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 806 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 806 cottages available for May half term

The Apple House is a 1 bedroom holiday cottage with sea views near Dawlish, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £623

The Apple House

4108

1 bedroom holiday cottage with sea views near Dawlish, South Devon.


This delightful and spacious detached cottage provides the perfect getaway location for two. Furnished and equipped to a very high standard, The Apple House offers you a wonderful ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £623

The Old School Room is a 3 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1103

The Old School Room

4101

3 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.


This upside down, contemporary abode sits right in the very heart of Marazion, set back from the road and a short walk to the glorious safe, sandy beach, shops, restaurants, pubs a...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1103

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

Sweet Briar Cottage is a 3 bedroom self catering cottage near Fowey, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1004

Sweet Briar Cottage

4109

3 bedroom self catering cottage near Fowey, South Cornwall.


Located in the heart of picture perfect Lerryn, Sweet Briar Cottage is an absolute beauty. Lovingly and impeccably presented, this 150 year old cottage is the epitome of country ch...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1004

West Barn is a 1 bedroom thatched, dog friendly cottage near Porthleven, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

West Barn

4093

1 bedroom thatched, dog friendly cottage near Porthleven, Cornwall.


One of a pair of detached barn conversions tucked away in the tranquil hamlet of Crowan, as soon as you pull into the drive, you feel as though you have stepped in to a story book....

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

Buzzard's Rise is a 1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £409

Buzzard's Rise

4099

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


A contemporary barn conversion with views over rolling hills; this retreat is set in the heart of the stunning Cornish countryside and is such a tranquil spot. As the name suggests...

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

7 nights from £409

The Sheep Shed is a 1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £541

The Sheep Shed

4043

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


The Sheep Shed is a delightful bolthole for couples, ideal for those who want to get away from the stresses of everyday life. Lovingly converted by the owners, this former farm bui...

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

7 nights from £541

Little Meadowside is a 1 bedroom self catering cottage in Wadebridge, North Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £440

Little Meadowside

4088

1 bedroom self catering cottage in Wadebridge, North Cornwall.


Little Meadowside is a delightful little bolthole for two, located on the edge of the vibrant town of Wadebridge. Nestled in a tiny hamlet, down a private lane, you truly are tucke...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £440

Duck's Puddle Shepherd's Hut is a Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £92 per night

Duck's Puddle Shepherd's Hut

4026

Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.


At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting, complete with a hot tub and little ...

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

From £92 per night

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

Coombe Cottage

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

7 nights from £185

Miranda Cottage is a 3 bedroom, dog friendly holiday cottage near Helford, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1009

Miranda Cottage

4046

3 bedroom, dog friendly holiday cottage near Helford, West Cornwall.


Miranda Cottage is a quintessential Cornish thatched cottage in the heart of the village of St Martin, a short distance from the famous sailing waters of the Helford River. Bea...

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

7 nights from £1009

Loading more