Two night breaks in Somerset

Two night breaks in Somerset

A weekend away or two night short break in Somerset is so simple. No major preparations or need to pack up your life, just the perfect excuse to get away from it all for your favourite holiday cottage and slip under the radar of everyday life. With hand picked cottages across the UK, there are endless places to escape to for a two night break with Classic Cottages. Take a look and see...

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

We have 20 holiday cottages available in Somerset for a two night break

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 £592

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 £592

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

7 nights from £381

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 £381

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Wheelwrights Cottages

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

7 nights from £1060

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 £530 *

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 £530 *

View
  • 20% off

    18 Jul 2025 - 25 Jul 2025

    From £907.80 £726.24

  • 20% off

    25 Jul 2025 - 1 Aug 2025

    From £870.40 £696.32

The Coach House is a 2 bedroom, dog friendly holiday cottage near Wellington, Somerset.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £254 *

The Coach House

5816

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


Situated in the beautiful National Landscape of the Blackdown Hills, The Coach House is a spacious, characterful cottage ready to welcome you and your four-legged friend. As yo...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £254 *

The Crook is a Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

The Crook

5003

Shepherds hut with wood-fired hot tub near Ilminster, Somerset.


Perfectly positioned in a peaceful spot, you will find this stunning shepherd's hut that has been masterfully created. The Crook is a true hideaway in glorious surroundings and you...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

View
  • 10% off

    14 Jul 2025 - 18 Jul 2025

    From £148.77 £133.89 per night

  • 10% off

    18 Jul 2025 - 25 Jul 2025

    From £117.00 £105.30 per night

  • 10% off

    27 Jul 2025 - 1 Aug 2025

    From £147.20 £132.48 per night

The Whistle is a Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

The Whistle

5004

Shepherds hut with wood-fired hot tub near Ilminster, Somerset.


If you are looking for a luxurious and unique glamping experience, then look no further than The Whistle. A gorgeously designed shepherd's hut, complete with enchanting outside spa...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

View
  • 10% off

    6 Jul 2025 - 11 Jul 2025

    From £136.80 £123.12 per night

  • 10% off

    13 Jul 2025 - 18 Jul 2025

    From £136.80 £123.12 per night

  • 10% off

    18 Jul 2025 - 25 Jul 2025

    From £117.00 £105.30 per night

  • 10% off

    28 Jul 2025 - 1 Aug 2025

    From £160.08 £144.07 per night

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

7 nights from £530 *

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 £530 *

View
  • 20% off

    25 Jul 2025 - 1 Aug 2025

    From £870.40 £696.32

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

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

From £79 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 £79 per night

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 £567

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 £567

View
  • 20% off

    21 Jul 2025 - 25 Jul 2025

    From £729.00 £583.20

  • 20% off

    28 Jul 2025 - 4 Aug 2025

    From £1023.00 £818.40

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