Holiday Cottages for May

Holiday Cottages for May

May, that wonderful bridge between spring and summer, where temperatures begin to rise and blue skies and sunshine become a regular feature. Settle into the holiday mode and make the most of a quieter towns, beaches and countryside before summer crowds arrive. With new life and colour bursting at the scenes, this is a magical time of year, perfect for a holiday to refresh the senses and revive the soul. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1309 self catering cottages available to rent in May

The Moorings is a 3 bedroom cottage with river views in Lostwithiel, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £815 *

The Moorings

6078

3 bedroom cottage with river views in Lostwithiel, South Cornwall.


Resting on the banks of the River Fowey, The Moorings is a wonderfully warm and inviting waterside retreat in the heart of Lostwithiel, where the town’s friendly charm meets the so...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £815 *

Nobby Nook is a 1 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £657

Nobby Nook

6006

1 bedroom, dog friendly self catering cottage near Battle.


This characterful gem, nestled in beautiful Sussex countryside, offers the perfect retreat for couples and solo travellers seeking a luxury escape. Nobby Nook is a lovingly conv...

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

7 nights from £657

Barricane House is a 4 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £943 *

Barricane House

6083

4 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.


Tucked away in the historic village of Mortehoe, semi-detached Barricane House is the perfect place to slow down, reconnect, and enjoy everything this spectacular coastline has to ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £943 *

No 5 Seaview Cottages is a 3 bedroom, dog friendly cottage with sea views in Torquay, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2113

No 5 Seaview Cottages

6050

3 bedroom, dog friendly cottage with sea views in Torquay, Devon.


Welcome to No 5 Seaview Cottages, a beautifully finished semi-detached cottage boasting unrivalled sea views across Babbacombe Bay and beyond. This fabulous retreat offers the very...

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

7 nights from £2113

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Hill Top Cottage is a 2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £858

Hill Top Cottage

6077

2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.


Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...

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

7 nights from £858

Magical Barn is a 2 bedroom self catering cottage near Haltwhistle.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Barn

5996

2 bedroom self catering cottage near Haltwhistle.


Magical Barn is nestled on the edge of the Dark Sky Park in Northumberland amid green hills and woodland and from the moment you step out of your car and turn the corner to catch y...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Cottage is a 2 bedroom self catering cottage near Haltwhistle.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Cottage

5997

2 bedroom self catering cottage near Haltwhistle.


Situated within a delightful courtyard surrounded by verdant landscapes, you'll find Magical Cottage. This beautifully converted single-storey former coach house, pairs its agricul...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1300

The Old Parsonage Barn is a A peaceful countryside hideaway for two beneath dark Manx skies
  • Sleeps 2 + cot
  • No pets

The Old Parsonage Barn

192

A peaceful countryside hideaway for two beneath dark Manx skies


Tucked away in the quiet heart of St Judes, The Old Parsonage Barn is a peaceful countryside retreat designed with two in mind. Set against wide open fields and beneath some of the...

  • Sleeps 2 + cot
  • No pets
Cwtch y Rhos is a 1 bedroom self catering cottage near the beach in Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £490

Cwtch y Rhos

6086

1 bedroom self catering cottage near the beach in Fishguard.


Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £490

The Cygnet - Lodge 11 is a 2 bedroom self catering cottage near Lyme Regis, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

The Cygnet - Lodge 11

6044

2 bedroom self catering cottage near Lyme Regis, Somerset.


Situated on the Cricket St Thomas estate and close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the sele...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

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

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If you've got children, May half-term provides an excellent opportunity to gather together the family and escape for a while on a dream holiday. Book yourself a luxury self-catering cottage and catch up properly - it's much easier without the distractions of everyday life. However many are in your gang, we'll help you find the perfect cottage. Many of our properties have a games room too, so the kids can keep themselves entertained. Or if your little ones are something of a water baby, why not book a holiday cottage with a swimming pool? We have shared and private pools to offer, so take your pick.

May isn't just about half term though. We also have two bank holidays to look forward to, as well as plenty of chances for spontaneous short breaks and much anticipated weeks away ahead of the summer. From idyllic one-bed retreats up to huge 8-bedroom properties big enough for all your nearest and dearest, you can tailor your dream holiday. It's good news for Fido too, as lots of our cottages are dog-friendly.

May Holidays 

From country to coast, the holiday of a lifetime awaits you. Browse our list of 1309 available cottages and take a step closer to a luxury retreat in May. All of our cottages are handpicked; personally inspected and fully equipped with a complete inventory for your total ease and comfort.