Dorset Family Holidays

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Your search returned 392 cottages.

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    • Sleeps33
    • Bedrooms14
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    This stunning historic manor nestles in the heart of Milton on Stour, Dorset. (Ref. 1026929)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room
    • 5% off - Fri 7th Mar 2025 to 30th Apr 2026

    7 nights from £5224

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. (Ref. 19285)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from £503

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    A superb, detached barn conversion resting on the outskirts of Winterborne Whitechurch. (Ref. 5188)

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

    7 nights from £747

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. (Ref. 1025833)

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

    7 nights from £657

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. (Ref. 1158581)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £702

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. (Ref. 1153879)

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

    7 nights from £801

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    Meadow’s End is a delightful, detached cottage, with a toasty woodburning stove, located in the pretty Dorset village of Owermoigne, welcoming pets. (Ref. 1162476)

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

    7 nights from £925

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    This beautifully-presented cottage rests in the village of Litton Cheney in Dorset. (Ref. 1021813)

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

    7 nights from £685

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    • Sleeps8
    • Bedrooms4
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. (Ref. 1129395)

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

    7 nights from £1466

    Secure your holiday with a 30% deposit* Book now
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. (Ref. 1144628)

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

    7 nights from £636

    Secure your holiday with a 30% deposit* Book now
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Take your loved ones away for an unforgettable staycation by booking one of these properties for Dorset family holidays, with over 350 family-friendly cottages to choose from! 

Why Dorset Family Holidays? 

Without a doubt, booking one of these properties for family-friendly holidays in Dorset is the ultimate way to make lasting memories with your loved ones. With plenty of options to choose from that are suitable for families of all sizes, these cottages for Dorset family holidays also come complete with all the amenities and creature comforts of home.  

Not only that, but many of these properties are also no more than a short walk or drive away from the county’s best towns, villages, landmarks and attractions. So, whether you’re looking for a relaxing countryside escape or hoping to book the best beach break ever, you’ve come to the right place. 

Places to visit during Family-Friendly Holidays in Dorset 

Being one of the largest counties in the region, there’ll be no shortage of fantastic places to go for a day trip from one of these family-friendly cottages in Dorset.  

One of those places is the coastal town of Weymouth, found on the southern tip of the mainland close to the Isle of Portland. Perfect for visiting on a sunny day, this town boasts a handful of award-winning beaches as well as plenty of attractions and fun things to do for the whole family, such as Alexandra Gardens and the SEA LIFE Centre. 

Another great place to visit during Dorset family holidays is Dorchester, found in the heart of the county and offering visitors plenty of things to see and do. Whilst here, we’d recommend going for a wander along the historic Cornhill that’s packed full of great shops, cafés and restaurants before visiting one of the town’s attractions, which includes the Tutankhamun Exhibition and Max Gate. 

Other Popular Destinations for Dorset Family Holidays: 

Charmouth 

Corfe Castle 

Lyme Regis 

Swanage 

Wareham 

Types of Dorset Holidays 

Aside from these properties for family holidays in Dorset, there’s still plenty of other options to explore across the county; This includes lots of beach cottages in Dorset, coastal cottages in Dorset, dog-friendly Dorset cottages, hot tub cottages in Dorset, large Dorset cottages, luxury Dorset cottages, lodges and log cabins in Dorset, thatched cottages in Dorset, properties for romantic breaks in Dorset and tonnes of opportunities to book short breaks in Dorset as well. 

Ready to book the ultimate family break? Don’t wait around – Get in touch with Dream Cottages today to secure your booking and start planning your next getaway!