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Dorset Holiday Cottages

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Your Dorset search returned 1,058 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 shed with a table and chairs in the garden at tbc
1 of 17
5
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

  • Sykes rating

Glamping cabin on the Jurassic Coast with breakfast is a simple, pet-friendly cabin near Swanage, Dorset, with studio layout, garden views and barbecue. Studland 3.7 miles, Poole, 18.7 miles, Bournemouth 24.3 miles. (Ref. 1200463)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights From $1000

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A stone thatched roof cottage with white framed windows and a porch along a quiet street at Cobblers Cottage in Langton Herring
1 of 44
5
Langton Herring, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. Abbotsbury 5 miles; Weymouth 5.5 miles; Portland 9.4 miles; Dorchester 9.9 miles. (Ref. 1171904)

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


for 7 nights From $641

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A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
1 of 18
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 From $813

Last booked 2 days ago
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Rose Cottage - 1200211 - photo 1
New property
1 of 60
5
Osmington, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Rose Cottage, a charming thatched cottage nestled in Osmington, within Dorset National Landscape, boasts a large garden and proximity to local amenities. Weymouth 4.7 miles; Dorchester 7.9 miles; Poole 23.2 miles; (Ref. 1200211)

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


for 7 nights From $958

Last booked yesterday
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A corner seating area with two black armchairs near bay windows and a side table with a lamp at Two @ No36 in Weymouth
1 of 31
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Two @ No36, a wonderful, first-floor apartment situated in the heart of Weymouth in Dorset, with the beach on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162203)

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


for 7 nights From $982

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An outdoor area with a bench and potted plants at Shell Cottage in Bournemouth
Offer
1 of 27
5
Bournemouth, Dorset, BH4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Shell Cottage is an appealing holiday cottage in Bournemouth, Dorset, featuring an enclosed patio and off-road parking. (Ref. 1192087)

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

  • 5% off - Tue 21st Jul to 31st Aug 2026


for 7 nights From $706

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A living room with a green sofa round wicker coffee table wooden sideboard and two plants at Seaward in Lyme Regis
1 of 55
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Seaward is a bright and spacious ground-floor apartment resting in Lyme Regis, Dorset. Near beach and amenities. In AONB. Pet-friendly. Enclosed courtyard. Charmouth 3.3 miles; Axminster 5 miles; Bridport 10 miles; Sidmouth 15.5 miles. (Ref. 1143853)

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


for 7 nights From $723

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A carport with gravel driveway and trees at The Halt in Maiden Newton
1 of 35
5
Maiden Newton, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

The Halt is a delightful, romantic holiday annex situated in the lovely little village of Maiden Newton in Dorset with a studio-style living space. West Bay 12.2 miles; Weymouth 17.2 miles; Lyme Regis 22.7 miles (Ref. 1165359)

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


for 7 nights From $470

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A house with patio furniture and a hot tub at Woodlands House in Ringwood
1 of 65
5
Ringwood, Dorset, BH24
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Woodlands House is an impressive, dog-friendly retreat near the beach in Ringwood, Dorset, offering a hot tub, ground-floor living, and a balcony. Bournemouth 10.4 miles; Poole 16.2 miles. (Ref. 1194318)

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


for 7 nights From $2570

Last booked yesterday
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A beach with people on the sand and in the water beside buildings and a harbor at 3 Beach Way House in Lyme Regis
1 of 18
5
Lyme Regis, Dorset, DT7
  • Sleeps3
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A seaside second-floor apartment resting in Lyme Regis, Dorset. Family-friendly. Off-road parking. Close to a beach. Charmouth 3 miles; Seaton 8 miles; Devon 38.2 miles. (Ref. 1106591)

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


for 7 nights From $1096

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A wooden cabin with a fenced yard and a smaller shed behind surrounded by trees at Hill View Lilac Lodge in Wareham
1 of 29
5
Wareham, Dorset, BH20
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A contemporary single-storey lodge nestled on the outskirts of Wareham, Dorset. Open-plan. En-suite. Enclosed garden. Corfe Castle 5.6 miles; Poole 9.5 miles; Swanage 12.2 miles. (Ref. 1079216)

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


for 7 nights From $967

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An outdoor area with a ping pong table and a house at The Stable House in Sherborne
1 of 51
5
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    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)

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


for 7 nights From $1435

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A living room with leather sofas glass coffee table and a television near large windows overlooking boats at Harbourside Haven Apartment 4 in Weymouth
1 of 20
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A stylish and contemporary apartment overlooking Weymouth Harbour in Dorset. Balcony. Underfloor heating. Smart TV. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059265)

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


for 7 nights From $825

Last booked yesterday
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A living room with black leather sofas a glass coffee table with flowers and a lamp by the window at Harbourside Haven Apartment 3 in Weymouth
1 of 17
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

An immaculate second-floor apartment resting in the centre of Weymouth. Marina views. Open-plan living room. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059264)

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


for 7 nights From $799

Last booked yesterday
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A house with stone and plaster exterior and a thatched roof surrounded by plants and trees at Bucket & Spade in Lyme Regis
1 of 33
5
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A contemporary detached house resting in Lyme Regis, Dorset. Sea views. Family-friendly. Welcome hamper. Charmouth 3.2 miles; Beer 9.54 miles; West Bay 11.4 miles. (Ref. 1105796)

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


for 7 nights From $1349

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A patio area with a table and chairs overlooking the landscape at Swanny View in Swanage
New property
1 of 23
5
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Swanny View is a welcoming caravan featuring open‑plan living, enclosed decking with furniture, EV charging on‑site and easy access to local amenities. Wareham 9.5 miles; Poole 19.4 miles. (Ref. 1201196)

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


for 7 nights From $619

Last booked 2 days ago
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A modern two-story house with large triangular windows and a glass balcony railing at 5 Red Sails in Sandbanks
1 of 50
5
Sandbanks, Dorset, BH13
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

5 Red Sails, a beautifully-presented home in the stunning neighbourhood of Sandbanks in Poole, Dorset. Three-storey house. Terrace with barbecue. Close to beach. Poole 5.2 miles; Bournemouth 6.6 miles. (Ref. 1151567)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From $1739

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A living room with a sofa and coffee table at 6 Bedford Place in Bridport
New property
1 of 30
5
Bridport, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

No. 6 is a beautifully presented Grade 2 listed terraced cottage in the centre of Bridport, Dorset, featuring a king‑size bedroom and an enclosed rear garden with lawn and furniture. Lyme Regis 11.7 miles; West Bay 2.6 miles. (Ref. 1159804)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From $675

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A marina with boats docked and buildings in the background at Harbourside Haven Apartment 2 in Weymouth
1 of 17
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. Balcony with harbour views. Master with en-suite. Allocated parking space. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059263)

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


for 7 nights From $813

Last booked yesterday
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An outdoor garden area with a gravel path picnic table plastic chairs and trees at Riverhouse Lodge in Upwey
Offer
1 of 21
5
Upwey, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A pretty village lodge, close to the seaside town of Weymouth in Dorset. Traditional. Beautiful Mediterranean-style garden. WiFi. Dorset AONB. Dorchester 4.9 miles. (Ref. 1017591)

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

  • 15% off - Sat 11th Jul to 5th Sep 2026


for 7 nights From $514

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