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

Sunrise Lodge is a 2 bedroom self catering cottage near Wells-Next-The-Sea.
  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £662

Sunrise Lodge

5627

2 bedroom self catering cottage near Wells-Next-The-Sea.


This welcoming getaway is located just five miles from some of the best beaches in this beautiful part of Norfolk. This single-storey lodge, ideal for a family or couples, is only ...

  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £662

Wold House is a 5 bedroom, dog friendly self catering cottage in Blockley
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3080

Wold House

5638

5 bedroom, dog friendly self catering cottage in Blockley


Beautifully situated in an elevated position overlooking the serene Cotswold village of Blockley, experience exquisite luxury and charm in this breathtaking five bedroom holiday ho...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3080

Bluebells is a 2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £830

Bluebells

5624

2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.


Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...

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

7 nights from £830

Ivy House is a 4 bedroom, dog friendly self catering cottage near Thirsk.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £880

Ivy House

5611

4 bedroom, dog friendly self catering cottage near Thirsk.


Nestled in the picturesque Yorkshire village of Borrowby, Ivy House is a beautifully renovated farmhouse steeped in history and with bags of character which gives a nod to its hist...

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

7 nights from £880

Thanckes Lodge is a 3 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1494

Thanckes Lodge

5578

3 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Seeking a seaside escape, then come and discover our coastal homestay, with stunning ocean views, a short stroll to the beach, use of a private spa area and miles of coastal walks ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1494

Beacon Hill Barn is a 2 bedroom self catering cottage near Midhurst.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £867

Beacon Hill Barn

5644

2 bedroom self catering cottage near Midhurst.


This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £867

View
  • 20% off

    22 Nov 2024 - 29 Nov 2024

    £811.00 £648.80

We are Gold accredited with the Green Tourism Business Scheme.

Horizons is a 1 bedroom apartment with sea views in Ilfracombe, North Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £491

Horizons

5548

1 bedroom apartment with sea views in Ilfracombe, North Devon.


Perched high, with a bird's eye view of Ilfracombe harbour and the horizon beyond, you will discover this gorgeous coastal apartment that offers the perfect north Devon location fo...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £491

The Boathouse is a 2 bedroom, dog friendly cottage with sea views near Helford.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1052

The Boathouse

5553

2 bedroom, dog friendly cottage with sea views near Helford.


Sheltering under a canopy of oak foliage, this former boathouse rests at the water's edge on the tranquil banks of the Helford River. It has been lovingly yet sympathetically resto...

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

7 nights from £1052

The Little Dairy Park Farm is a 2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £910

The Little Dairy Park Farm

5636

2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.


This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £910

The Shepherds Rest is a 1 bedroom self catering cottage near Dartmouth, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £657

The Shepherds Rest

5620

1 bedroom self catering cottage near Dartmouth, South Devon.


If you are looking for a luxury rural retreat for two, surrounded by the most glorious countryside and only a short distance from the renowned naval town of Dartmouth, look no furt...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £657

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