Holiday Cottages for October Half term

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    • Sleeps3
    • Bedrooms2
    • PetsYes

      3.9

      Good

    • Dream Cottages rating

    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

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

    3 nights from Sun 26th Oct £459

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

    Braiders Rest is a charming cottage located in the centre of Bridport, a market town in Dorset, with a lovely open-plan layout and short walk to a pub. (Ref. 1136101)

    • Wi-fi

    3 nights from Sat 1st Nov £490

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

    18 Chamberlaine Road is a lovely and welcoming abode, near a beach, situated in the heart of Weymouth, Dorset, only a short walk to a local shop and pub. (Ref. 1161457)

    • Wi-fi
    • Washing machine

    3 nights from Sat 1st Nov £396

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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

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2

      Good

    • Dream Cottages rating

    Old Ropemakers Cottage is a characterful cottage with woodburning stove situated near the beach in the town of Bridport, Dorset and a pet friendly policy. (Ref. 1155307)

    • Wi-fi
    • Washing machine
    • 5% off - Fri 3rd Jan to 10th Jan 2025

    • 5% off - Sun 5th Jan to 31st Mar 2025

    3 nights from Sat 1st Nov £458

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • 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

    3 nights from Sat 1st Nov £637

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    Last booked 1 hour ago
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    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. (Ref. 1140944)

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

    3 nights from Sat 1st Nov £511

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.9

      Good

    • Dream Cottages rating

    Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. (Ref. 1139963)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 1st Nov £524

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    • 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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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3

      Good

    • 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
    • 10% off - Fri 20th Dec 2024 to 3rd Jan 2025

    3 nights from Sat 1st Nov £447

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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.