Somerset and Exmoor Cottages for October

Somerset and Exmoor Cottages for October

Eke out your summer and book yourself a luxury self-catering cottage in Somerset. Graced with the south's sunnier climes, October often benefits from really mild weather and can be the perfect time of year for a spontaneous short break or week away. Get started on your next adventure and take a look through our available cottages to find your favourite one. Or two. Or three... Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

Select from 19 Somerset cottages for October

Orchard Barn is a 1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £362

Orchard Barn

5855

1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.


Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £362

Pippins is a 2 bedroom, dog friendly character cottage near Beaminster, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £408 *

Pippins

5360

2 bedroom, dog friendly character cottage near Beaminster, Somerset.


Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £408 *

Green Place is a 1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £410

Green Place

5313

1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.


Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £410

Wreath Farm

  • Sleeps 10 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1248

The Cowshed is a 2 bedroom, dog friendly cottage near Lyme Regis, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £615

The Cowshed

4743

2 bedroom, dog friendly cottage near Lyme Regis, Dorset.


Nestled in the sleepy Somerset countryside, The Cowshed is a converted farm building, offering an excellent retreat. From the moment you arrive at this 'off the beaten track' setti...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £615

Minstrels is a 2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £539 *

Minstrels

4930

2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.


As soon as you step through the front door of this gorgeous cottage, you will fall in love with its character and charm. It is easy to see where the cottage gets its name when you ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £539 *

Posy is a Shepherds hut with wood-fired outdoor bathtub near Ilminster, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £71 per night

Posy

4861

Shepherds hut with wood-fired outdoor bathtub near Ilminster, Somerset.


Nestled in a secluded spot, Posy is a gorgeous shepherd's hut where every last detail has been thought of. The natural, peaceful setting provides the perfect escape to the countrys...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £71 per night

View
  • 15% off

    19 Oct 2025 - 24 Oct 2025

    From £96.28 £81.84 per night

  • 15% off

    24 Oct 2025 - 1 Nov 2025

    From £83.52 £70.99 per night

The Apple Press is a 3 bedroom, dog friendly cottage near Lyme Regis, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £632

The Apple Press

4744

3 bedroom, dog friendly cottage near Lyme Regis, Dorset.


Just ten miles north of Lyme Regis, the 'Pearl of Dorset', situated in gentle Somerset countryside is The Apple Press, a fabulously converted single storey farm building. The o...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £632

Choose our flexible booking option and have the ability to cancel anytime.

Magnolia Cottage is a 2 bedroom, dog friendly cottage near Wells, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £649

Magnolia Cottage

4554

2 bedroom, dog friendly cottage near Wells, Somerset.


Nestled opposite a charming magnolia tree, this delightful stone cottage is peaceful and welcoming. All on one level (apart from one step up from the porch), Magnolia Cottage offer...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £649

The Green House is a 2 bedroom, dog friendly cottage overlooking Nunney Brook near Frome, Somerset.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £571

The Green House

4529

2 bedroom, dog friendly cottage overlooking Nunney Brook near Frome, Somerset.


Enjoy a glass of fizz overlooking the peaceful stream or curl up in the cosy sitting-room in front of the fire, whichever takes your fancy, this gorgeous retreat will deliver! This...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £571

View
  • 20% off

    17 Oct 2025 - 24 Oct 2025

    £714.00 £571.20

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Solo retreat, family holiday or gathering with friends, Somerset offers a wonderful destination for an October getaway. Let the dog run around on beach ban-free beaches and watch as your little ones jump in piles of orange, yellow and red leaves on country walks. Enjoy the last breaths of summer and in the evening curl up in your luxurious accommodation in front of a toasty wood burner, sipping a glass of wine while the kids play nearby. After a stay in a Classic cottage, you will feel relaxed, revived and, probably, won't want to leave. Make sure you don't miss out on your favourite cottage, whether you're revisiting an old favourite or discovering a new, and book your October retreat in Somerset today. We are always on hand to offer help and support, so don't hesitate to get in touch