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Dorset Holiday Cottages

Your Dorset search returned 1,056 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 wooden house with a fenced garden patio area and outdoor table with umbrella at Threshing Barn in Blandford Saint Mary
39
Blandford Saint Mary, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

An attractive barn conversion sitting in Thornicombe near Blandford Saint Mary, Dorset. Enclosed garden with hot tub. Balcony. Beautiful views. Blandford Forum 3.1 miles; Poole 13.6 miles; Bournemouth 19.3 miles. (Ref. 1062033)

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


for 7 nights £828

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An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland
Offer
42
Winterborne Stickland, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. Open plan living with beams and en suite-facilities. Woodburning stove. Blandford Forum 4 miles. (Ref. 19285)

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

  • 10% off - Tue 5th May to 30th Jun 2026


for 7 nights £466

Last booked 7 hours ago
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A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
49
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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


for 7 nights £1025

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An outdoor area with a bench and potted plants at Shell Cottage in Bournemouth
New property
27
Bournemouth, Dorset, BH4
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • 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


for 7 nights £593

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A street with a white house behind a stone wall and iron gates with flowers in the foreground at Blacksmiths Cottage Lyme Regis
20
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A Georgian cottage resting in Lyme Regis, Dorset. Town centre location. Seaside views. Close to a beach. Charmouth 3 miles; Seaton 7.8 miles; Beer 9.6 miles. (Ref. 1105818)

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


for 7 nights £723

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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
Offer
38
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

  • 20% off - Sat 2nd May to 16th May 2026


for 7 nights £1010

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A brick single-story house with a tiled roof a white gate a wooden bench and a flower pot on the patio at Sengador in Highcliffe
36
Highcliffe, Dorset, BH23
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Freshly decorated bungalow in the Dorset town of Highcliffe. En-suite. Dog-friendly. Beach 3 minute walk. (Ref. 973182)

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


for 7 nights £572

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A patio with a table and chairs under an umbrella outside a house with a tiled roof and a garden area at Rosamond in Shipton Gorge
26
Shipton Gorge, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This lovely property rests in the pretty village of Shipton Gorge, Dorset. Countryside views. Ground-floor accommodation. WiFi. Bridport 2.6 miles. West Bay 4.1 miles. (Ref. 1020427)

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


for 7 nights £694

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A coastal landscape with green hills and a village near the sea at Dolphins Leap in Charmouth
24
Charmouth, Dorset, DT6
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A detached bungalow resting in Charmouth, Dorset. Off-road parking. Woodburning stove. Sea-friendly. Lyme Regis 3 miles; West bay 8.5 miles; Beer 13.5 miles. (Ref. 1106121)

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


for 7 nights £750

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Front view of two adjoining houses with black doors and white brick walls with a paved driveway at Maisy Cottage in Weymouth
25
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Modern and beautiful cottage in the heart of Weymouth. Close to town centre. Wifi. Parking for two cars. Landscaped garden with patio. Shop and pub 5 min. Bridport 22.5 miles. (Ref. 994369)

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


for 7 nights £581

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A house with garage and driveway at The Chocolate Box in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A lovely three-storey house resting in Weymouth, Dorset. Dog-friendly. Near a beach. Off-road parking. Private garden. Dorchester 8.7 miles; Bridport 19.1 miles. (Ref. 1092302)

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


for 7 nights £862

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A wooden cabin with a metal roof and green doors surrounded by a fenced patio with a picnic table and potted plants at Little Willow in Farrington near Child Okeford
26
Farrington near Child Okeford, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A superb cottage situated in the rural settlement of Farrington in Dorset. Woodburning stove. WiFi. Pizza oven. Shaftesbury 5.6 miles; Blandford Forum 9.5 miles. (Ref. 1003500)

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


for 7 nights £364

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A stone cottage with a glass conservatory and a garden with flowers and trees at Grazeland Cottage in Bridport
28
Bridport, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Perfect cottage to base yourself surrounded by the beautiful Dorset countryside. Ideal for elderly and families as all on one level. Off road parking and wifi (Ref. 994231)

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


for 7 nights £564

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A single story house with a bay window and a front door surrounded by grass at Goodrest in Verwood
30
Verwood, Dorset, BH31
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

All ground floor, close to borders of Hampshire and Wiltshire. Surrounded by countryside and fantastic walking facilities. Easy access to local amenities. Ringwood 5 miles. (Ref. 956297)

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


for 7 nights £381

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A living room with sofas a round coffee table dining table and chairs with a view of the sea at 1 Ocean Bay Swanage
40
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stunning two-bedroom, first-floor apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Smart TV. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982988)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £1156

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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


for 7 nights £651

Last booked 2 days ago
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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

    4.7★

    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 £719

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A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington
Offer
59
Osmington, Dorset, DT3
  • Sleeps12
  • Bedrooms5
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Luxurious 5 star contemporary property. Games room. Indoor swimming pool. WiFi. Stunning views. Five en-suite bedrooms, one family bathroom. Large sitting room and generous sitting/dining room/kitchen. (Ref. 993982)

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

  • £570 off - Sat 9th May to 16th May 2026

  • £955 off - Sat 16th May to 23rd May 2026

  • £312 off - Sat 6th Jun to 13th Jun 2026

  • £367 off - Sat 13th Jun to 20th Jun 2026


for 7 nights £3550

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Two adjacent houses with black front doors and small porches with awnings and shrubs outside at Anvil House in Brewers Quay Harbour
25
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A pretty little modern house just a few minutes walk from the harbourside and local amenities. Close to the South West Coast Path. (Ref. 993929)

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


for 7 nights £581

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A thatched roof cottage with white walls green bushes and a blue door at Lime Cottage in Burton Bradstock
35
Burton Bradstock, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A charming, two-bedroom, thatched cottage resting in Burton Bradstock, Dorset. In AONB. Original features. Close to amenities and beach. Private garden. Bridport 3 miles; Dorchester 15.3 miles; Weymouth 16.2 miles; Yeovil 22.2 miles. (Ref. 1124979)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £610

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