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 19 holiday cottages available in Somerset for a two night break

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 £605 *

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 £605 *

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  • 20% off

    14 Apr 2026 - 21 Apr 2026

    From £705.60 £564.48

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

7 nights from £422

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 £422

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

7 nights from £477

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 £477

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 £652

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 £652

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Wheelwrights Cottages

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

7 nights from £872

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 £405 *

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 £405 *

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

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

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

7 nights from £467 *

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 £467 *

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

From £75 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 £75 per night

Our guests rate us 4.8/5 on Feefo, the independent review site.

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