Cottages for a five night break in Wiltshire

Cottages for a five night break in Wiltshire

We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in Wiltshire, so pick your next escape and get ready for a five night adventure. Read more

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

We have 11 cottages available in Wiltshire available for five night breaks

Paloma is a Converted horsebox with outdoor bath near Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £91 per night + £53 booking fees

Paloma

6187

Converted horsebox with outdoor bath near Malmesbury.


Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...

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

From £91 per night

Kingfishers is a 1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £399 booking fees included

Kingfishers

6035

1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.


Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £399

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  • 20% off

    10 Aug 2026 - 17 Aug 2026

    From £547.00 £450.20 booking fees included

Choose from our exclusive collection at the best prices with real time availability.

The Gatehouse is a 2 bedroom self catering cottage in Malmesbury.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £458 * booking fees included

The Gatehouse

6033

2 bedroom self catering cottage in Malmesbury.


If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £458 *

Stable End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £537 booking fees included

Stable End

5648

1 bedroom, dog friendly self catering cottage near Chippenham.


Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...

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

7 nights from £537

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Weighbridge End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £537 booking fees included

Weighbridge End

5647

1 bedroom, dog friendly self catering cottage near Chippenham.


This stunning barn located on the edge of the Cotswolds is a gem of a property just waiting to be discovered. Sympathetically converted with nods to its previous life as a working ...

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

7 nights from £537

Weighbridge Barn

  • Sleeps 4 + 4 cots in 2 properties
  • Changeover Fri

7 nights from £1072.00 booking fees included

2 West Nolands is a 4 bedroom, dog friendly home close to  Avebury.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £858 * booking fees included

2 West Nolands

5603

4 bedroom, dog friendly home close to Avebury.


Within an hour of the beautiful city of Bath and if you tire of the local landscape, the south Cotswolds and the New Forest are close enough for a day trip. Your four-legged friend...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £858 *

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

7 nights from £1483 * 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 £1483 *

The Dovecote is a 1 bedroom self catering cottage near Chippenham.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £738 booking fees included

The Dovecote

5361

1 bedroom self catering cottage near Chippenham.


Peaceful, tranquil and surrounded by gorgeous greenery, welcome to The Dovecote. The clue is in the name, this pretty little hideaway is perfect for a romantic getaway and has been...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £738

Park Farm Cottage is a Detached 4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1005 * booking fees included

Park Farm Cottage

4558

Detached 4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire


If uninterrupted countryside views enjoyed from a beautiful farmhouse with space for all the family sounds appealing, then look no further than Park Farm Cottage. This delightful, ...

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

7 nights from £1005 *

Our property managers are local experts who handpick perfect places to stay.

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A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...