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 39 Somerset cottages for October

The Cygnet - Lodge 11 is a 2 bedroom self catering cottage near Lyme Regis, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £979 * booking fees included

The Cygnet - Lodge 11

6044

2 bedroom self catering cottage near Lyme Regis, Somerset.


Situated on the Cricket St Thomas estate and close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the sele...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £979 *

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  • 25% off

    17 Jul 2026 - 24 Jul 2026

    From £1309.00 £1044.75 booking fees included

  • 25% off

    24 Jul 2026 - 31 Jul 2026

    From £1309.00 £1044.75 booking fees included

The Old Dairy is a 2 bedroom, dog friendly self catering cottage near Taunton, Somerset.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £769 * booking fees included

The Old Dairy

6082

2 bedroom, dog friendly self catering cottage near Taunton, Somerset.


The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...

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

7 nights from £769 *

View
  • 25% off

    3 Jul 2026 - 10 Jul 2026

    From £1008.00 £819.00 booking fees included

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

The Byre is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £771 booking fees included

The Byre

6066

1 bedroom self catering cottage near Taunton, Somerset.


**The Byre can accommodate flexible check in days – please contact us to request.** Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find T...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £771

The Stables is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £773 booking fees included

The Stables

6065

1 bedroom self catering cottage near Taunton, Somerset.


**The Stables can accommodate flexible check in days – please contact us to request.** Located in the famous Blackdown Hills near the Somerset and Devon border you will find The...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £773

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Florian is a Dog friendly converted shipping container with outdoor bath tub near Cheddar.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £705 booking fees included

Florian

5939

Dog friendly converted shipping container with outdoor bath tub near Cheddar.


This bijou beauty is just perfect for romantic getaways or for solo travellers seeking to escape the everyday. A stunning converted shipping container, it boasts idyllic countrysid...

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

7 nights from £705

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

7 nights from £531 * booking fees included

The Smithy

5832

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


If a stunning conversion bursting with original features situated in a sleepy Somerset village sounds attractive then The Smithy is the place for you. Situated in close proximity t...

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

7 nights from £531 *

Wheelwrights Cottages

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1061 booking fees included

Yew Tree Barn is a 2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £560 * booking fees included

Yew Tree Barn

5784

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


Situated in a peaceful corner of Somerset, with uninterrupted countryside views across the Levels, Yew Tree Barn is a high quality barn conversion with a contemporary feel. Perfect...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £560 *

Merryfields is a 4 bedroom, dog friendly self catering cottage near Bath.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1881 booking fees included

Merryfields

5572

4 bedroom, dog friendly self catering cottage near Bath.


This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1881

The Cottage at Ford Barton is a 2 bedroom cottage in the Blackdown Hills near Wellington, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £800 booking fees included

The Cottage at Ford Barton

5467

2 bedroom cottage in the Blackdown Hills near Wellington, Somerset.


Within the pretty Somerset village of Churchinford, this tranquil cottage has been furnished with comfort in mind. There is so much to explore locally with the Blackdown Hills Nati...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £800

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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