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Dorset Holiday Cottages

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Your Dorset search returned 1,057 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 chairs and flowers at Vine Cottage in Burton Bradstock
1 of 39
5
Burton Bradstock, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Vine Cottage is a beautiful 17th-century stone cottage tucked away in the heart of the charming village of Burton Bradstock, Dorset. Bridport 2.9 miles; Weymouth 16.2 miles; Dorchester 15.1 miles; Yeovil 22.1 miles (Ref. 1189482)

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


for 7 nights From £554

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A large stone manor house with bay windows and ivy on the walls with a garden and small pond in front at Milton Manor in Milton On Stour
1 of 82
5
Milton On Stour, Dorset, SP8
  • Sleeps33
  • Bedrooms14
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

This stunning historic manor nestles in the heart of Milton on Stour, Dorset. Woodburner. Enclosed garden. Hot tub. Pet-friendly. Shaftesbury 7.5 miles. (Ref. 1026929)

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


for 7 nights From £5898

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A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth
1 of 36
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Harbour Retreat is an eclectic first-floor apartment close to the harbour and beach, with roadside parking, in the heart of Weymouth in Dorset. Dorchester 8.3 miles; Bridport 20.5 miles. (Ref. 1164179)

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


for 7 nights From £508

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A three story house with a beige exterior stone and concrete walls at Osprey House Portland
1 of 27
5
Portland, Dorset, DT5
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 2 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994499)

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


for 7 nights From £733

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A kitchen area with a wooden countertop with fruit bowl wine bottle and glasses a small dining table with a bench seat by a window and a bar stool seating area at The Coach House - Trinity Lodge in Godmanstone near Cerne Abbas
1 of 25
5
Godmanstone near Cerne Abbas, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Trinity Lodge is a striking rural holiday home with great attention to detail, within the Dorset National Landscape, in Goodmanstone, near Cerne Abbas. Dorchester 5.3 miles; Weymouth 14 miles; Sherborne 14.3 miles; Yeovil 17.4 miles. (Ref. 1149594)

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


for 7 nights From £398

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A brick residential building with multiple windows a gated entrance and a small staircase at Ocean Watch 1 in Greenhill
1 of 20
5
Greenhill, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Modern one level apartment. Sitting room, with balcony and beautiful sea views. Short walk to the beach and a causal walk to the town centre. Wifi. (Ref. 994505)

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


for 7 nights From £610

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A coastal landscape with a building on grassy land overlooking the sea at Siesta Chalet in Eype Mouth Chalet Park
1 of 30
5
Eype Mouth Chalet Park, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

A single-storey chalet in a wonderful location on the Eype Holiday Park, Dorset. Sea views. Off-road parking. Beach nearby. Bridport 1.9 miles; West Bay 2.8 miles. (Ref. 1134626)

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


for 7 nights From £491

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A patio with a round table and two chairs with two mugs on the table overlooking a gravel area and green hills at Burton Bay in Burton Bradstock
1 of 20
5
Burton Bradstock, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Pets welcome. Parking. 5 minute drive to Bridport, perfect couple romantic retreat. Wifi. Coastal views. (Ref. 994050)

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


for 7 nights From £568

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A brick building with a tiled roof and multiple windows next to a gravel courtyard with potted plants and wooden benches at The Cider Press Motcombe Shaftesbury in Motcombe
Offer
1 of 22
5
Motcombe, Dorset, SP7
  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A lovely cottage located near the village of Motcombe in Dorset. Excellent location. Shared use of tennis courts. Tasteful interior. Shaftsbury 2 miles; Salisbury 22 miles. (Ref. 957188)

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

  • 10% off - Thu 25th Jun to 31st Aug 2026


for 7 nights From £538

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A view of the ocean with a small harbor and boats near a rooftop at 2 Beach Way House in Lyme Regis
1 of 19
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A seaside first-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. 1106590)

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


for 7 nights From £839

Last booked 4 hours ago
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A large stone building with multiple windows and a tiled roof next to a street with a no footway sign at 1 Coram Tower in Lyme Regis
1 of 18
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A historic ground floor apartment situated in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 3.2 miles; Seaton 7.7 miles; Devon 38 miles. (Ref. 1105894)

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


for 7 nights From £643

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A pink two-story house with multiple windows a white door and a wooden gate in front at Seagull Cottage in Lyme Regis
Offer
1 of 23
5
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

An idyllic cottage nestled in Lyme Regis, Dorset. Woodburning stove. Private parking. Rear patio with furniture. Close to beach. Pet-friendly. Axminster 5.7 miles; Bridport 9.4 miles; Sidmouth 15.7 miles. (Ref. 1111112)

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

  • 5% off - Sat 11th Jul to 1st Aug 2026


for 7 nights From £939

Last booked yesterday
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Bredy Cottages - 1176478 - photo 1
1 of 52
5
Burton Bradstock, Dorset, DT6
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Bredy Cottages is an imaginatively extended 4-bedroom cottage with a handy open-plan living area, a snug with a woodburning stove, and pretty gardens. Bridport 4 miles; Weymouth 16.1 miles; Dorchester 14.2 miles; Yeovil 24.6 miles (Ref. 1176478)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £1481

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A row of stone cottages with thatched roofs and white framed windows along a sloped street at Bramble Cottage in Burton Bradstock
Offer
1 of 29
5
Burton Bradstock, Dorset, DT6
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Character cottage in Burton Bradstock, sleeping 5 people. Two dogs. Bridport 3 miles. Lovely garden. Nearby pubs and village shops. (Ref. 994024)

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

  • 10% off - Fri 19th Jun to 21st Aug 2026


for 7 nights From £701

Last booked yesterday
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The exterior of a white house with windows a brick wall and a garden with trees and a small pond at Riverside 67 Dorchester Road in Maiden Newton
1 of 40
5
Maiden Newton, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A stunning terraced nestled in the large village of Maiden Newton in Dorset. Woodburning stove. Riverside views. Eco-friendly. West Bay 12.4 miles; Weymouth 17 miles; Lyme Regis 22.4 miles. (Ref. 1070251)

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


for 7 nights From £760

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A brick house with a white door and windows surrounded by a lawn and gravel pathway at Old Rectory Cottage in Sturminster Newton
1 of 20
5
Sturminster Newton, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

A detached, character cottage nestled in the rural village of Manston near Child Okeford in Dorset. Countryside views. Woodburning stove. Country-style. Shaftesbury 6 miles; Blandford Forum 8.9 miles. (Ref. 1072821)

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


for 7 nights From £481

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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
1 of 32
5
Greenhill, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • Pet FriendlyYes

    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)

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


for 7 nights From £648

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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
1 of 26
5
Shipton Gorge, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From £676

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An exterior view of a building with large windows at The Grain Store in Weymouth
1 of 53
5
Weymouth, Dorset, DT3
  • Sleeps7
  • Bedrooms4
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A detached property sitting in a country location on the outskirts of Weymouth. Off-road parking. Open fire. Smart TV. Dorchester 4.4 miles; Bridport 15.3 miles; Poole 28.3 miles. (Ref. 1108920)

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


for 7 nights From £820

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A house facade with a door and bench at Cozy Cottage in Poole
1 of 26
5
Poole, Dorset, BH15
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Poole Quay Cottage is a welcoming, mid-terrace holiday cottage with private parking that rests in Poole, Dorset, just a short distance from the coast. Sandbanks 4.5 miles; Bournemouth 6.5 miles. (Ref. 1192690)

  • Wi-fi
  • Off-road parking


for 7 nights From £506

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