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Holiday Cottages for October Half term

482 properties found

A living room with a sofa and coffee table at 6 Bedford Place in Bridport

No. 6

Bridport, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Sat 30th Oct for 3 nights

£455

An exterior view of a rustic building with tiled roof and multiple glass doors opening onto a cobblestone courtyard with potted plants and a garden area at The Shippon in Honiton
Offer

The Shippon

Honiton, Devon

2 Guests
1 Beds
No pets
Wifi

Fri 29th Oct for 3 nights

£502

An outdoor patio area with tables, chairs, and flower beds outside cream walls with blue doors and windows at The Compass in Swanage

The Compass

Swanage, Dorset

2 Guests
1 Beds
No pets
Wifi

Sun 24th Oct for 3 nights

£368

A window with champagne and glasses overlooking the sea at 123 On The Sea – The Eaves in Weymouth

123 On The Sea - The Eaves

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

Sat 30th Oct for 3 nights

£376

A white house with a glass porch and wooden railings on a paved patio at Village View in Burton Bradstock

Village View

Burton Bradstock, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Sun 24th Oct for 3 nights

£498

A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth

Little Brook

Nottington near Weymouth, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Mon 25th Oct for 3 nights

£552

A small stone patio with a round table and chairs next to a wooden bench outside a stone house at Tiddlers Cottage in Uploders near Bridport

Tiddlers Cottage

Uploders near Bridport, Dorset

2 Guests
1 Beds
No pets
Wifi

Sun 24th Oct for 3 nights

£402

A small brick and stone building with a slate roof surrounded by trees and bushes in a garden at The Folly at Castlebridge in Mere

The Folly at Castlebridge

Mere, Wiltshire

2 Guests
1 Beds
Pet Friendly
Wifi

Fri 29th Oct for 3 nights

£522

A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey

Sixpenny Cottage

Upwey, Dorset

2 Guests
1 Beds
No pets
Wifi

Sat 23rd Oct for 3 nights

£486

A single story white building with a grey roof and glass entrance surrounded by a wooden fence at Cliff Barn in Burton Bradstock

Cliff Barn

Burton Bradstock, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Sun 24th Oct for 3 nights

£515

A living room with a sofa, chair, coffee table and television at 123 On The Sea – Victoria’s Place in Weymouth

123 On The Sea - Victoria’s Place

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

Sat 30th Oct for 3 nights

£376

A small dining area with a round table set for four near a window with a view of the beach and ocean at 5 The Beaches Weymouth

5 The Beaches

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

Fri 29th Oct for 3 nights

£480

A garden with a house and patio furniture at The Pebble in Dorchester

The Pebble

Melbury Osmond near Yetminster, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Sat 30th Oct for 3 nights

£396

A thatched roof cottage next to a white building with parking spaces near trees at Thimble Cottage in Winterborne Stickland near Blandford Forum

Thimble Cottage

Winterborne Stickland near Blandford Forum, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Sun 24th Oct for 3 nights

£432

A stone cottage with black framed windows and a black door on a brick paved street at Stable Cottage Colyton

Stable Cottage

Colyton, Devon

2 Guests
1 Beds
No pets
Wifi

Sun 24th Oct for 3 nights

£399

A garden with a table and chairs at Tipsy Turtle in Weymouth

Tipsy Turtle

Portland, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Sat 30th Oct for 3 nights

£432

An outdoor view of a building with a driveway at Frome View in Wool

Frome View

Wool, Dorset

2 Guests
1 Beds
No pets
Wifi

Sun 24th Oct for 3 nights

£661

A small white building with a shingled roof and two small trees in pots on either side of the door at Roundham Cottage in West Bay

Roundham Cottage

West Bay, Dorset

2 Guests
1 Beds
No pets
Wifi

Sat 23rd Oct for 3 nights

£567

The driveway and entrance of a house with trees plants a small shed and a black cat at Nuthatch in Honiton

Nuthatch

Honiton, Devon

2 Guests
1 Beds
Pet Friendly
Wifi

Sun 24th Oct for 3 nights

£582

A carport with gravel driveway and trees at The Halt in Maiden Newton
Offer

The Halt

Maiden Newton, Dorset

2 Guests
1 Beds
No pets
Wifi

Sun 24th Oct for 3 nights

£313

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.

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