Chesil Cottage Holidays

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Your Chesil Beach, Dorset search returned 427 cottages

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Exterior view of a white house with flower pots near the door and a tree in the foreground at The Little Cottage in Weymouth
27
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A quaint, white-washed cottage resting in Weymouth, Dorset. Off-road parking. Smart TV. Open-plan living. Xbox. Close to beach. Dorchester 5.2 miles; Bridport 17 miles; Lyme Regis 26.3 miles. (Ref. 1113457)

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


for 7 nights £558

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A beachfront with kayaks lined up near houses and water at Fairways in Wyke Regis
22
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. Weymouth 2.5 miles; Dorchester 10.2 miles; Poole 34.1 miles. (Ref. 1047698)

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


for 7 nights £524

Last booked 2 days ago
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A street view of brick buildings including Bay View Hotel and a pop-up pizza shop at The Loft @ No36 in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

The Loft @ No36, a contemporary, third-floor apartment situated in the heart of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162205)

  • Wi-fi
  • Off-road parking


for 7 nights £511

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A cream colored two story house with blue window frames and a blue front door at Fisherman's Cottage King Street in Fortuneswell
36
Fortuneswell, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

Fisherman's Cottage, King Street, is a charming cottage resting in Fortuneswell, Dorset. Close to a shop and a pub. Close to a beach. Woodburning stove. Weymouth 5.4 miles; Dorchester 12.4 miles. (Ref. 1152166)

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


for 7 nights £456

Last booked yesterday
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A living room with two blue sofas a wooden coffee table a rug a TV a bookshelf and a fireplace at Ammonite Cottage Fortuneswell Portland
32
Fortuneswell Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Traditional Portland Cottage. Beautiful scenery walks. Close to pubs. (Ref. 993922)

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


for 7 nights £515

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A white two-story house with three windows and a black door on a street at Guinea Cottage in Brewers Quay Harbour
30
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

Two bedroom cottage close to Weymouth harbour. Dog friendly. Close to all amenities. (Ref. 994236)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £464

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A stone and wood house with a tiled roof and grass in front at The Courthouse in Sutton Poyntz
20
Sutton Poyntz, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Detached property in village of Sutton Poyntz. 3 bedrooms. 2 dogs. Off road parking for two cars. (Ref. 994127)

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


for 7 nights £767

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A stone building with a conical roof and blue chimney pipes next to brick and blue wooden sections at The Oast House in Brewers Quay Harbour
45
Brewers Quay Harbour, Dorset, DT4
  • Sleeps10
  • Bedrooms4
  • PetsNo

    4.3★

    Good

  • Sykes rating

Electronically gated property. Gated parking for three cars. Sleeps 10. Two min walk to harbour and amenities. (Ref. 994443)

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


for 7 nights £1335

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A brick two-story house with balconies and a hedge in front at Harbour Reach 6 in Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A wonderful apartment that sleeps up to three people resting in Weymouth, Dorset. Open-plan. Near a beach. Close to amenities. Dorchester 7.8 miles; Bridport 18.5 miles. (Ref. 1057385)

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


for 7 nights £457

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A stone cottage with a thatched roof and a wooden table and benches outside at Magnolia Cottage Osmington
41
Osmington, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

Magnolia cottage is situated in Osmington. Pretty, thatched and very well-equipped. High chair and cot. Wifi. Parking for two cars. Pub 5 min. Weymouth 4.5 miles. (Ref. 994367)

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


for 7 nights £568

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A restaurant building with outdoor seating at The Beach Condo in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms3
  • PetsNo

  • Sykes rating

The Beach Condo, a quaint duplex apartment over three floors, in the heart of Weymouth in Dorset features stunning sea vistas, and a nearby beach and pub. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1176421)

  • Wi-fi
  • Dishwasher


for 7 nights £914

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A beachfront with a stone barrier green garden and a small gate at Weymouth Bay Apartment C in Greenhill
19
Greenhill, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Second floor comfy apartment sleeping 7 guests close to the sea in Weymouth. Welcomes two dogs. Garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994773)

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


for 7 nights £609

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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 £557

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A row of colorful waterfront houses with windows and doors along a stone wall with wooden docks in front at Stanley House in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3★

    Good

  • Sykes rating

Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. Sea views. Near amenities and beach. Near AONB. Stylish. Dorchester 8.4 miles; Bridport 19.9 miles. (Ref. 1138865)

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


for 7 nights £1301

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Stone cottage with thatched roof and white door with windows at Laurel Cottage in Osmington
21
Osmington, Dorset, DT3
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.0★

    Good

  • Sykes rating

A charming thatched roof character cottage resting in the village of Osmington, Dorset. Off-road parking. Open-plan living. WiFi. Close to pub. Weymouth 4.4 miles; Dorchester 5.4 miles. (Ref. 1064960)

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


for 7 nights £460

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A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth
36
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • 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 £540

Last booked yesterday
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An outdoor patio with wooden table and chairs in a grassy area beside a brick building at Woodlands Cottage in Ringstead
29
Ringstead, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.1★

    Good

  • Sykes rating

Three bedroomed bungalow located just half a mile from Ringstead Beach. A large garden, welcomes 2 dogs, a good base for walking the coast path. (Ref. 994807)

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


for 7 nights £537

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A front view of brick terraced houses with blue and red doors and small front gardens
28
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

Sleeping five a red brick cottage near harbourside in Weymouth. Welcomes dogs. WiFi. (Ref. 994600)

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


for 7 nights £646

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A pink door with a nameplate at Otter Cottage in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Otter Cottage is a bright, pet-friendly house resting in the town of Weymouth in Dorset, well-positioned to the beach, harbour, and Dorset Heritage Coast. Dorchester 8.3 miles; Bridport 18.9 miles (Ref. 1177943)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £498

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A narrow street with houses and a view of the water at Blanche Cottage Brewers Quay Harbour
45
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A fabulous, three-storey home resting near Weymouth's Old Harbour in Dorset. Close to amenities, beach and attractions. Near AONB. Open-plan living. Stylish. Dorchester 8.8 miles; West Lulworth 15.8 miles. (Ref. 1092575)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £683

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