Your search returned 422 cottages.
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- Sleeps4
- Bedrooms2
- Pet FriendlyYes
2 North Road is a welcoming, detached bungalow situated in Maiden Newton, Dorset, with gardens, off-road parking, and close by countryside. (Ref. 1200259)
- Pets go free
- Wi-fi
- Off-road parking
- Electric car charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
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5% off - Sat 4th Jul to 27th Jul 2026
7 nights from From $747
Book nowLast booked 2 hours ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
Long Barn is a contemporary thatched cottage resting in Burton Bradstock, Dorset, boasting beach proximity, tranquil river views and allows pets. (Ref. 1190470)
- Pets go free
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from From $763
Book nowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A detached barn conversion set within the village of Long Bredy. (Ref. 998739)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from From $695
Book nowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. (Ref. 1171904)
- Pets go free
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from From $664
Book nowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Dolphin Cottage is a lovely cottage nestled into the bustling seaside town of Weymouth, Dorset, close to a shop, pub, local walks, and beaches. (Ref. 1179916)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from From $865
Book nowLast booked yesterday -
- Sleeps4
- Bedrooms3
- Pet FriendlyYes
Park View is a welcoming house in Weymouth, Dorset, offering three bedrooms, enclosed rear garden, and easy reach of shop, pub, and beach. (Ref. 1198402)
- Pets go free
- Wi-fi
- Off-road parking
- Dishwasher
7 nights from From $832
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- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Brewery View is a stylish, first-floor apartment near the beach in Weymouth, Dorset, with an open-plan living space, balcony, and designated parking. (Ref. 1189426)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from From $696
Book nowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. (Ref. 1137516)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from From $975
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- Sleeps4
- Bedrooms2
- Pet FriendlyNo
An immaculate second-floor apartment resting in the centre of Weymouth. (Ref. 1059264)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from From $799
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- Sleeps4
- Bedrooms3
- Pet FriendlyNo
The Hideaway is a wonderful holiday home resting on the outskirts of Portesham, Dorset, with countryside views, open-plan living, a barbecue and decking. (Ref. 1206502)
- Wi-fi
- Off-road parking
- Ground floor bedroom
7 nights from From $590
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:
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!