Summer Breaks in Dorset

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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 living room with a television and fireplace at Beach holiday base with pool and kids activities
    Property has offers
    7
    Poole, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

    • Dream Cottages rating

    Beach holiday base with pool and kids' activities is a pleasant caravan in Poole, Dorset, close to beaches, family attractions, and vibrant on-site fun. (Ref. 1200453)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from Tue 1st Sep was €1459 From €1090

    Book now
  • A stone house with a tiled roof and a garage next to a paved driveway at St Johns View in Portland
    19
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    St. (Ref. 994677)

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

    7 nights from Sat 29th Aug From €1169

    Last booked yesterday
    Book now
  • A cottage with a patio and chairs at Bubbs Cottage
    39
    Winfrith Newburgh, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.1★

      Good

    • Dream Cottages rating

    Bubbs Cottage is a charming thatched cottage near Winfrith Newburgh, Dorset, boasting proximity to the Jurassic Coast, WiFi, a garden and allows pets. (Ref. 1183195)

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

    7 nights from Sat 29th Aug From €1210

    Last booked yesterday
    Book now
  • A white three-story residential building with a black and white tiled walkway leading to a black door at 66 3 Compass Point in Weymouth
    Property has offers
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1129014)

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

    • 5% off - Fri 7th Aug to 21st Aug 2026

    7 nights from Fri 14th Aug was €1221 From €1156

    Last booked yesterday
    Book now
  • A two story detached house with bay windows and a central front door with plants on each side at Family House in Weymouth
    Property has offers
    46
    Weymouth, Dorset
    • Sleeps12
    • Bedrooms6
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A spacious, detached, three-storey house nestled in Weymouth, Dorset. (Ref. 1080182)

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

    7 nights from Fri 28th Aug was €2877 From €2605

    Book now
  • The front exterior of a red brick house with white framed windows and a white front door at 74 Reap Lane Southwell near Weston
    Property has offers
    30
    Southwell near Weston, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

    74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. (Ref. 1158199)

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

    7 nights from Fri 31st Jul was €1220 From €1150

    Book now
  • An outdoor seating area with a table and two chairs outside a small stone building at The Studio in Shaftesbury
    24
    Shaftesbury, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    An eye-catching stone cottage resting on the outskirts of Shaftesbury, Dorset. (Ref. 1008394)

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

    7 nights from Fri 31st Jul From €817

    Book now
  • Exterior view of a white house with flower pots near the door and a tree in the foreground at The Little Cottage in Weymouth
    27
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A quaint, white-washed cottage resting in Weymouth, Dorset. (Ref. 1113457)

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

    7 nights from Sat 29th Aug From €823

    Last booked 2 days ago
    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
    • Pet FriendlyNo

      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 Tue 1st Sep From €1895

    Book now
  • Two triangular wooden cabins with stairs surrounded by trees and grass at Rose Lodge in Milton on Stour
    30
    Milton on Stour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      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)

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

    7 nights from Mon 31st Aug From €925

    Last booked 2 days ago
    Book now
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