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 805 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 805 cottages available for May half term

Wreath Farm

  • Sleeps 14 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £2251

Officers' Quarters is a 2 bedroom self catering retreat with hot tub near the beach near Little Haven.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £726

Officers' Quarters

4759

2 bedroom self catering retreat with hot tub near the beach near Little Haven.


Take a nostalgic trip down memory lane to 'The Radar Rooms'. Stay in the Officers' Quarters, a superbly recreated 1940s holiday retreat, nestling just a mile from glorious beaches ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £726

Hope Cottage is a 3 bedroom, dog friendly cottage near the beach near Helford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £881

Hope Cottage

4780

3 bedroom, dog friendly cottage near the beach near Helford.


This simply charming traditional Cornish cottage can be found in the heart of Helford village, nestled on the banks of the river Helford. This tranquil and picturesque end of terra...

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

7 nights from £881

The Coach House is a 2 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £803

The Coach House

4735

2 bedroom, dog friendly self catering cottage near Battle.


For a rural experience stay at The Coach House, the perfect getaway for families and friends in this peaceful part of Sussex. As you step inside the stable-door you are welcomed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £803

Thornden Farm Holiday Cottages

  • Sleeps 12 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £2693

The Old Sunday School is a 3 bedroom self catering cottage near St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £851

The Old Sunday School

4790

3 bedroom self catering cottage near St Mawes, South Cornwall.


Beautifully restored The Old Sunday School is a gorgeous holiday home with bags of character and oodles of space for everyone. Situated in the heart of the pretty village of Tregon...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £851

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Moss Farmhouse is a 5 bedroom, dog friendly holiday home near Bodmin, North Cornwall.
  • Sleeps 11 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £4005

Moss Farmhouse

4776

5 bedroom, dog friendly holiday home near Bodmin, North Cornwall.


Wow! How do we even begin to describe the magic of Moss Farmhouse? This very special, impeccably styled home is absolutely perfect for gathering family and friends together for a t...

  • Sleeps 11 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £4005

The Qube is a 4 bedroom, dog friendly cottage near the beach in Bigbury-on-Sea, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1418

The Qube

4781

4 bedroom, dog friendly cottage near the beach in Bigbury-on-Sea, South Devon.


Welcome to The Qube. This stylish yet welcoming holiday retreat is perfectly located within a stone's throw of the beach, offering a great outdoor space coupled with super stylish ...

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

7 nights from £1418

View
  • 20% off

    30 Nov 2024 - 7 Dec 2024

    £1155.00 £924.00

  • 20% off

    7 Dec 2024 - 14 Dec 2024

    From £1155.00 £924.00

  • 20% off

    14 Dec 2024 - 21 Dec 2024

    From £1364.00 £1091.20

  • 20% off

    21 Dec 2024 - 28 Dec 2024

    £1929.00 £1543.20

Old Bembridge House is a 3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1094

Old Bembridge House

4791

3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Tucked away on an unmade track just a few yards from the sea and Bembridge Yacht club, Old Bembridge House has all the makings of a perfect holiday idyll. Laid across three floors,...

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

7 nights from £1094

Shell Cottage is a 2 bedroom, dog friendly holiday cottage near Truro, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £608

Shell Cottage

4715

2 bedroom, dog friendly holiday cottage near Truro, South Cornwall.


Cute as a button, Shell Cottage is a delightful stone-built cottage situated in the pretty Cornish village of Grampound. Beautifully and sympathetically restored, the end of terrac...

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

7 nights from £608

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