Autumn Breaks in Dorset

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Bright, spacious ground floor holiday home on the outskirts of Queen Camel, amongst beautiful Somerset countryside. (Ref. 957130)

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

    3 nights from Thu 6th Nov £662

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0

      Perfect

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    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

    3 nights from Thu 6th Nov £573

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

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    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

    3 nights from Fri 5th Dec £493

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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
    • 5% off - Tue 14th Oct 2025 to 31st Jan 2026

    3 nights from Mon 10th Nov £1307

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0

      Perfect

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    Mallows Byre is a delightful barn conversion situated in the historic village of Yetminster in Dorset with an outstanding freestanding bath and Smart TV. (Ref. 955342)

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

    3 nights from Mon 15th Dec £457

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    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8

      Outstanding

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    A traditional detached cottage nestled in tranquil farmland in the village of Hummer near Trent. (Ref. 1070465)

    • Wi-fi
    • Off-road parking
    • Hot Tub
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    • Baby-friendly

    3 nights from Mon 10th Nov £1022

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    • Sleeps8
    • Bedrooms4
    • PetsNo
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    Greenwell, a delightful house located in the town of Weymouth in Dorset boasting a Smart TV, woodburning stove and proximity to the beach and pub. (Ref. 1128598)

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

    3 nights from Thu 6th Nov £961

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0

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    A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)

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

    3 nights from Fri 14th Nov was £448 £381

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

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    A stylish property resting in the resort of Weymouth, Dorset. (Ref. 1100742)

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

    3 nights from Thu 6th Nov £552

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    • Sleeps7
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. (Ref. 1012027)

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

    3 nights from Thu 6th Nov £653

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Enjoy crisp coastal walks, cosy countryside evenings and peaceful villages wrapped in colour by booking one of these cottages for autumn breaks in Dorset. 

Why Book Autumn Breaks in Dorset? 

When the summer crowds fade and the leaves begin to turn, there’s something truly special about autumn holidays in Dorset. From the rolling hills of the countryside to the dramatic cliffs of the Jurassic Coast, this time of year brings a sense of calm that makes it ideal for a peaceful break. 

Staying in one of these autumn holiday cottages in Dorset allows you to explore a wide range of charming towns and pretty villages without the hustle and bustle of peak season. Whether you’re admiring the golden glow of the woodlands or walking along near-empty beaches, autumn is a fantastic time to soak up the best of the region. 

What’s more, these properties are fully equipped for comfort and warmth, offering a relaxing base after a day of exploration. Whether you're enjoying a romantic getaway, a family half-term escape or simply need some time to unwind, booking one of these autumn breaks in Dorset is the perfect way to recharge. 

Places to Visit during Autumn Holidays in Dorset 

If you’re booking an autumn break in Dorset, you’ll find a brilliant range of places to explore right on your doorstep. 

One popular spot is Lyme Regis, found on the county’s western edge and just a short 25-minute drive from many of these properties. Famed for its fossil-rich beaches and charming town centre, it’s particularly atmospheric during the quieter autumn months. Visit the historic Cobb harbour, pop into one of the cosy cafés, or enjoy a walk along the beach wrapped up in your warmest layers. 

Another great place to visit is Swanage, located on the Isle of Purbeck around a 45-minute drive away. It’s a brilliant place for coastal hikes, with the South West Coast Path offering spectacular clifftop views. While here, take the chance to hop on the Swanage Railway for a steam train ride through the countryside, or spend a quiet afternoon exploring Durlston Country Park, a brilliant autumn spot full of natural beauty. 

Other Popular Destinations for booking Autumn Holiday Cottages in Dorset: 

Bridport 

Charmouth 

Dorchester 

Poole 

Weymouth 

Types of Dorset Holidays 

As well as this brilliant collection of cottages for autumn breaks in Dorset, there’s also a full range of Dorset holiday cottages to explore, including everything from luxury escapes to family-friendly retreats. 

Looking to bring your four-legged friend along for the fun? If so, be sure to check out these dog-friendly cottages in Dorset. Or perhaps you're after something extra special? In which case, have a look at these luxury cottages or cottages with hot tubs to help make your stay extra cosy. 

If you're planning a group trip, be sure to browse these large holiday cottages, or explore these family holidays in Dorset. Alternatively, if you're thinking of a shorter escape, these short breaks might be exactly what you’re after. 

For something a little more unique, why not explore these lodges and log cabins or glamping pods in Dorset? And if you’re planning something romantic, these romantic cottages are ideal for couples looking to enjoy some quality time together. 

Still looking for a great deal? Don’t forget to check out these last-minute offers

Found the perfect place to book for your next Autumn break in Dorset? If so, then what are you waiting for? Book online or get in touch with Dream Cottages today and start planning your next getaway!