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 807 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 807 cottages available for May half term

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

7 nights from £737

Yardley

3697

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


Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview. The beach and local shops are only a few minutes from your doorstep making this...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £737

Frenchman's Creek is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sun

7 nights from £2400

Frenchman's Creek

3344

3 bedroom self catering cottage near Falmouth, West Cornwall.


This fabulous retreat is located in the grounds of the four star Budock Vean Hotel and is named after the romantic novel by Daphne Du Maurier. With stunning views across the 9 h...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sun

7 nights from £2400

August Rock is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sun

7 nights from £2300

August Rock

3355

3 bedroom self catering cottage near Falmouth, West Cornwall.


Set in a secluded woodland corner of a country house estate – the Budock Vean Hotel – and with wonderful views across the hotel grounds and gardens, this fabulous detached retreat ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sun

7 nights from £2300

Grebe is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £2300

Grebe

3356

3 bedroom self catering cottage near Falmouth, West Cornwall.


This fabulous detached holiday home is named after a small sandy beach that can be found a short walk away. Set in a secluded woodland corner of a country house estate – the Budock...

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

7 nights from £2300

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Shepherd's Sky Super Hut is a Dog friendly shepherds hut sleeping 5 near Tiverton, North Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £672

Shepherd's Sky Super Hut

3334

Dog friendly shepherds hut sleeping 5 near Tiverton, North Devon.


Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £672

Number Four is a 2 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £893

Number Four

3313

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


Set right on the waterside in the pretty seaside village of Portscatho, this gorgeous cottage is holiday heaven. With a feather-filled sofa set before a toasty wood-burner and supe...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £893

Oak Tree Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £573

Oak Tree Barn

3288

2 bedroom, dog friendly cottage near Taunton, Somerset.


Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills National Landscape. It is perfectly placed in the peaceful setting of th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £573

Orchard Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £539

Orchard Barn

3289

2 bedroom, dog friendly cottage near Taunton, Somerset.


Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills National Landscape. W...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £539

Stargazy Sky Shepherd's Hut is a Gorgeous shepherds hut sleeping 2 near Lyme Regis, East Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £79 per night

Stargazy Sky Shepherd's Hut

3296

Gorgeous shepherds hut sleeping 2 near Lyme Regis, East Devon.


The location high above the Axe Valley as it heads to the Jurassic Coast just a few miles away could not be more magical. Easy to reach, yet off the beaten track for the last adven...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £79 per night

The Linney is a 2 bedroom, rural cottage with sea views near Ilfracombe, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £969

The Linney

3314

2 bedroom, rural cottage with sea views near Ilfracombe, North Devon.


This gorgeous cottage on the dramatic north Devon coast will take your breath away. Midway between Combe Martin and Ilfracombe, high up on the hillside, the stunning contemporary i...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £969

View
  • 15% off

    29 Nov 2024 - 6 Dec 2024

    £759.00 £645.15

  • 15% off

    6 Dec 2024 - 13 Dec 2024

    £759.00 £645.15

  • 15% off

    13 Dec 2024 - 20 Dec 2024

    From £759.00 £645.15

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

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