Holiday Cottages for October Half term

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Your search returned 441 cottages.

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

    • Dream Cottages 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. (Ref. 1176421)

    • Wi-fi
    • Dishwasher

    3 nights from Sun 25th Oct $1237

    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

    3 nights from Sun 25th Oct $770

    Secure your holiday with a 30% deposit* Book now
  • A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland
    27
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A well-positioned, fourth-floor apartment resting in Castletown, Dorset. (Ref. 1119638)

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

    3 nights from Sun 25th Oct $735

    Secure your holiday with a 30% deposit* Book now
  • A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey
    18
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    This picturesque cottage, situated in the village of Upwey, with parking. (Ref. 994658)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sun 25th Oct $647

    Secure your holiday with a 30% deposit* Book now
  • Two triangular wooden cabins with stairs surrounded by trees and grass at Rose Lodge in Milton on Stour
    Property has offers
    30
    Milton on Stour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. (Ref. 967741)

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

    3 nights from Fri 30th Oct $591

    Secure your holiday with a 30% deposit* Book now
  • A blue two-story building with bay windows and white doors on a brick street at Tradewinds Brewers Quay Harbour
    17
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. (Ref. 994737)

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

    3 nights from Sun 25th Oct $978

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a white front door and a paved pathway bordered by trimmed hedges at Knapp Cottage in Chickerell
    39
    Chickerell, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A charming, three-bedroom cottage sitting in Chickerell, Dorset. (Ref. 1086432)

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

    3 nights from Sun 25th Oct $843

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a brick extension and outdoor seating on a lawn with trees at Culverwells in Axminster
    32
    Axminster, Devon
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    In Dalwood village, East Devon. (Ref. 994151)

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

    3 nights from Sat 24th Oct $1349

    Secure your holiday with a 30% deposit* Book now
  • A house with a front door and gravel driveway at Coastguard Lookout in Wyke Regis
    Property has offers
    43
    Wyke Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Coastguard Lookout is a modern, reverse-level house near a beach in Wyke Regis, Dorset, with off-road parking, Juliet balcony, and underfloor heating. (Ref. 1169223)

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

    3 nights from Fri 30th Oct $613

    Secure your holiday with a 30% deposit* Book now
  • 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
    • Sleeps6
    • Bedrooms4
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Comfortable renovated cottage with rear garden and close to the town centre. (Ref. 994191)

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

    3 nights from Sun 25th Oct $699

    Secure your holiday with a 30% deposit* Book now
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