May Half Term Holiday Cottages

May Half Term Holiday Cottages

With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 768 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be. Read more

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

We have 768 cottages available for May half term

Mewstone View is a 4 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1853

Mewstone View

6088

4 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


Gather family and friends, and your four-legged companions, and settle into holiday life at the stylish Mewstone View. Tucked into the peaceful countryside of Cornwall's "Forgotten...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1853

Larch Cottage is a 2 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £827

Larch Cottage

6090

2 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


Come and enjoy a well deserved break at this contemporary retreat, which serves up the perfect blend of countryside calm and coastal charm. Set in the rolling fields of Cornwall's ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £827

1 Chapel Cottage is a 2 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £701 *

1 Chapel Cottage

6098

2 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.


Tucked away in the very heart of Marazion, 1 Chapel Cottage is a sweet, Grade II Listed, characterful cottage which offers a wonderful coastal escape for four guests, with historic...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £701 *

The Moorings is a 3 bedroom cottage with river views in Lostwithiel, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1029

The Moorings

6078

3 bedroom cottage with river views in Lostwithiel, South Cornwall.


Resting on the banks of the River Fowey, The Moorings is a wonderfully warm and inviting waterside retreat in the heart of Lostwithiel, where the town’s friendly charm meets the so...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1029

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

British Travel Awards 2025
Best company for UK holiday home rentals

Nobby Nook is a 1 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £657

Nobby Nook

6006

1 bedroom, dog friendly self catering cottage near Battle.


This characterful gem, nestled in beautiful Sussex countryside, offers the perfect retreat for couples and solo travellers seeking a luxury escape. Nobby Nook is a lovingly conv...

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

7 nights from £657

Barricane House is a 4 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1287

Barricane House

6083

4 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.


Tucked away in the historic village of Mortehoe, semi-detached Barricane House is the perfect place to slow down, reconnect, and enjoy everything this spectacular coastline has to ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1287

No 5 Seaview Cottages is a 3 bedroom, dog friendly cottage with sea views in Torquay, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2133

No 5 Seaview Cottages

6050

3 bedroom, dog friendly cottage with sea views in Torquay, Devon.


Welcome to No 5 Seaview Cottages, a beautifully finished semi-detached cottage boasting unrivalled sea views across Babbacombe Bay and beyond. This fabulous retreat offers the very...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2133

Hill Top Cottage is a 2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £935

Hill Top Cottage

6077

2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.


Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £935

Veryan is a 1 bedroom apartment with sea views in Praa Sands, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £486

Veryan

6092

1 bedroom apartment with sea views in Praa Sands, West Cornwall.


Veryan is a beautifully positioned studio apartment in Praa Sands offering a relaxed coastal escape just a two minute walk from the wide golden sands and rolling Atlantic surf. Alt...

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

7 nights from £486

Magical Barn is a 2 bedroom self catering cottage near Haltwhistle.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Barn

5996

2 bedroom self catering cottage near Haltwhistle.


Magical Barn is nestled on the edge of the Dark Sky Park in Northumberland amid green hills and woodland and from the moment you step out of your car and turn the corner to catch y...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Load more

Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.  

Spend your May-Half Term in a Luxury Retreat

Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term.