Your search returned 392 cottages.
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- Sleeps4
- Bedrooms2
- PetsNo
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 £571
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- Sleeps4
- Bedrooms2
- PetsNo
Charming, modern barn located in the Dorset village of Bere Regis. (Ref. 1000906)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £526
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- Sleeps4
- Bedrooms2
- PetsNo
Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)
- Wi-fi
- Off-road parking
- Dishwasher
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£332 off - Mon 29th Dec 2025 to 5th Jan 2026
7 nights from £664
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- Sleeps4
- Bedrooms2
- PetsNo
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 £686
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- Sleeps4
- Bedrooms2
- PetsNo
A stylish property resting in the resort of Weymouth, Dorset. (Ref. 1100742)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
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£183 off - Fri 2nd Jan to 9th Jan 2026
7 nights from £608
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- Sleeps4
- Bedrooms2
- PetsYes
A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. (Ref. 1096352)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £903
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- Sleeps4
- Bedrooms2
- PetsYes
The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. (Ref. 1133998)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £663
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- Sleeps4
- Bedrooms2
- PetsYes
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 £622
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- Sleeps4
- Bedrooms2
- PetsYes
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 £693
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- Sleeps4
- Bedrooms2
- PetsNo
Two @ No36, a wonderful, first-floor apartment situated in the heart of Weymouth in Dorset, with the beach on your doorstep. (Ref. 1162203)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £721
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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:
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!