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Dorset Holiday Cottages

Your Dorset search returned 1,055 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 garden with flowers a wooden arch and a raised deck attached to a brick house at Little Retreat in Upwey
23
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    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 $662

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A stone barn with wooden doors and windows with a paved patio and picnic bench with grass and gates at Warehams Barn in Puncknowle near Burton Bradstock
36
Puncknowle near Burton Bradstock, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A superb barn conversion resting in Puncknowle near Burton Bradstock, Dorset. WiFi. Balcony. Rural location. Bridport 6.5 miles; Weymouth 12.9 miles; Swanage 38.7 miles. (Ref. 1098014)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights $764

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A wooden deck with railing surrounded by greenery and trees at The Bothy in Lyme Regis
25
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

The Bothy, a stunningly-presented studio apartment in gorgeous seaside town of Lyme Regis in Dorset. Sea views. Romantic. Close to beach and amenities. Charmouth 3.1 miles; Seaton 7.7 miles; Weymouth 28.8 miles. (Ref. 1159177)

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


for 7 nights $637

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A brick house with six windows and a central door with plants on the pavement at Manor Farm House in Bere Regis
43
Bere Regis, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. Wareham 7 miles; Dorchester 11.2 miles; Poole 12.4 miles. (Ref. 1158581)

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


for 7 nights $946

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A window looking out onto a harbor with fishing boats and buildings at Embassy Brewers Quay Harbour
45
Brewers Quay Harbour, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1107011)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $660

Last booked yesterday
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A small garden area with a wooden bench and potted plants outside a cottage with green windows and a covered front door at Holly Cottage in Lyme Regis
36
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Holly Cottage, a charming, Grade II-listed cottage in the wonderful coastal town of Lyme Regis, Dorset. Barbecue. Pet-friendly. Close to beach. Charmouth 3.3 miles; Axminster 5.4 miles; Bridport 10 miles; Sidmouth 15.9 miles. (Ref. 1131529)

  • Wi-fi


for 7 nights $1025

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A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)

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


for 7 nights $852

Last booked 2 days ago
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A wooden two-story house with a balcony and two goats grazing on grass at Cointree in Sturminster Newton
44
Sturminster Newton, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A contemporary first-floor barn conversion resting in Sturminster Newton, Dorset. Open-plan. Balcony. Views. Blandford Forum 9.6 miles. (Ref. 923041)

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


for 7 nights $650

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An outdoor patio area with a wooden table and six wooden chairs in front of a modern concrete structure with large sliding glass doors at Standby Generator Bunker Ringstead near Weymouth
68
Ringstead near Weymouth, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

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


for 7 nights $1456

Last booked 2 days ago
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A front view of a house with a black metal gate and gravel driveway at Beau Annexe in Ringwood
21
Ringwood, Hampshire, BH24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

A charming annexe situated in the bustling market town of Ringwood in Hampshire. En-suite. Enclosed garden. Pet-friendly. Bournemouth 11.5 miles; Poole 16 miles. (Ref. 23229)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights $660

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A brick building with multiple bay windows and doors along a street at The BoBo House in Weymouth
56
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

The BoBo House is a delightful terraced holiday home resting in the popular coastal town of Weymouth in Dorset set over four floors and near the beach. Dorchester 7 miles; Bridport 17 miles. (Ref. 1059621)

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


for 7 nights $1425

Last booked 2 days ago
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A garden with a shed and a bench overlooking a body of water at Harbour View Mudeford in Christchurch
Offer
26
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Luxury coastal ground floor property, located on Fishermans Bank, Mudeford. Amazing views of Christchurch Harbour. En-suite master room. Pet-friendly. Shop 0.9 miles, pub 0.3 miles. (Ref. 1006623)

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

  • 20% off - Wed 23rd Dec 2026 to 5th Jan 2027


for 7 nights $1065

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An outdoor area with a ping pong table and a house at The Stable House in Sherborne
51
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Unwind in this stylish countryside retreat with a private, screened hot tub, cosy woodburner, pool table and spacious enclosed garden. Perfect for families, friends and pets, with wonderful walking, dining, exploring opportunities across Dorset/Somerset (Ref. 1070465)

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


for 7 nights $1481

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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

    4.8★

    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 $896

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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
31
Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    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 $1345

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A row of wooden cabins with railings and a view of the sea at Granny's Teeth in Lyme Regis
30
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3★

    Good

  • Sykes rating

A wooden lodge resting in Lyme Regis, Dorset. Town centre location. Sea views. Charmouth 3.8 miles; Seaton 8.3 miles; Beer 10.1 miles. (Ref. 1106007)

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


for 7 nights $782

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An exterior view of a stone barn with a tiled roof and green shutters surrounded by plants and gravel at The Stone Barn in Bridport
22
Bridport, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A charming barn conversion on the outskirts of Uploders near Bridport in Dorset. Stylish. Woodburning stove. Open-plan. Great location. Bridport 2.8 miles; West bay 4.2 miles; Lyme Regis 13.3 miles. (Ref. 1106494)

  • Dishwasher
  • Washing machine


for 7 nights $621

Last booked yesterday
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A two-story white house with a patio umbrella and outdoor furniture surrounded by a lawn and trees at Somerhill in Lyme Regis
33
Lyme Regis, Dorset, DT7
  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An exceptional property close to Lyme Regis in Dorset. Swimming pool. Woodburning stove. Gardens. Sea views. Lyme Regis 0.7 miles; Bridport 10.5 miles; Branscombe 10.8 miles; Weymouth 29.3 miles. (Ref. 1106401)

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


for 7 nights $2692

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An outdoor dining area with a table and six chairs set in front of a bunker entrance with grass on the roof at The Transmitter Bunker in Ringstead
33
Ringstead, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This quirky, converted bunker rests in Ringstead near Preston, Dorset. Open fire. In an AONB. Smart TV. Off-road parking. Weymouth 7.6 mile. (Ref. 1131689)

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


for 7 nights $1165

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Stone house with tiled roof and flower beds along the side in garden at The Old Granary South Perrott near Crewkerne
29
South Perrott near Crewkerne, Dorset, DT8
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

This lovely reverse-level, granary conversion resides in South Perrott near Mosterton, Dorset. Electric flame-effect stove. Smart TV. Pet-free. Close to amenities. Beaminster 4.5 miles. (Ref. 1125756)

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


for 7 nights $616

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