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

The Dairy is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £593

The Dairy

5682

2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £593

River View Terrace is a 3 bedroom holiday cottage with sea views near Fowey, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £954

River View Terrace

5667

3 bedroom holiday cottage with sea views near Fowey, South Cornwall.


Come and treat yourself to a wonderful holiday in the peaceful creekside village of Golant on the banks of the River Fowey. With the most gorgeous views of the tidal waters over to...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £954

Valley View is a 2 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £812

Valley View

5671

2 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.


A stylish, dog-friendly bolthole with far reaching views over the valley and the added luxury of a hot tub, what more could you want from your holiday? This special property is loc...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £812

Riverwood is a 3 bedroom holiday cottage near the sea in Boscastle, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1092

Riverwood

5661

3 bedroom holiday cottage near the sea in Boscastle, North Cornwall.


For scenery-packed coastal walks, exploring fishing villages and historic harbours, as well as fun days on some fabulous beaches, this idyllic haven is just the ticket for a great ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1092

Reservoir Cottage is a 3 bedroom, dog friendly cottage near the beach near St Ives.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £939 *

Reservoir Cottage

5692

3 bedroom, dog friendly cottage near the beach near St Ives.


If escapism is required, then Reservoir Cottage will not disappoint. Nestled in the Cornish countryside, only a mile away from the bustling harbour of St Ives and its many sandy be...

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

7 nights from £939 *

The Clock House is a 4 bedroom holiday cottage with sea views near Truro, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £2200

The Clock House

5533

4 bedroom holiday cottage with sea views near Truro, South Cornwall.


This fabulous abode is a real home-from-home with the most fabulous views, beautiful walled garden and access to a private beach. What more could you ask for? This beautiful Grade ...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £2200

View
  • 20% off

    23 Nov 2024 - 30 Nov 2024

    From £1425.00 £1140.00

  • 20% off

    30 Nov 2024 - 7 Dec 2024

    From £1425.00 £1140.00

  • 20% off

    7 Dec 2024 - 14 Dec 2024

    From £1425.00 £1140.00

  • 20% off

    14 Dec 2024 - 21 Dec 2024

    From £1425.00 £1140.00

  • 20% off

    21 Dec 2024 - 28 Dec 2024

    £2200.00 £1760.00

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Stable End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £670

Stable End

5648

1 bedroom, dog friendly self catering cottage near Chippenham.


Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...

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

7 nights from £670

View
  • 10% off

    22 Nov 2024 - 29 Nov 2024

    £607.00 £546.30

  • 10% off

    6 Dec 2024 - 13 Dec 2024

    £607.00 £546.30

Weighbridge Barn

  • Sleeps 4 + 4 cots in 2 properties
  • Changeover Fri

7 nights from £1414

Weighbridge End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £744

Weighbridge End

5647

1 bedroom, dog friendly self catering cottage near Chippenham.


This stunning barn located on the edge of the Cotswolds is a gem of a property just waiting to be discovered. Sympathetically converted with nods to its previous life as a working ...

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

7 nights from £744

View
  • 10% off

    29 Nov 2024 - 6 Dec 2024

    £675.00 £607.50

  • 10% off

    13 Dec 2024 - 20 Dec 2024

    From £675.00 £607.50

65 Lower Maen Cottage is a 3 bedroom cottage with sea views near Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1215

65 Lower Maen Cottage

5597

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


Welcome to this lovely, light-filled holiday home with delightful sea views, situated just a short stroll away from a pretty, sandy cove and the harbourside town of Falmouth. Set i...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1215

Loading more