Dorset Holiday Cottages

Your search returned 94 cottages.

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A house with stone and wooden exterior at Everdene Upwey near Weymouth
    46
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Helpful Holidays rating

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

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

    7 nights from From $884

    Book now
  • A two story brick house with multiple white framed windows and a small set of stairs at the entrance at Red House in Lyme Regis
    Property has offers
    68
    Lyme Regis, Devon
    • Sleeps12
    • Bedrooms5
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Helpful Holidays rating

    Red House is a substantial family home set in a unique and stunning location in Uplyme near Lyme Regis, Devon. (Ref. 1140484)

    • Pets go free
    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Games room

    • 20% off - Fri 7th Aug to 14th Aug 2026

    7 nights from From $3096

    Book now
  • A single-story house with a tiled roof lawn and paved driveway at Lavender Lodge in Charlton Horethorne near Sherborne
    31
    Charlton Horethorne near Sherborne, Somerset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Detached single-storey lodge within the village of Charlton Horethorn on the Dorset/Somerset border. (Ref. 12644)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from From $606

    Book now
  • A garden with a pond and patio area between two buildings at Riverside House in Fordingbridge
    Property has offers
    43
    Fordingbridge, Hampshire
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Beautifully presented, double-fronted terrace located in the traditional town of Fordingbridge. (Ref. 1004231)

    • Pets go free
    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    • 5% off - Fri 17th Jul to 2nd Oct 2026

    7 nights from From $1747

    Book now
  • A house with outdoor seating area at Budmouth Upwey near Weymouth
    42
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.4★

      Good

    • Helpful Holidays rating

    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)

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

    7 nights from From $792

    Book now
  • A house with multiple windows and a gravel path at The Old Bakery in South Perrott near Mosterton
    44
    South Perrott near Mosterton, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Helpful Holidays rating

    A traditional cottage resting in the idyllic village of South Perrott near Mosterton in the Dorset AONB. (Ref. 1058390)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Baby-friendly

    7 nights from From $473

    Last booked 6 hours ago
    Book now
  • A stone cottage with climbing plants flowers and potted plants outside at Ham cottage in East Lambrook near South Petherton
    37
    East Lambrook near South Petherton, Somerset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A picture-postcard detached cottage resting in East Lambrook, Somerset. (Ref. 1119865)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Washing machine

    7 nights from From $585

    Book now
  • Stone cottages with plants in pots outside and a blue door at King Charles Cottage in Broadwindsor
    42
    Broadwindsor, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    This is a mid-terrace cottage in the centre of Broadwindsor, Dorset. (Ref. 1006503)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From $984

    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
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Helpful Holidays rating

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

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

    7 nights from From $1242

    Book now
  • A garden pathway with plants and flowers at Woodstock in Chard
    35
    Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Woodstock is a welcoming, pet-friendly house situated in Chaffcombe, Somerset, and boasting a woodburning stove, Smart TV, and ground-floor living. (Ref. 1138091)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from From $774

    Book now
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