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 473 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 473 cottages available for May half term

Little Blue is a 1 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £419

Little Blue

5864

1 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.


In the heart of the historic yet trendy town of Penryn and only a five minute drive to Falmouth is this perfect bolthole for two. Named one of the best towns to live in in the Sout...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £419

The Yew Trees is a 2 bedroom dog friendly self catering cottage near Cheltenham.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1402

The Yew Trees

5862

2 bedroom dog friendly self catering cottage near Cheltenham.


This charming holiday cottage, nestled in the peaceful countryside just outside Cheltenham and the gorgeous Cotswolds, offers the perfect retreat for a tranquil getaway. Set in a r...

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

7 nights from £1402

Pine Lodge is a Luxury cabin with a hot tub near Beccles, Norfolk.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £139 per night

Pine Lodge

5848

Luxury cabin with a hot tub near Beccles, Norfolk.


Surrounded by the glorious countryside of the Norfolk Broads National Park, Pine Lodge is an idyllic retreat, beautifully crafted and cleverly designed with blissful views across n...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £139 per night

Laurel Lodge is a Luxury cabin with a hot tub near Beccles, Norfolk.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £150 per night

Laurel Lodge

5849

Luxury cabin with a hot tub near Beccles, Norfolk.


Nestled in the heart of the verdant countryside of the Norfolk Broads you will find the sweetest hideaway, Laurel Lodge, a beautifully crafted cabin with cosy interiors and a bliss...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £150 per night

Orchard Barn is a 1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £608

Orchard Barn

5855

1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.


Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £608

View
  • 20% off

    2 May 2025 - 9 May 2025

    From £587.00 £469.60

Number One Glassard is a 4 bedroom self catering cottage with sea views in Colonsay.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £850

Number One Glassard

5826

4 bedroom self catering cottage with sea views in Colonsay.


The moment you set foot on the pier or drive off the ferry, you'll know you have arrived somewhere very special. The lovely Isle of Colonsay, known colloquially as "gem of the sea"...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £850

Skapya Treehouse is a Luxury treehouse with hot tub in Gweek, Cornwall
  • Sleeps 2
  • No pets
  • Changeover Fri

From £200 per night

Skapya Treehouse

5858

Luxury treehouse with hot tub in Gweek, Cornwall


Surrounded by peaceful woodland in the charming Cornish hamlet of Gweek on the Lizard peninsula, Skapya is a beautifully crafted treehouse, hand-built from the finest cedar to blen...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £200 per night

Wisteria Cottage is a 3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1015

Wisteria Cottage

5860

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


A beautiful Georgian cottage with a fabulous traditional Nordic hot tub with views over the sea. This really makes this property the perfect destination. Wisteria Cottage has be...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1015

View
  • 20% off

    2 May 2025 - 9 May 2025

    £1268.00 £1014.40

  • 20% off

    16 May 2025 - 22 May 2025

    From £1142.10 £913.68

Choose our flexible booking option and have the ability to cancel anytime.

March Hare is a 4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1006 *

March Hare

5852

4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


Nestled in a prime location for exploring the south coast of Cornwall, this charming four bedroom bungalow is the perfect bolthole for families looking to relax and explore, arguab...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1006 *

Poppy Cottage is a 2 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £697

Poppy Cottage

5850

2 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.


Perfectly situated within walking distance of the historic town of Stratford-upon-Avon lies this stylish Victorian dwelling, Poppy Cottage. A beautiful characterful terraced home w...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £697

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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.