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 Pink Door At Henley is a 4 bedroom, dog friendly holiday cottage in Henley-in-Arden
  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1956

The Pink Door At Henley

5496

4 bedroom, dog friendly holiday cottage in Henley-in-Arden


If you are after a luxurious and indulgent break, then you are in for a treat with The Pink Door at Henley. Expect a touch of boutique-style living in a super stylish town house - ...

  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1956

Ash is a 2 bedroom, dog friendly cottage near the beach near Falmouth.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £971

Ash

5474

2 bedroom, dog friendly cottage near the beach near Falmouth.


Nestled amongst rolling countryside on the outskirts of Swanpool, close to sandy beaches such as Maenporth and Swanpool and within walking distance of Falmouth Golf Course and Club...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £971

We’ve been raising the standards of self catering holidays since 1977.

Costers Lodge is a 3 bedroom, dog friendly self catering cottage in Midhurst.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2500

Costers Lodge

5490

3 bedroom, dog friendly self catering cottage in Midhurst.


Sitting in gorgeous countryside, this 100 year old luxury sandstone cottage is just a stone's throw from Cowdray House and only a five-minute drive from the centre of Midhurst. It'...

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

7 nights from £2500

No 2 Water Lane is a 3 bedroom holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £977

No 2 Water Lane

5476

3 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


Just a short stroll from the beach and in the much sought-after village of St Agnes is a truly magical place for a Cornish holiday. Deep in the heart of the village you will find N...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £977

Tap Cottage is a 3 bedroom, dog friendly cottage in the heart of Stockbridge and close to Winchester
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2225

Tap Cottage

5417

3 bedroom, dog friendly cottage in the heart of Stockbridge and close to Winchester


Within the bustling village of Stockbridge, this contemporary cottage has been renovated to an exceptional standard. There is so much to explore locally; with sites such as Salisbu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2225

Cape Wrath Lodge is a 8 bedroom, dog friendly holiday home with sea views near Durness.
  • Sleeps 16 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £5320

Cape Wrath Lodge

5345

8 bedroom, dog friendly holiday home with sea views near Durness.


Escape to the breathtaking beauty of the Kyle of Durness in the Scottish Highlands at this exquisite hunting lodge. Nestled in the picturesque surroundings of Northern Sutherland, ...

  • Sleeps 16 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £5320

Barn Cottage is a 2 bedroom, dog friendly cottage near the beach in Coverack, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £790 *

Barn Cottage

5377

2 bedroom, dog friendly cottage near the beach in Coverack, Cornwall.


Set within one and a half acres of private grounds, this gorgeous cottage was originally part of Polcoverack Farm and housed the mill wheel and grinding stones. A water wheel was o...

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

7 nights from £790 *

Celt is a Shepherds Hut for two with hot tub and sea views near Abergele.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £110 per night

Celt

5488

Shepherds Hut for two with hot tub and sea views near Abergele.


Surrounded by beautiful Welsh countryside and with views towards the Irish Sea, Celt is a charming shepherd's hut with a delightful outside space and fabulous wood-fired hot tub. E...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £110 per night

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

Beach Seekers is a 4 bedroom, dog friendly self catering cottage near St Davids.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1242

Beach Seekers

5489

4 bedroom, dog friendly self catering cottage near St Davids.


Choose Beach Seekers, just a short drive from twelve glorious sandy beaches, for the perfect stay in Pembrokeshire. The rolling surf and endless golden sands of Newgale, the neares...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1242

The Rigging is a 3 bedroom, dog friendly cottage near the beach in Polperro, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £852

The Rigging

5470

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


Come and live the coastal life at The Rigging, our most charming, white-washed cottage set in the idyllic harbourside village of Polperro. With bags of original features paired wit...

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

7 nights from £852

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