Your search returned 393 cottages.
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- Sleeps2
- Bedrooms1
- Pet FriendlyNo
123 On The Sea – Victoria’s Place is a beautifully appointed seafront apartment in Weymouth, Dorset, featuring beach views, private parking, and a bright open-plan layout. (Ref. 1133962)
- Wi-fi
- Off-road parking
- Dishwasher
- Baby-friendly
3 nights from Sat 24th Oct From £571
Book nowLast booked 2 hours ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Bella Rosa a house in Preston, Dorset, boasts an en-suite bedroom, parking, beach views and proximity to Dorset's beaches and amenities. (Ref. 1199281)
- Wi-fi
- Ground floor bedroom
- Washing machine
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10% off - Mon 13th Jul to 31st Dec 2026
3 nights from Fri 23rd Oct From £517
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- Sleeps10
- Bedrooms5
- Pet FriendlyYes
Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. (Ref. 1200098)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
3 nights from Fri 30th Oct
was £1182From £1046 -
- Sleeps8
- Bedrooms4
- Pet FriendlyYes
The Watch House is a simply beautiful terraced townhouse nestled into the bustling seaside town of Weymouth, Dorset, close to shops and beaches. (Ref. 1205646)
- Pets go free
- Wi-fi
- Dishwasher
- Washing machine
3 nights from Fri 23rd Oct From £884
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- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Swanny View is a welcoming caravan featuring open‑plan living, enclosed decking with furniture, EV charging on‑site and easy access to local amenities. (Ref. 1201196)
- Wi-fi
- Off-road parking
- Ground floor bedroom
3 nights from Sun 25th Oct From £407
Book nowLast booked 2 days ago -
- Sleeps5
- Bedrooms3
- Pet FriendlyNo
Cove Cottage is a well-located cottage in Weymouth, Dorset, boasting close proximity to the beach and easy access to local shops and nearby amenities. (Ref. 1094256)
- Wi-fi
- Off-road parking
- Washing machine
3 nights from Fri 23rd Oct From £674
Book nowLast booked yesterday -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Beck House, a welcoming mews house within a secure gated development in the heart of Weymouth, just a short walk from the harbour, beach and amenities. (Ref. 1201741)
- Wi-fi
- Dishwasher
- Washing machine
3 nights from Sat 24th Oct From £492
Book nowLast booked 8 hours ago -
- Sleeps6
- Bedrooms3
- Pet FriendlyNo
Rose Cottage, a charming thatched cottage nestled in Osmington, within Dorset National Landscape, boasts a large garden and proximity to local amenities. (Ref. 1200211)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from Sat 24th Oct From £718
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- Sleeps6
- Bedrooms2
- Pet FriendlyNo
This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. (Ref. 1084628)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Sat 24th Oct From £732
Book nowLast booked yesterday -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Seagull and Chips is a contemporary duplex apartment in Weymouth, Dorset, boasting easy beach access and close proximity to shops, pubs, and the marina. (Ref. 1176268)
- Wi-fi
- Dishwasher
3 nights from Sat 24th Oct From £422
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, February half term cottages, May half term 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.