Holiday Cottages for October Half term

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Dolly Dream is a well-appointed duplex apartment close to a beach and shops, resting in the bustling town of Weymouth in Dorset. (Ref. 1152003)

    • Wi-fi
    • Washing machine

    7 nights from Sat 26th Oct £760

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

      4.9

      Outstanding

    • Dream Cottages rating

    Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • £215 off - Fri 25th Oct to 1st Nov 2024

    7 nights from Fri 25th Oct was £921 £620

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

    23 Millhams Street, a stunning renovated Victorian cottage resting in the town of Christchurch in Dorset, close to a shop, a pub, and a beach. (Ref. 1162980)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Sat 26th Oct £945

    Secure your holiday with a 30% deposit* Book now
    • Sleeps8
    • Bedrooms4
    • PetsNo
    • Dream Cottages rating

    Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. (Ref. 1149947)

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

    7 nights from Fri 1st Nov was £1499 £1355

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    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    Mermaid Cottage is a delightful, contemporary cottage close to a beach and amenities, in the village of Wakeham, on the Isle of Portland, in Dorset. (Ref. 1143548)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • 10% off - Fri 11th Oct to 28th Oct 2024

    • 15% off - Fri 1st Nov to 22nd Dec 2024

    7 nights from Fri 1st Nov £718

    Secure your holiday with a 30% deposit* Book now
    • Sleeps8
    • Bedrooms4
    • PetsYes
    • Dream Cottages rating

    Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach. (Ref. 1158103)

    • Wi-fi
    • Washing machine

    7 nights from Tue 29th Oct £780

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    • Sleeps5
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Sea Haven, a pleasant semi-detached house resting in the town of Swanage in Dorset. (Ref. 1152055)

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

    7 nights from Fri 1st Nov was £660 £599

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Link detached modern annex lodge in the Dorset Coastal village of Osmington. (Ref. 994794)

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

    7 nights from Sat 26th Oct was £864 £689

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    • Sleeps10
    • Bedrooms5
    • PetsYes
    • Dream Cottages rating

    26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. (Ref. 1118900)

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

    7 nights from Fri 1st Nov was £1529 £1382

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    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    Crows Nest is a charming, reverse-level cottage in the seaside village of Fortuneswell, Dorset on the Jurassic Coast and close to amenities and a beach. (Ref. 1162358)

    • Wi-fi
    • Ground floor bedroom

    7 nights from Fri 1st Nov was £597 £533

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Take advantage of our hand-picked cottages for October Half-Term to experience Dorset's stunning fall beauty. Discover inviting cottages amidst gorgeous seaside scenery and golden landscapes, ideal for making enduring family memories.


Why a Holiday Cottages For October Half-Term

Choosing vacation rentals in Dorset for October Half-Term provides a charming getaway to a location immersed in seasonal splendour. The natural beauty of Dorset is enhanced by the changing colours of the leaves and the crispness of the air.

This is the best time of year for families to experience the gorgeous Jurassic Coast, mediaeval villages, and dynamic towns because of the season's charm and lack of tourists.


After a day of touring historic castles like Corfe Castle or strolling along Lyme Regis' fossil-rich beaches, picture yourself spending the nights by a roaring fire while drinking hot chocolate. The many outdoor pursuits available in Dorset, such as beautiful treks and animal viewing, are ideal for a family holiday.

 Additionally, the regional cuisine will warm your soul, from hearty pub grub to freshly caught fish. When you choose Dorset vacation rentals for October Half-Term, you'll be immersed in a verdant beauty where you may make priceless memories with your loved ones.

Places to Visit in and Around your October Holiday Cottage

Your October Half-Term vacation in Dorset is sure to be filled with enthralling places to discover. The Jurassic Coast's calm charm and beautiful cliffs are what make West Bay, a coastal jewel, so special.

With its extensive fossil history and recognisable Cobb Harbour, Lyme Regis beckons. Here, you may spend hours beachcombing and admiring the coastal scenery. For a lively waterfront experience that includes leisurely boat excursions, charming quayside shops, and delectable seafood, head to Poole.

The historic ruins of Corfe Castle provide breath-taking panoramic views while affording a window into the past. Sand beaches, a historic pier, and a picturesque railway may be found in the Victorian seaside town of Swanage. The sandy beaches and active harbour in Weymouth also offer plenty of chances for watersports and beach recreation.

 Your October Half-Term vacation will be packed with treasured memories and wonderful experiences thanks to Dorset's many charming towns and villages, each of which has its own special charm and attractions.

Types of Self-Catering Homes for October Half-Term

At Dream Cottages, there are a wide selection of holiday homes to reside in this Autumn. Treat yourself to some extra splendour with a luxury cottage or a cottage with a hot tub. You can also browse this collection of romantic cottages for an escape you’re sure to remember.

For an unforgettable escape to the South Coast this Autumn, choose a holiday cottage for October half-term in Dorset. Book your cosy holiday home with Dream Cottages today.