Chesil Cottage Holidays

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Your Chesil Beach, Dorset search returned 427 cottages

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A waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
23
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

Pretty cottage in the heart of Weymouth. Harbour views. Near to local amenities and town centre. Close to Weymouth Beach. WiFi. Pets welcome. Dorchester 8.5 miles. (Ref. 994047)

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


for 7 nights €831

Last booked 8 hours ago
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Stone house with white windows and a garden with outdoor furniture at Pomme Blushe House in Shipton Gorge
40
Shipton Gorge, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Pomme Blushe House, a stunningly-presented stone cottage located outside of the charming town of Bridport, Dorset. Pet-friendly. Garden with hot tub. Lyme Regis 13 miles; West Bay 3.8 miles. (Ref. 1150821)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €1133

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A window seat with two mugs and a muffin on a tray overlooking a carousel and seaside at Shore View in Weymouth
55
Weymouth, Dorset, DT4
  • Sleeps10
  • Bedrooms5
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles. (Ref. 1118900)

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


for 7 nights €1359

Last booked yesterday
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A brick cottage with a paved driveway a wooden door and a small lawn at Frome Lodge House in Frome Whitfield
22
Frome Whitfield, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

A charming, two-bedroom holiday home resting in Frome Whitfield, Dorset. Close to amenities. Pet-friendly. Families. Dorchester 2.5 miles; Yeovil 22.4 miles; Bournemouth 29.7 miles (Ref. 1132783)

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


for 7 nights €522

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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
  • PetsNo

    4.5★

    Outstanding

  • 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 €769

Last booked yesterday
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A blue painted two storey building with bay windows and white doors with black railings in front at Harbour Watch Apartment 1 Brewers Quay Harbour
23
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2★

    Good

  • Sykes rating

A lovely apartment perfect for couples in Weymouth. Close to the town centre. Off-road parking for one car. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994289)

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


for 7 nights €678

Last booked 2 days ago
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A living room with blue sofas a wooden coffee table and red rug by large windows overlooking the sea at Weymouth Bay in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A well-appointed apartment resting in Weymouth, Dorset. Stunning sea views. Open-plan living. Isle of Portland 7miles. Dorchester 7.8 miles. Bridport 21.5 miles. (Ref. 1003082)

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


for 7 nights €762

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A house with plants in the front at Farthings in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Farthings is a homely, semi-detached holiday cottage located along the coast in Weymouth, Dorset, with off-road parking and a short walk to a beach. Dorchester 7.6 miles; Bridport 19.7 miles. (Ref. 1174458)

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


for 7 nights €842

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A living room with beige sofas a green TV stand a flat screen TV and a glass dining table with white chairs at 9 Maritime House in West Bay
12
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A second-floor apartment resting in West Bay, Dorset. Family-friendly. Lift access. Off-road parking. Charmouth 8.2 miles; Lyme Regis 11.1 miles; Weymouth 18.1 miles. (Ref. 1106267)

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


for 7 nights €559

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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
25
Godmanstone near Cerne Abbas, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • 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)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights €463

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An outdoor patio with a wooden table and chairs an umbrella fruit basket and ocean view at Seacliff in West Bay
32
West Bay, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.8★

    Good

  • Sykes rating

High quality accommodation located in one of Dorset’s popular areas of West Bay. Sea views from the sitting room and front garden. Off road parking, welcomes two well behaved dogs. (Ref. 994629)

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


for 7 nights €967

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A stone cottage with white doors and windows along a narrow road with plants and flowers growing at the base of the wall at Pippins Loders in Bridport
29
Bridport, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Stone three bedroom cottage near Bridport. Dog friendly. Lawned garden, BBQ/Fire Bowl. . Sleep 6. (Ref. 994548)

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


for 7 nights €828

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Exterior view of a stone cottage with white-framed windows and a wooden porch surrounded by green foliage at Honeypot Cottage in Shipton Gorge near Burton Bradstock
33
Shipton Gorge near Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A charming holiday home resting near Shipton Bradstock, Dorset. Dog-friendly. Woodburing stove. Close to beach. Bridport 2.7 miles; Dorchester 13.7 miles; Weymouth 19.8 miles; Yeovil 20.7 miles. (Ref. 1074488)

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


for 7 nights €888

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A garden patio with wooden framed glass doors a pergola with climbing plants and outdoor dining furniture at Rose Cottage in Upton near Ringstead Bay
59
Upton near Ringstead Bay, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A fantastic, three-bedroom cottage situated in Upton near Preston, Dorset. Pet-friendly. Close to amenities and a beach. Woodburning stove. Original features. Weymouth 7 miles. (Ref. 1125289)

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


for 7 nights €995

Last booked yesterday
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A narrow street with houses on the right and a brick wall with plants on the left at Firkin Cottage Brewers Quay Harbour
22
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Comfortable renovated cottage with rear garden and close to the town centre. Garden with furniture. Pub 5 mins. Beach 1 mile. Dorchester 9 miles. (Ref. 994191)

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


for 7 nights €649

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A building with an outdoor seating area and garden at Overcombe Mill Nottington near Weymouth
47
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Overcombe Mill is a wonderful lodge nestled into the countryside of Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105455)

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


for 7 nights €770

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The exterior of a two story house with a balcony and tiled roof at Bayview Overcombe near Preston
19
Overcombe near Preston, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Bayview is a lovely first-floor apartment in Overcombe, near Preston, in Dorset, welcoming a pet and boasting stunning beach views from a balcony. Weymouth 2.1 miles. (Ref. 1159732)

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


for 7 nights €651

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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
20
Burton Bradstock, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

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

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


for 7 nights €621

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Two boats moored in a harbor with modern apartment buildings and parked cars in the background at Harbour View in West Bay
16
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A ground-floor apartment resting in West Bay, Dorset. Sea view. Close to a beach. Close to the town centre. Charmouth 8.5 miles; Lyme Regis 11.3 miles; Weymouth 18.2 miles. (Ref. 1106378)

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


for 7 nights €794

Last booked 2 days ago
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A balcony with glass table and chairs overlooking buildings and a body of water at Panoramic View in Castletown Portland
22
Castletown, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2★

    Good

  • Sykes rating

A well-presented, modern apartment on the rugged Isle of Portland. Far reaching sea views. Open plan living. Balcony with seating. Access to indoor swimming pool and gym. Close to pub, beach and shop. WIFI and allocated parking. Weymouth within 6 miles. (Ref. 1034885)

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


for 7 nights €632

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