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 804 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 804 cottages available for May half term

Quebec Barn is a 2 bedroom, dog friendly self catering apartment near Alfriston.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £732

Quebec Barn

4889

2 bedroom, dog friendly self catering apartment near Alfriston.


This historic property is situated in the unspoilt village of West Dean in the Cuckmere Valley close to the village of Alfriston and the Seven Sisters Country Park. The village, wh...

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

7 nights from £732

View
  • 20% off

    22 Nov 2024 - 29 Nov 2024

    £595.00 £476.00

  • 20% off

    29 Nov 2024 - 6 Dec 2024

    £595.00 £476.00

  • 20% off

    6 Dec 2024 - 13 Dec 2024

    £595.00 £476.00

Octopus House is a 4 bedroom holiday cottage near the beach in St Mawes, South Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1498

Octopus House

4913

4 bedroom holiday cottage near the beach in St Mawes, South Cornwall.


Octopus House is a gorgeous contemporary holiday home, perfectly situated in beautiful unspoilt St Mawes on the Roseland peninsula, just a short stroll from the bustling harbour an...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1498

Walnut Tree Lodge is a 3 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Walnut Tree Lodge

4908

3 bedroom cottage with sea views in Portscatho, South Cornwall.


The Roseland peninsula is a magical place for a holiday and Walnut Tree Lodge is perfectly positioned in a small hamlet of beautifully kept secluded lodges with views overlooking s...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Mor Ros is a 4 bedroom holiday cottage with sea views in Mullion, West Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1696

Mor Ros

4858

4 bedroom holiday cottage with sea views in Mullion, West Cornwall.


This unique clifftop home has magnificent sea views over Polurrian Cove, Mullion Island and the dramatic Atlantic Ocean. Found down a single unmade lane, the view will reveal itsel...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1696

We’ve been raising the standards of self catering holidays since 1977.

Oystercatcher is a 3 bedroom luxury houseboat in Bembridge, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1400 *

Oystercatcher

4869

3 bedroom luxury houseboat in Bembridge, Isle of Wight.


Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on boa...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1400 *

Westhill View is a 2 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £690

Westhill View

4882

2 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.


With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £690

Swn Y Mor (Sound of the Sea) is a 3 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £836 *

Swn Y Mor (Sound of the Sea)

4893

3 bedroom, dog friendly cottage with sea views near St Davids.


Swn y Mor is the perfect traditional Pembrokeshire stone cottage, nestling in the pretty coastal village of Trefin. In an Area of Outstanding Natural Beauty in the Pembrokeshire Co...

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £836 *

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

7 nights from £473

The Nest

4894

1 bedroom self catering cottage near South Molton, North Devon.


If you are looking to explore the idyllic north Devon countryside, with easy access to stunning coastline and breathtaking scenery, then look no further The Nest is the perfect cho...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £473

Seaward is a 6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.
  • Sleeps 11 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2292

Seaward

4896

6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.


Oh my, what a wonderful home this is, for family and friends to gather and create treasured holiday memories. With breathtaking sea views stretching out across the ocean, cliffs an...

  • Sleeps 11 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2292

View
  • 40% off

    21 Dec 2024 - 28 Dec 2024

    £3007.00 £1804.20

Drake is a 2 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sun

7 nights from £1169

Drake

4873

2 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Wow, what a setting and what a view! The location of this traditional Cornish cottage is truly special and will be adored by those who want a real coastal escape. Relax and soak in...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sun

7 nights from £1169

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

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