Poole Holiday Cottages

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Your search returned 84 cottages.

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  • A hallway with wooden flooring a staircase at the end and various pieces of furniture and decorations on the walls at West Ridge in Boscombe
    62
    Boscombe, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A substantial, detached property built in the 1900s, situated in the Boscombe region near Bournemouth. (Ref. 923145)

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

    7 nights from $1032

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  • A small garden with a white metal table and chairs outside a brick house with white framed windows at Elm Villa in Wareham
    Property has offers
    34
    Wareham, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A charming Victorian dwelling resting in the town of Wareham, Dorset. (Ref. 1053728)

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

    • 10% off - Mon 9th Feb to 18th Apr 2026

    7 nights from $967

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  • 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

      4.5★

      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 $743

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  • A stone house with green garage doors and white windows next to a building with a boarded-up window at Swanage Driftwood in Swanage
    37
    Swanage, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Sleeps 10, large open plan living kitchen dining room. (Ref. 994706)

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

    7 nights from $1455

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  • An exterior view of a white two storey house with multiple windows and a small gravel area at The Swanage Rail Lookout in Swanage
    34
    Swanage, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    The Swanage Rail Lookout is a newly refurbished picturesque detached house boasting an enclosed garden, perfect for those with or without pets looking for a walking distance seaside holiday and/or train enthusiasts! (Ref. 1157056)

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

    7 nights from $1160

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  • An outdoor area with brick walls, windows, and paved flooring at The Annex Wimborne Minster
    36
    Wimborne Minster, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.4★

      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 $601

    Last booked yesterday
    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 - Fri 27th Feb to 25th Sep 2026

    7 nights from $851

    Last booked 2 days ago
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  • A garden with chairs benches and tables outside a white house with dormer windows at The Studio - Arne in Arne near Stoborough
    52
    Arne near Stoborough, Dorset
    • Sleeps13
    • Bedrooms5
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A superb five-bedroom detached house resting in Arne, Dorset. (Ref. 1087818)

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

    7 nights from $2042

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  • A garden with a tree a flower bed and a wooden picnic table outside a two story house at Molly's Place in Boscombe
    34
    Boscombe, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A lovely ground-floor maisonette apartment resting in Boscombe, Dorset. (Ref. 1086302)

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

    7 nights from $755

    Last booked yesterday
    Book now
  • A white two-story house with curved bay windows and a glass balcony behind a hedge at Broadleys in Swanage
    22
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      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 $873

    Book now
Most relevant
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