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 blue two-story building with bay windows and white doors on a brick street at Tradewinds Brewers Quay Harbour
    17
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. (Ref. 994737)

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

    7 nights from Sat 29th Aug From €998

    Last booked yesterday
    Book now
  • A wooden deck with a picnic table set with glassware and fruit overlooking a grassy area and the sea at The Wave in Eype
    30
    Eype, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    This wave shaped lodge is architect designed and has incredible panoramic sea views from the decking. (Ref. 994765)

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

    7 nights from Sat 29th Aug From €1363

    Book now
  • The exterior entrance of a white building with potted plants and stone wall at The Town House in Dorchester
    42
    Dorchester, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A charming townhouse set over three floors in the centre of Dorchester. (Ref. 1077743)

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

    7 nights from Sat 22nd Aug From €1861

    Last booked 2 hours ago
    Book now
  • A large two-story house with multiple sliding glass doors and windows and outdoor seating on a grassy yard at Shutts House Garden Apartment in Coombe Bissett
    32
    Coombe Bissett, Wiltshire
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Absolutely stunning, luxurious ground floor accommodation at the eastern end of Wiltshire's beautiful Chalke Valley. (Ref. 1016405)

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

    7 nights from Fri 21st Aug From €1307

    Book now
  • Harbour Reach 7 - 1194446 - photo 1
    26
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Dream Cottages rating

    Harbour Reach 7, an agreeable second-floor apartment in the town of Weymouth, in Dorset, boasts proximity to the beach, shop and pub and West Dorset Heritage Coast. (Ref. 1194446)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Sat 29th Aug From €1098

    Last booked 2 hours ago
    Book now
  • A single-story house with a garage and front garden under a sunny sky at Hill View in West Lulworth
    39
    West Lulworth, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A pleasant two-bedroom property based in West Lulworth, Dorset. (Ref. 1117992)

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

    7 nights from Fri 7th Aug From €1244

    Book now
  • A patio with a metal table and two chairs outside a building with white framed windows and a glass door at 1 Cowdea Farm in Bettiscombe near Beaminster and Bridport
    Property has offers
    27
    Bettiscombe near Beaminster and Bridport, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A ground floor, semi-detached stone barn conversion on edge of Bettiscombe in Dorset. (Ref. 1857)

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

    • 5% off - Sat 1st Aug to 31st Aug 2026

    7 nights from Fri 28th Aug From €898

    Last booked yesterday
    Book now
  • A kitchen with a view of a street and houses at Flat 3
    New property
    27
    Fortuneswell, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

    • Dream Cottages rating

    Seaview Portland is a stylish ground-floor apartment in Fortuneswell, Dorset, boasting glorious sea views, an open-plan living space and a well-equipped kitchen. (Ref. 1197543)

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

    7 nights from Tue 25th Aug From €881

    Last booked 2 days ago
    Book now
  • 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
    Property has offers
    62
    Boscombe, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      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

    • 5% off - Sat 1st Aug to 31st Aug 2026

    7 nights from Thu 6th Aug From €1960

    Book now
  • A garden with outdoor wicker table and chairs and two striped deck chairs by a brick and stone house at Seaglimpse in Swanage
    37
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A well-positioned, ground-floor apartment resting in Swanage, Dorset. (Ref. 1120129)

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

    7 nights from Fri 7th Aug From €1587

    Book now
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