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 276 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. 

We have 276 cottages available for May half term

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £550

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


Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £550

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £572

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


The perfect bolt-hole for families, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview. Just yards from the ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £572

View
  • 20% off

    27 Apr 2019 - 4 May 2019

    £387.40 £309.92

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

7 nights from £575

2 bedroom, dog friendly apartment near the beach in Bembridge, Isle of Wight.


This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...

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

7 nights from £575

View
  • 10% off

    26 Apr 2019 - 3 May 2019

    £395.02 £355.52

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

7 nights from £578

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


The Lobster Pot is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview and next to a nature reserve. This beach bolt hole has dec...

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

7 nights from £578

View
  • 20% off

    26 Apr 2019 - 3 May 2019

    £384.92 £307.94

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £583

2 bedroom, dog friendly holiday cottage near the beach in Seaview.


4 Tollgate Cottage is located near Seaview on the Duver - a beach front area that is home to the stunning Hersey Nature Reserve. This cosy cottage would suit a small family or a co...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £583

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £587

2 bedroom self catering apartment with sea views in Seaview.


Not far from the sea you will find 2 Bermuda, a bright, neutrally decorated flat that is perfect for a family with children or a couple. The location is what makes this flat so spe...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £587

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £588

2 bedroom, dog friendly cottage near Portreath, South Cornwall.


Boasting two pubs, a butcher, and two grocers, St Day is a thriving, friendly Cornish village only a few minutes' drive from the sandy beaches at Porthtowan and Portreath. A self-c...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £588

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £598

2 bedroom, rural self catering cottage Iddesleigh, North Devon.


This peaceful detached barn conversion is off the beaten track yet easy to reach, with Dartmoor National Park a short distance to the west and just a few miles from a scenic route ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £598

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

7 nights from £600

2 bedroom holiday cottage near Ilminster, Somerset.


Flax Barn is located in the beautiful south Somerset village of Barrington, not far from the Dorset border. Barrington Court - one of several National Trust properties in the immed...

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

7 nights from £600

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £603

2 bedroom, rural holiday cottage near Launceston, North Cornwall.


Tucked away along a country lane, in 23 acres of Cornish meadows, woodland and stream, Coombe Cottage is the perfect retreat for those who want to get away from it all and enjoy a ...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £603

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

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