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walk through autumn woods during october half term
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October Half Term Holiday Cottages

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As autumn settles over Dorset, the countryside comes alive with a stunning palette of gold, amber, and crimson, and the gentle rustle of fallen leaves beneath your feet and the crisp air mark the arrival of the October half term. This is the perfect time to explore Dorset’s rugged coast and countryside, with fewer crowds and a peaceful scene that makes for a truly memorable getaway. Whether you’re seeking October half term breaks in the UK for the whole family or a quiet retreat, our selection of holiday cottages for October half term offers something for everyone.

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Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image Mimosa House image
Mimosa House
Sandford, Wareham
5/5
Mimosa House is a delightful, newly refurbished two-bedroom bungalow, set in a quiet cul-de-sac in Sandford, Wareham. This self-catering accommodation offers plenty of space for a family of 4 and is an ideal spot for a coastal break in Dorset.
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25th - 28th October  £422.50
18th October - 1st November  £1,239.50 £1,129.50
25th - 29th October  £499.12 £456.62
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Tilshead image Tilshead Five Star Luxury Accommodation For Large Parties External View Thumbnail Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image
Tilshead
Langton Matravers
4.9/5
4 Bedroom, 3 bathrooms. Stunning countryside views with sea glimpses. Tilshead is a beautifully designed home nestled within the lovely village of Langton Matravers. This exceptional, bespoke house was created to offer a practical yet luxurious, contemporary residence complete with large relaxing garden. Graded four star gold by Visit England, this luxury Dorset holiday cottage is ideal for large parties or families.
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20th - 23rd October  £1,147.26
21st - 26th October  £1,566.25
19th - 26th October  £1,555.56 £1,341.81
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Honeysuckle Cottage
Kingston, Nr Corfe Castle
4.8/5
This two-bedroom + annex Purbeck stone cottage is tucked away in the very quiet village of Kingston, near Corfe Castle. Escape the everyday, with luxury interiors and enhancing views! Pet-friendly.
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18th - 25th October  £1,141.12 £1,038.62
18th October - 1st November  £2,232.25 £2,027.25
25th October - 1st November  £1,141.12 £1,038.62
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Lizards Rest
Swanage
4.7/5
4 bedrooms. A great base and comfortable family home. This substantial detached holiday home offers ample accommodation for the extended family in a seaside location. Lizards Rest is the perfect choice for accommodation for large groups in Swanage.
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22nd - 25th October  £944.14
24th - 26th October  £944.14
21st - 24th October  £944.14
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Orchid House
Langton Matravers
4.9/5
A delightful four-bedroom holiday accommodation, set right on the doorstep of Dorset’s most breath-taking coastal walks, in the village of Langton Matravers.
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18th - 21st October  £981.86 £893.16
18th - 26th October  £1,541.06 £1,402.20
23rd October - 2nd November  £1,845.60 £1,677.60
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Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image Ridgeview Cottage image
Ridgeview Cottage
Corfe Castle
4.7/5
Located in the sought-after National Trust-owned village of Corfe Castle, Ridgeview Cottage is a modern, detached, family home found moments away from many of Dorset’s prolific attractions.
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21st - 24th October  £817.67
21st - 25th October  £932.59
19th - 24th October  £947.59
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Below Decks
Swanage
4.8/5
Below Decks is a gorgeous, seafront holiday home that sleeps 6 guests. Situated on the Parade in the heart of Swanage with the main beach, restaurants and shops directly on your doorstep, it is perfect for a relaxing coastal getaway.
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19th - 26th October  £930.06 £806.31
26th October - 2nd November  £930.06 £806.31
19th October - 2nd November  £1,810.12 £1,562.62
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Church Cottage
Corfe Castle
4.7/5
Set in an idyllic location, this welcoming 18th century, Grade II listed character cottage stands in the heart of the picturesque village of Corfe Castle. Church Cottage boasts a beautiful garden and welcomes two dogs, making it an ideal base for a family get together.
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22nd - 25th October  £810.22 £737.95
22nd - 24th October  £810.22 £737.95
20th - 25th October  £1,104.55 £1,005.55
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Valley View
Swanage
5/5
A stylish, detached Edwardian home beautifully appointed with hot tub, large garden, parking and spacious reception rooms.
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21st - 24th October  £903.32 £783.42
22nd - 24th October  £903.32 £783.42
21st - 25th October  £1,028.89 £890.92
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Seacombe
Langton Matravers
4.9/5
Nestled in the sleepy village of Langton Matravers proudly stands Seacombe, an exquisite 4 bedroom family home. This stunning link detached home could easily be the set to a photoshoot for Country Living magazine. Furnished with high quality new furniture, sumptuous duck down quilts, crisp white linen and beds so comfortable you will struggle to leave them, Seacombe is the holiday home you've been searching for. ?
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19th - 26th October  £1,423.28 £1,293.78
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Newton House
Swanage
4.6/5
3 bedrooms. The owners of this spacious seaside home, which is very close to Swanage beach have stylishly furnished with a contemporary and comfortable interior.
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18th - 20th October  £564.72
19th - 26th October  £888.36 £770.61
21st - 23rd October  £656.70
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October Half-Term Family Holidays

Dorset is an ideal destination for a family holiday during October half term, offering a variety of activities that cater to all ages. Picture the kids collecting conkers in the woodlands or running through piles of leaves in the park. Visit one of the many local attractions, from historic Corfe Castle to interactive fossil museums, where the whole family can learn and have fun together. Our October half term cottages in Dorset provide the perfect base for your adventures, with many located close to family-friendly spots.

In the evenings, retreat to one of our holiday cottages with woodburners, where you can unwind by the fire with a cup of hot chocolate. Our self-catering cottages for October half term are fully equipped to make your stay as comfortable as possible, and our large cottages have plenty of space for the whole family to relax after a day of exploring.

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Dog-Friendly Cottages for October Half-Term

No family holiday is complete without your four-legged friend, and Dorset is a paradise for dogs in autumn. With our Dorset dog-friendly cottages, your pets can enjoy a holiday as much as you. Imagine long walks along the coast path, where your dog can roam freely and enjoy the fresh sea air. Many of our October half term cottages are also close to the beach, which are all open for dogs from the end of September, and expansive countryside trails, offering endless opportunities for adventures in nature.

After a day of exploration, return to your welcoming self-catering cottage, where both you and your dog can relax in comfort. These dog-friendly holiday cottages often feature enclosed gardens, for your peace of mind while you’re away.

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Escape to the Countryside

For those who prefer the tranquillity of rural settings, our cottages to rent for October half term are nestled in some of Dorset’s most picturesque landscapes. Here, you can enjoy the slower pace of life, with scenic walks through the countryside, visits to quaint villages, and afternoons spent in cosy tearooms sampling local delicacies. Whether you’re planning a serene escape in a romantic cottage or a family trip, our October half term holiday cottages offer a perfect retreat from the hustle and bustle of everyday life.

Whether you’re looking for family-friendly accommodation or a quiet Dorset country cottage, we have the perfect self-catering holiday for October half term. And if you’re seeking inspiration for family activities during the half-term holiday, explore our local expert guide on the best things to do in Dorset in October.

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