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 806 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

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. 

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

We have 806 cottages available for May half term

Dalgover Farmhouse is a 3 bedroom, dog friendly cottage near Portreath, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1181 *

Dalgover Farmhouse

5688

3 bedroom, dog friendly cottage near Portreath, North Cornwall.


This magical detached and recently refurbished grand farmhouse is set within three and a half acres of private, stunningly maintained grounds. Tucked away from the hustle and bustl...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1181 *

The Observatory is a 4 bedroom self catering apartment near the beach in Seaview.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1536 *

The Observatory

5693

4 bedroom self catering apartment near the beach in Seaview.


What a view! The most perfect seascape vistas will be found from this pretty apartment in the heart of the traditional seaside village of Seaview. This quirky home-from-home is the...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1536 *

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

Sunrise and Stars is a Dog friendly shepherds hut with a hot tub near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £102 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub near Ventnor.


Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £102 per night

Peter's Cottage is a 3 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1291 *

Peter's Cottage

5679

3 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.


Nestled high above glorious Sennen Cove in a fantastically unique position overlooking the quaint harbour, Peter's Cottage is a coastal getaway with unrivalled views of the rolling...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1291 *

Ommen is a 3 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.
  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1426

Ommen

5681

3 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.


Perched on the clifftop overlooking Sennen Cove, yet nestled by neighbouring properties, come and immerse yourself in the timeless allure of coastal living found here in Ommen. ...

  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1426

Duck End Cottage is a 1 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £490

Duck End Cottage

5655

1 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Looking for a break that promises rural reveries, beachside bliss, and coastal capers, then treat yourself to a much-deserved break at this little gem of a cottage. Venture along t...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £490

The Surf Shack is a Bespoke cabin with sea views in Sennen, Cornwall
  • Sleeps 2
  • No pets
  • Changeover Fri

From £104 per night

The Surf Shack

5675

Bespoke cabin with sea views in Sennen, Cornwall


Sennen is a surfer's paradise, and The Surf Shack is a gorgeous abode with panoramic views of the quaint harbour and beautiful cove, both just a short stroll away. With the delight...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £104 per night

Luffs Farm is a 5 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1606

Luffs Farm

5653

5 bedroom, dog friendly self catering cottage near Battle.


Accessed via a narrow lane, this delightful farmhouse situated in 1066 country, has views over the valley towards the village of Sedlescombe. It makes an excellent retreat for fami...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1606

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

The Nook is a 1 bedroom self catering cottage near Okehampton, North Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £644

The Nook

5662

1 bedroom self catering cottage near Okehampton, North Devon.


Escape to a gorgeous nook, the perfect hot tub holiday haven for a couple looking to escape and recharge. Tucked away in rural west Devon just outside the village of North Tawton, ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £644

Thalassa is a 3 bedroom, dog friendly apartment with sea views near Braunton.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £394 per night

Thalassa

5643

3 bedroom, dog friendly apartment with sea views near Braunton.


Majestically positioned with unrivalled views of Saunton Sands beach on the north coast of Devon, this delightful apartment offers style and comfort throughout, creating the perfec...

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

From £394 per night

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