newton
1 of 29
5
Maiden Newton, Dorset, dt2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A character filled property resting in the pretty village of Maiden Netwon in Dorset. Enclosed garden. Pet-friendly. Woodburning stove. Wi-Fi. West Bay 13.3 miles; Weymouth 17.2 miles. (Ref. 1072294)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From $1031

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A house with a deck and garden at Little Retreat in Upwey
1 of 27
5
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    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


for 7 nights From $647

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A house with red roof and red door behind grassy hill with trees at Rempstone Farmhouse in Corfe Castle
1 of 29
5

Holiday Park

Corfe Castle, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    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)

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


for 7 nights From $1241

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A view of the sea and surroundings from a mobile home at 91 Swanage Coastal Park in Swanage
1 of 37
5
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

91 Swanage Coastal Park is a splendid caravan in Swanage, Dorest, boasting an open-plan living space and is near the beach for days out for the family. Wareham 10.5 miles; Poole 19.4 miles. (Ref. 1190425)

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


for 7 nights From $678

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An exterior view of a stone house with wooden windows and door on a gravel ground at The Stables Burton Bradstock
1 of 31
5
Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A beautifully presented property located in peaceful village of Burton Bradstock. Off-road parking. Woodburning stove. WiFi. Bridport 2.9 miles; Dorchester 14.4 miles; Weymouth 15.8 miles. (Ref. 1069215)

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


for 7 nights From $1281

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A cottage with a thatched roof and red door next to another house with a driveway and parked car at Cosynook Cottage in Winterborne Kingston
1 of 23
5
Winterborne Kingston, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

An attractive end-terrace cottage found in the peaceful Dorset village of Winterborne Kingston. Ideal for couples. Private parking. Pet friendly. Blandford Forum 6.5 miles; Poole 14.2 miles; Bournemouth 18.5 miles. (Ref. 1075037)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights From $603

Last booked 2 days ago
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A garden with a stone path and wooden bridge overlooking a campsite and the sea at Burton View in Burton Bradstock
1 of 28
5
Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Beautiful coastal views. Off road parking for 3 cars. Beaches a short walk away. WiFi. Perfect for a group of friends for a getaway from the busy lifestyles. (Ref. 994051)

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


for 7 nights From $3076

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A red brick building with multiple windows and a sign on Trinity Road at Monarch Brewers Quay Harbour
1 of 36
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. Balconies. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1078324)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $736

Last booked 9 hours ago
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A balcony with a railing and glass doors overlooking a harbor and buildings at The Penthouse in West Bay
Offer
1 of 21
5
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

An impressively stylish apartment close to picturesque West Bay in Dorset. Stylish. Sea views. Great location. WiFi. West Bay 0.1 miles; Bridport 1.9 miles; Lyme Regis 11.3 miles. (Ref. 1106214)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 20% off - Sat 1st Aug to 29th Aug 2026


for 7 nights From $1981

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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
1 of 23
5
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.6★

    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


for 7 nights From $836

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