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Dorset Holiday Cottages

Your Dorset search returned 1,059 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 backyard view of a brick two-story house with patio furniture and a pond in front at Agua de Plata 16 Wakeling Island Silverlake in Dorchester
42
Dorchester, Dorset, DT2
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

16 Wakeling Island is a stylish, detached home resting in Crossways, Dorset. On-site facilities. Family-friendly. Lakeside views. Woodburning stove. Puddletown 5.3 miles; Dorchester 5.6 miles; Weymouth 10 miles. (Ref. 1138508)

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


for 7 nights From £810

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A street view of a row of attached brick houses with dormer windows and a sidewalk at Marina Reach in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. Open plan living kitchen diner. (Ref. 1091449)

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


for 7 nights From £536

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A window view of a harbor with sailboats and buildings in the background at The Ferryman in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A character-filled cottage located in the popular seaside town of Weymouth, Dorset. Fantastic views. Harbour. Ideal for families. Weymouth 0.9 miles; Isle of Portland 6 miles. (Ref. 1017295)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £599

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Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour
42
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. Quality finish. Sea and harbour views. Enclosed garden. Raised elevation. Dorchester 8.5 miles; West Lulworth 15.5 miles. (Ref. 1096352)

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


for 7 nights From £903

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A patio with a table and chairs set outside a house with open glass doors and a large plant at Park Mews Weymouth
34
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A stunning holiday home in the bustling seaside town centre of Weymouth in Dorset. Enclosed patio. Near beach. Smart TV. Isle of Portland 6.7 miles; Dorchester 8 miles; Bridport 20.2 miles. (Ref. 1054948)

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


for 7 nights From £558

Last booked yesterday
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A coastal landscape with a building on grassy land overlooking the sea at Siesta Chalet in Eype Mouth Chalet Park
30
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 living room with leather sofas glass coffee table and large windows overlooking a marina at Harbourside Haven Penthouse 1 in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.4★

    Good

  • Sykes rating

An immaculate penthouse apartment resting in the centre of Weymouth, Dorset. WiFi. Views over the marina. Off-road parking. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059266)

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


for 7 nights From £609

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A three story house with a beige exterior stone and concrete walls at Osprey House Portland
27
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 street corner with a large rusted anchor and flower pots in front of modern apartment buildings at Sandstones in West Bay
14
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A charming second-floor apartment in the heart of West Bay in Dorset. Spacious, Lift access. WiFi. Open-plan. Harbour views. West Bay 0.1 miles; Bridport 2 miles; Seatown 5.3 miles; Lyme Regis 11.4 miles. (Ref. 1106414)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £673

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The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery
52
Dottery, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. Two bedrooms with en-suite facilities. Bridport 1.5 miles. (Ref. 16387)

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


for 7 nights From £450

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An outdoor space with a bench under an umbrella at Westhaven in Lyme Regis
44
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Attractive split-level bungalow a short walk from Lyme Regis in Dorset. Open-plan. Stylish interior. Outside space. Sea views. Lyme Regis 0.3 miles; Seaton 7.9 miles; Axminster 5.6 miles. (Ref. 1106126)

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


for 7 nights From £909

Last booked yesterday
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The exterior of a white stone house with multiple windows a door and garden with shrubs and lawn at Brook Cottage in Sturminster Newton
46
Sturminster Newton, Dorset, DT10
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Brook Cottage is a charming cottage resting in the countryside of Fifehead St. Quintin near Hazelbury Bryan, Devon. Countryside location. Off-road parking. Woodburning stove. Sherborne 13 miles; Yeovil 18.7 miles; Bournemouth 30 miles. (Ref. 1144485)

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


for 7 nights From £962

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A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth
36
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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Exterior view of a two-story house with wooden paneling a balcony and metal railing at 6 Inveravon in Christchurch
31
Christchurch, Dorset, BH23
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.4★

    Good

  • Sykes rating

6 Inveravon is a charming holiday home near the beach in the waterside town of Christchurch in Dorset with an open-plan living space and welcoming pets. Bournemouth 6.6 miles. (Ref. 1162271)

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


for 7 nights From £842

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An exterior view of a stone building with a door and garden at The Well House in Lyme Regis
50
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

The Well House is a superb pet-friendly cottage in Lyme Regis, Dorset, with characterful features, wood burner and sea views, enclosed rear garden and parking. Charmouth 3.4 miles; Axminster 5 miles; Bridport 10.1 miles; Sidmouth 14.7 miles. (Ref. 1173731)

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


for 7 nights From £698

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Stone terraced houses with white framed windows and a red door on a street at Bowman's Cottage Wakeham Portland
32
Wakeham, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)

  • Wi-fi
  • Washing machine


for 7 nights From £511

Last booked 2 days ago
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A living room with two sofas a television and a balcony overlooking the sea at 9 Bay View Court in Lyme Regis
17
Lyme Regis, Dorset, DT7 3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A seaside apartment resting in Lyme Regis, Dorset. Sea views. Family-friendly. Welcome hamper. West Bay 10.9 miles; Weymouth 31.8 miles; Exeter 37.9 miles (Ref. 1105917)

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


for 7 nights From £635

Last booked 2 days ago
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A stone and blue wooden building with external staircases and balconies under a clear sky at Santiago House in Weymouth
45
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

This charming, four-bedroom holiday home rests in Weymouth, Dorset. Over three floors. Open plan. Off-road parking. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1043677)

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


for 7 nights From £1032

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A view of a street with buildings and people at Avocet in Lyme Regis
41
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Avocet is a stunning 2 bedroom holiday home that has been beautifully reconfigured for the 2026 season, offering a unique blend of character and comfort in one of Lyme Regis’ most sought after locations. (Ref. 1190534)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £761

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A living room with sofas pillows glass coffee table and an open kitchen at 13 Buckfields in Lyme Regis
18
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A beautifully-presented penthouse apartment resting in Lyme Regis, Devon. Open-plan. Near a beach. Off-road parking. Close to amenities. Communal gardens. Sea views. Axminster 5.1 miles; Bridport 9.9 miles; Sidmouth 15.3 miles. (Ref. 1109489)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £804

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