Chesil Beach Holiday Cottages

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Your search returned 368 cottages.

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  • A stone house with a small porch table and chairs next to a gravel driveway surrounded by bushes at Glyde House in Dorchester
    55
    Dorchester, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Glyde House is a detached property situated in Dorchester, Dorset. (Ref. 1150284)

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

    7 nights from €1216

    Secure your holiday with a 30% deposit* Book now
  • A living room with a gray sofa and wooden coffee table and a dining room with a table and chairs at Wolf Cottage in Weymouth
    38
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary period home near Brewers Quay, Weymouth. (Ref. 1109892)

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

    7 nights from €797

    Secure your holiday with a 30% deposit* Book now
  • A stone house with diamond lattice windows and a green door surrounded by trees at Warmwell Lodge in Warmwell
    28
    Warmwell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Lovely early Victorian style Grade II listed cottage set in Warmwell village. (Ref. 994760)

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

    7 nights from €623

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a thatched roof near the coast with grass and gravel paths at Pitt Cottage Ringstead
    30
    Ringstead, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Large kitchen diner. (Ref. 994553)

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

    7 nights from €1098

    Secure your holiday with a 30% deposit* Book now
  • A row of terraced houses on a street with paved sidewalk and cobblestone road at Lobster Cottage Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.3★

      Good

    • Dream Cottages rating

    Lovely and comfortable cottage next to the harbour in Weymouth. (Ref. 994351)

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

    7 nights from €667

    Secure your holiday with a 30% deposit* Book now
  • A living room with sofas and cushions near glass doors with curtains and a rug at Admirals Retreat in Weymouth
    Property has offers
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Perfect couples retreat with WIFI. (Ref. 993912)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 5% off - Sat 26th Jul to 2nd Aug 2025

    7 nights from €583

    Secure your holiday with a 30% deposit* Book now
  • An entrance gate with wooden fence leading to a stone building with a glass porch and flowering bushes at Mimosa Cottage in West Bexington
    28
    West Bexington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Mimosa Cottage is situated in West Bexington. (Ref. 994408)

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

    7 nights from €700

    Secure your holiday with a 30% deposit* Book now
  • A driveway leading to a single-story brick house with a red door and a small front lawn at Sunny Haven in Preston
    26
    Preston, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A lovely two-bedroom bungalow resting in Preston, Dorset. (Ref. 1106680)

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

    7 nights from €655

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • Exterior of a single story cottage with two windows and a wooden door with plants in pots outside at Toll Lodge in Frampton
    23
    Frampton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A wonderful cosy 2-bedroom ground floor annex, welcomes 1 dog, Wifi, Wood burner, Close to Country walks, 4 miles to Dorchester, 9 Miles to Weymouth. (Ref. 994729)

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

    7 nights from €549

    Secure your holiday with a 30% deposit* Book now
  • A row of attached houses with one blue house covered in climbing plants and flowers in front at Fenders Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Delightful terraced cottage. (Ref. 998253)

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

    7 nights from €646

    Secure your holiday with a 30% deposit* Book now
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