Luxury Holiday Cottages Dorset

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Your search returned 40 cottages.

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  • A large stone manor house with bay windows and ivy on the walls with a garden and small pond in front at Milton Manor in Milton On Stour
    Property has offers
    99
    Milton On Stour, Dorset
    • Sleeps33
    • Bedrooms14
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    This stunning historic manor nestles in the heart of Milton on Stour, Dorset. (Ref. 1026929)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    • 5% off - Fri 7th Mar 2025 to 30th Apr 2026

    7 nights from €6409

    Secure your holiday with a 30% deposit* Book now
  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

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

    7 nights from €825

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a single-story building with a green door wooden framed windows a metal ramp and a plant in a pot at Honey Bee Retreat in Tytherleigh
    34
    Tytherleigh, Devon
    • Sleeps4
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A beautiful semi-detached barn conversion resting in Tytherleigh, Devon. (Ref. 1045057)

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

    7 nights from €718

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • An exterior view of a house with wooden and stone walls a small garden with shrubs and a paved pathway at Everdene in Upwey near Weymouth
    34
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    7 nights from €818

    Secure your holiday with a 30% deposit* Book now
  • A single-story dark wooden house with multiple windows and a front door on a lawn at Rectory Farm View in Queen Camel near Yeovil
    47
    Queen Camel near Yeovil, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Bright, spacious ground floor holiday home on the outskirts of Queen Camel, amongst beautiful Somerset countryside. (Ref. 957130)

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

    7 nights from €810

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • Boats docked in a harbor in front of buildings including Old Coastguard Apartment 2 in Weymouth
    30
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

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

    7 nights from €1227

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth
    32
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

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

    7 nights from €727

    Secure your holiday with a 30% deposit* Book now
  • A small house with a wooden and stone exterior surrounded by plants and trees with a picnic table on a deck at Shepherd Oak in Upwey near Weymouth
    31
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

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

    7 nights from €720

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A gravel driveway leading to a thatched roof cottage with brick and flint walls and surrounding trees at Moles Cottage in Farnham near Sixpenny Handley
    33
    Farnham near Sixpenny Handley, Dorset
    • Sleeps16
    • Bedrooms8
    • PetsYes

    • Dream Cottages rating

    Moles Cottage is a characterful retreat with en-suite bedrooms, a toasty open fire and accepting pets, in the picturesque village of Farnham, Dorset. (Ref. 1165807)

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

    7 nights from €2814

    Secure your holiday with a 30% deposit* Book now
  • A brick terraced house with two front doors one painted green and one red at Primrose Cottage in Kenton
    Property has offers
    34
    Kenton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Charming Grade II listed cottage located in the attractive village of Kenton, in Devon. (Ref. 994090)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 10% off - Wed 4th Jun to 31st Jul 2025

    7 nights from €662

    Secure your holiday with a 30% deposit* Book now
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