May half term holiday cottages

May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK.Read more

With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to The Cotswolds. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.

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 £784

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 £784

View
  • 10% off

    15 Nov 2024 - 22 Nov 2024

    £653.00 £587.70

  • 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 £1660

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 £1660

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

7 nights from £2278

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 £2278

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 £1956

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 £1956

Need more time? Reserve any cottage for up to 24 hours before booking.

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 £767

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 £767

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

7 nights from £744

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 £744

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 £622

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 £622

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

7 nights from £1263

Park Farm Cottage

4558

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 £1263