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 307 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 307 cottages available for May half term

Ivy Cottage is a Charming Castletown cottage with large private garden
  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)

Ivy Cottage

216

Charming Castletown cottage with large private garden


Set in the heart of historic Castletown, Ivy Cottage is a beautifully presented holiday home offering spacious accommodation, charming interiors and a surprisingly large private ga...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
The Sandy Den is a 1 bedroom, dog friendly apartment with sea views in Shaldon, Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £600

The Sandy Den

6156

1 bedroom, dog friendly apartment with sea views in Shaldon, Devon.


Introducing The Sandy Den, a fabulous ground floor retreat for two within a converted Victorian residence located in the heart of the village of Shaldon in Teignmouth. This fabulou...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £600

Calf View is a Tranquil Cregneash cottage overlooking the Calf of Man
  • Sleeps 5 + cot
  • Dogs welcome

Calf View

206

Tranquil Cregneash cottage overlooking the Calf of Man


Perched above the timeless village of Cregneash, Calf View is a serene cottage with views framed by sweeping Manx vistas stretching towards shimmering seas and the wild beauty of t...

  • Sleeps 5 + cot
  • Dogs welcome
Bramley Lodge is a 1 bedroom self catering cottage near Heathfield.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £85 per night

Bramley Lodge

6137

1 bedroom self catering cottage near Heathfield.


Soak up the scenic views of this enchanting lodge that sits within an orchard in the High Weald National Landscape. Its peaceful location is the perfect escape for a romantic getaw...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £85 per night

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British Travel Awards 2025
Best company for UK holiday home rentals

Rheidiol Cottage is a 3 bedroom self catering cottage near the beach in St Davids.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £2000

Rheidiol Cottage

6149

3 bedroom self catering cottage near the beach in St Davids.


Let your next coastal adventure begin in splendid Rheidiol Cottage. Set in the heart of enchanting St Davids, on Wales' breathtaking Pembrokeshire coast, soak up the mystical vibe,...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £2000

The Woodlands is a 3 bedroom, dog friendly self catering cottage near Great Malvern.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £981 *

The Woodlands

6135

3 bedroom, dog friendly self catering cottage near Great Malvern.


A traditional bolthole with contemporary flair is just what you will find at The Woodlands. Cosseted in over two acres of gardens, this is a luxury retreat for families and friends...

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

7 nights from £981 *

Witts End is a 2 bedroom self catering cottage near Chipping Norton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1063

Witts End

6136

2 bedroom self catering cottage near Chipping Norton.


Tucked away in a quintessential Cotswold village, Witts End is a charming holiday cottage that promises a truly tranquil escape. With a welcoming village pub just at the end of the...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1063

Trelynden is a 4 bedroom, dog friendly cottage near the beach near Marazion.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1022

Trelynden

6158

4 bedroom, dog friendly cottage near the beach near Marazion.


Set in the heart of the much-loved village of Goldsithney, Trelynden is an impressive granite faced home full of space, warmth and so comfortable for eight lucky guests. This prope...

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

7 nights from £1022

Bess 'n' Blue is a 2 bedroom self catering cottage near the beach in Hunstanton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £741

Bess 'n' Blue

6105

2 bedroom self catering cottage near the beach in Hunstanton.


Step inside this charming Victorian, terraced, holiday home, thoughtfully refurbished for relaxed family holidays and located just a few minutes' walk to the beaches of the gloriou...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £741

Northleigh Barn is a 2 bedroom, dog friendly holiday cottage near Crediton, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £884

Northleigh Barn

6147

2 bedroom, dog friendly holiday cottage near Crediton, North Devon.


Welcome to Northleigh Barn, a splendid rural retreat, located on the Two Moors Way, providing the perfect setting for those wishing to relax and unwind in the most serene countrysi...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £884

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

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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.