Poole Holiday Cottages

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Your search returned 74 cottages.

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  • Stone terraced houses with red doors and red leafy trees behind wooden fences
    18
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Sea Breeze is a lovely, terraced cottage resting in the outskirts of Swanage, Dorset. (Ref. 1150773)

    • Wi-fi
    • Off-road parking

    7 nights from $673

    Secure your holiday with a 30% deposit* Book now
  • A stone exterior wall of a house with white framed windows and a white door at Tavern Way in Corfe Castle
    25
    Corfe Castle, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Located in the village of Corfe Castle, Tavern Way is a lovely home for families or couples. (Ref. 994715)

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

    7 nights from $711

    Secure your holiday with a 30% deposit* Book now
  • A row of houses with a white picket fence and small garden in front at Smugglers Cottage in Christchurch
    Property has offers
    32
    Christchurch, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A pretty, one-bedroom cottage resting in Christchurch, Dorset. (Ref. 1098695)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 40% off - Thu 7th Aug to 31st Oct 2025

    7 nights from $842

    Secure your holiday with a 30% deposit* Book now
  • A white two-story house with curved bay windows and a glass balcony behind a hedge at Broadleys in Swanage
    21
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A delightful two-bedroom ground-floor apartment resting in Swanage, Dorset. (Ref. 1093320)

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

    7 nights from $832

    Secure your holiday with a 30% deposit* Book now
  • A living room with a TV cabinet, armchair, ottoman, fireplace, and dining table with chairs at Quarrier's Rest in Swanage
    32
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    This charming, two-bedroom holiday home rests in Swanage, Dorset. (Ref. 1124578)

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

    7 nights from $685

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a two-story house with wooden paneling a balcony and metal railing at 6 Inveravon in Christchurch
    31
    Christchurch, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    6 Inveravon is a charming holiday home near the beach in the waterside town of Christchurch in Dorset with an open-plan living space and welcoming pets. (Ref. 1162271)

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

    7 nights from $1127

    Secure your holiday with a 30% deposit* Book now
  • A two-story house surrounded by trees and shrubs with a grass lawn in front at The Old Post Office Cottage in Wareham
    46
    Wareham, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A delightful detached house, set in large gardens, that will evoke feelings of being in an Enid Blyton Story. (Ref. 994562)

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

    7 nights from $1232

    Secure your holiday with a 30% deposit* Book now
  • A living room with sofas a chair and a television at Dorset Explorers in Bournemouth
    29
    Bournemouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Dorset Explorers is a charming holiday home set a short distance from the sandy beach and rests near the centre of Bournemouth on the coast of Dorset. (Ref. 1169917)

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

    7 nights from $635

    Secure your holiday with a 30% deposit* Book now
  • Stone cottages with gravel courtyard and greenery at Coombe Orchard in Swanage
    17
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. (Ref. 994113)

    • Off-road parking
    • Ground floor bedroom
    • Baby-friendly

    7 nights from $549

    Secure your holiday with a 30% deposit* Book now
  • An outdoor courtyard with brick walls and multiple glass doors at The Annex in Wimborne Minster
    26
    Wimborne Minster, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    A wonderful single-storey cottage in Wimborne Minster, Dorset. (Ref. 1118275)

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

    7 nights from $626

    Secure your holiday with a 30% deposit* Book now
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