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

Ruby's Retreat is a 3 bedroom self catering cottage near York.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £800

Ruby's Retreat

5684

3 bedroom self catering cottage near York.


Nestled in the heart of the picturesque Yorkshire Wolds, this delightful cottage exudes rustic charm having been thoughtfully renovated from an original old farm building. The name...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £800

Clover Leaf Cottage is a 2 bedroom self catering cottage near York.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £650

Clover Leaf Cottage

5685

2 bedroom self catering cottage near York.


Clover Leaf Cottage is nestled in the delightfully sleepy village of Fangfoss in the Yorkshire Wolds, yet only a few miles to the bustling city of York with Harrogate, Whitby, Scar...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £650

View
  • 20% off

    20 Dec 2024 - 27 Dec 2024

    From £677.00 £541.60

Vanstones Cottage is a 2 bedroom, dog friendly holiday cottage near Hartland, North Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £577 *

Vanstones Cottage

5547

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


This quintessential chocolate box, thatched cottage can be found in the idyllic hamlet of Stoke, Hartland on the north coast of Devon. Within minutes of the coast where you will di...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £577 *

View
  • 15% off

    23 Nov 2024 - 30 Nov 2024

    From £489.00 £415.65

  • 15% off

    30 Nov 2024 - 7 Dec 2024

    From £489.00 £415.65

  • 15% off

    7 Dec 2024 - 14 Dec 2024

    From £489.00 £415.65

Stella Maris is a 4 bedroom, dog friendly cottage with sea views on Benbecula.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £850 *

Stella Maris

5632

4 bedroom, dog friendly cottage with sea views on Benbecula.


As you step into Stella Maris its warm and cosy interiors will welcome you. Guests will love the large kitchen/diner set against the amazing backdrop of the shoreline. It will be ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £850 *

Choose from our exclusive collection at the best prices with real time availability.

The Farthings is a 2 bedroom self catering cottage near Moreton-In-Marsh
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £723

The Farthings

5677

2 bedroom self catering cottage near Moreton-In-Marsh


If you are looking for a cosy Cotswold bolthole to escape to, then The Farthings won't disappoint. This pretty terraced cottage sits pretty amongst its neighbours and is nestled ju...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £723

View
  • 10% off

    29 Nov 2024 - 6 Dec 2024

    £629.00 £566.10

  • 10% off

    6 Dec 2024 - 13 Dec 2024

    £629.00 £566.10

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

From £394 per night

Bombora

5641

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


Majestically positioned in a prime coastal position on the dramatic north Devon coast and overlooking picture perfect Saunton Sands beach, you have found this rather special dog-fr...

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

From £394 per night

Cliffdene is a 2 bedroom, dog friendly cottage with sea views in Portreath.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Thu

7 nights from £842

Cliffdene

5654

2 bedroom, dog friendly cottage with sea views in Portreath.


Resting on the sandy shores of Portreath, this newly developed holiday chalet boasts an unparalleled oceanic outlook over the beach, complete with its own private terrace, al fresc...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Thu

7 nights from £842

Aggetts Dawn is a 2 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £910

Aggetts Dawn

5642

2 bedroom apartment with sea views in Falmouth, South Cornwall.


This apartment, with superb sea views all the way across Falmouth harbour and over to the Roseland peninsula in the distance, is the perfect destination for a relaxing break at any...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £910

Sunset Lodge is a 1 bedroom self catering apartment near Wells-Next-The-Sea.
  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £505

Sunset Lodge

5628

1 bedroom self catering apartment near Wells-Next-The-Sea.


Set in a countryside location beneath vast Norfolk skies, come and discover this delightful single-storey lodge, sitting alongside its two neighbouring properties, Sunrise Lodge an...

  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £505

The Loft at Goytre Hall is a 1 bedroom self catering apartment near Abergavenny.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £150 per night

The Loft at Goytre Hall

5666

1 bedroom self catering apartment near Abergavenny.


Fall in love with The Loft at Goytre Hall, sitting on the edge of the magical backdrop of the Brecon Beacons, a luxurious escape for two. Nestling within the historical walls of Go...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £150 per night

We’re here to help you find your perfect place to stay 7 days a week.

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