Holiday cottages for October in The Cotswolds

Holiday cottages for October in The Cotswolds

Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term.Read more

We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 19 holiday cottages matching your search in The Cotswolds...

The Barn By The Ford is a 1 bedroom thatched, dog friendly holiday cottage in Middle Barton.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £739

The Barn By The Ford

5609

1 bedroom thatched, dog friendly holiday cottage in Middle Barton.


Step into the charm of rural living with this meticulously converted one bedroom barn located in the idyllic village of Middle Barton. With its blend of rustic architecture and mod...

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

7 nights from £739

View
  • 10% off

    8 Dec 2024 - 15 Dec 2024

    £653.00 £587.70

Bank Cottage is a 3 bedroom self catering cottage in Longborough.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1565

Bank Cottage

5606

3 bedroom self catering cottage in Longborough.


Nestled within the charming village of Longborough in the scenic north Cotswolds, this inviting three bedroom stone cottage embodies quintessential Cotswold charm. The picturesque ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1565

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

7 nights from £2148

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 £2148

View
  • 20% off

    22 Nov 2024 - 29 Nov 2024

    £1645.00 £1316.00

The Pink Door At Henley is a 4 bedroom, dog friendly holiday cottage in Henley-in-Arden
  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1760

The Pink Door At Henley

5496

4 bedroom, dog friendly holiday cottage in Henley-in-Arden


If you are after a luxurious and indulgent break, then you are in for a treat with The Pink Door at Henley. Expect a touch of boutique-style living in a super stylish town house - ...

  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1760

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

The Apartment, Broadway is a 1 bedroom self catering apartment in the heart of Broadway.
  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £696

The Apartment, Broadway

5456

1 bedroom self catering apartment in the heart of Broadway.


If you are looking for the perfect pad to explore the Cotswolds, then The Apartment, Broadway couldn't offer a more convenient location. Beautifully presented throughout, the apart...

  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £696

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

7 nights from £675

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 £675

Topside is a 2 bedroom, dog friendly self catering apartment in Moreton-in-Marsh
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1050

Topside

5140

2 bedroom, dog friendly self catering apartment in Moreton-in-Marsh


Conveniently located in the heart of the bustling Cotswolds market town of Moreton-in-Marsh, Topside is the perfect place to base yourself if you want everything on your doorstep, ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1050

Rectory Cottage is a 2 bedroom self catering cottage near Stratford-upon-Avon.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £564

Rectory Cottage

5049

2 bedroom self catering cottage near Stratford-upon-Avon.


Welcome to Rectory Cottage, a brilliant countryside retreat just outside of the historic town of Stratford-upon-Avon. Sat in the heart of Shakespeare country, this fabulous cottage...

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

7 nights from £564

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

7 nights from £613

Kingham Cottage

2928

2 bedroom, dog friendly cottage near Bath, Somerset.


This 'best of all boltholes' is just a couple of miles outside the wonderful city of Bath and yet in a rural setting with panoramic valley views and a deep sense of peacefulness. ...

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

7 nights from £613