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

No 1 Polvellan is a 3 bedroom, dog friendly apartment with sea views in Mousehole.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1617

No 1 Polvellan

5079

3 bedroom, dog friendly apartment with sea views in Mousehole.


For a Cornish seaside escape like no other, make your way to the timeless village of Mousehole where you will find dreamy No 1 Polvellan. Nestled into the cliffs, sharing the uniqu...

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

7 nights from £1617

Underwood Cabin is a 3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1332

Underwood Cabin

4995

3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.


Nestled in the beautiful grounds of St Hubert's Lodge and surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful island retreat, perfectly situated be...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1332

3 Harbour Court is a 1 bedroom, dog friendly apartment with sea views in Portscatho.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £561

3 Harbour Court

5051

1 bedroom, dog friendly apartment with sea views in Portscatho.


Welcome to 3 Harbour Court, a stylish bijou first floor apartment perfectly placed in the beating heart of Portscatho village and just a stone's throw from the pretty harbour, scen...

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

7 nights from £561

Rectory Cottage is a 2 bedroom self catering cottage near Stratford-upon-Avon.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £622

Rectory Cottage

5049

2 bedroom self catering cottage near Stratford-upon-Avon.


Welcome to Rectory Cottage, a brilliant countryside retreat just outside of the historic town of Stratford-upon-Avon. Sat in the heart of Shakespeare country, this fabulous cottage...

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

7 nights from £622

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

7 nights from £857

Coast Lodge

5023

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


Surrounded by gorgeous Cornish countryside and with far reaching views towards the English Channel, Coast Lodge is an idyllic lodge retreat situated on the much sought-after Rosela...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £857

Teg is a Dog-friendly Shepherds Hut sleeping 2 near Porthleven, West Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £77 per night

Teg

5034

Dog-friendly Shepherds Hut sleeping 2 near Porthleven, West Cornwall.


Welcome to Teg, a delightful shepherd's hut with plenty of vibrant charm that overlooks the gorgeous Cornish countryside. This fabulous retreat is dog-friendly and close to the pre...

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

From £77 per night

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

Great Eckworthy - The Cottage is a 1 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £139 per night

Great Eckworthy - The Cottage

5068

1 bedroom, dog friendly holiday cottage near Bideford, North Devon.


Great Eckworthy - The Cottage is a delightful rural retreat surrounded by gorgeous countryside that is perfect for those looking for a romantic, adults-only luxury getaway to north...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £139 per night

View
  • 10% off

    22 Nov 2024 - 29 Nov 2024

    From £126.00 £113.40 per night

Lamorna is a 4 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1425

Lamorna

5000

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


A modern townhouse in the heart of Falmouth, located within a peaceful private marina, offering excellent accommodation and ideal for a family getaway. Set in Port Pendennis, a be...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1425

Great Eckworthy

  • Sleeps 10 in 3 properties
  • Changeover Fri

7 nights from £564

The Granary is a 2 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £759

The Granary

5037

2 bedroom, dog friendly self catering cottage near Haywards Heath.


The Granary is situated beside a working organic farm, a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty (...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £759

Loading more