Holiday Cottages for October Half term

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    • Sleeps8
    • Bedrooms4
    • PetsYes
    • Dream Cottages rating

    Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. (Ref. 1138865)

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

    3 nights from Sat 1st Nov £903

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Princess Beach House is a terraced, pet-friendly holiday cottage located in the seaside town of Swanage in Dorset near the beach and local amenities. (Ref. 1163474)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 1st Nov £612

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Groves House is a lavish, reverse-level abode located in Castletown near Fortuneswell in Dorset, with an open-plan layout and only a short walk from a pub. (Ref. 1166808)

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

    3 nights from Sat 1st Nov £452

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Dream Cottages rating

    The Cabin at Little Timbers is a quaint, pet-friendly cabin well-positioned to nearby attractions in Ringwood, Hampshire, boasting a woodburning stove. (Ref. 1164457)

    • Wi-fi
    • Off-road parking

    3 nights from Sun 26th Oct £374

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

    The Elbow is a charming house with period features and a garden, within the picturesque Dorset National Landscape in the village of Frampton in Dorset. (Ref. 1151302)

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

    3 nights from Sun 26th Oct £520

    Secure your holiday with a 30% deposit* Book now
    • Sleeps5
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    30 Fleet Street is a lovely, pet-friendly two bedroom cottage located in the delightful town of Beaminster, Dorset and can sleep up to 5 guests. (Ref. 1161403)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 2nd Nov £401

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    • Sleeps2
    • Bedrooms1
    • PetsNo
    • Dream Cottages rating

    The Halt is a delightful, romantic holiday annex situated in the lovely little village of Maiden Newton in Dorset with a studio-style living space. (Ref. 1165359)

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

    3 nights from Sat 1st Nov £305

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Harbour Retreat is an eclectic first-floor apartment close to the harbour and beach, with roadside parking, in the heart of Weymouth in Dorset. (Ref. 1164179)

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

    3 nights from Sat 1st Nov £424

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    • Sleeps10
    • Bedrooms5
    • PetsYes
    • Dream Cottages rating

    The Cheesehouse is an exceptional, pet-friendly five-bedroom home resting in Litton Cheney, Dorset featuring a games room with pool, darts and bar area. (Ref. 1161994)

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

    3 nights from Sun 2nd Nov £1048

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    • Sleeps15
    • Bedrooms6
    • PetsYes
    • Dream Cottages rating

    Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. (Ref. 1105510)

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

    3 nights from Sat 1st Nov £1259

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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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 or this collection of cottages for New Years Eve 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.