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 804 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 804 cottages available for May half term

Pooks Hill Cottage is a 1 bedroom thatched, dog friendly cottage near Dawlish, South Devon.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £676

Pooks Hill Cottage

4854

1 bedroom thatched, dog friendly cottage near Dawlish, South Devon.


This picture-perfect cottage has been lovingly restored and furnished to a superior standard, offering you the ideal retreat for that special Devon getaway. Tucked away in the beau...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £676

View
  • 20% off

    20 Dec 2024 - 27 Dec 2024

    £902.00 £721.60

Acorns is a 3 bedroom cottage in Corfe Castle, Dorset.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1580

Acorns

4828

3 bedroom cottage in Corfe Castle, Dorset.


Set on a private, secluded plot, Acorns is a wonderful family holiday home. Recently renovated to a very high standard, this detached house in the historic village of Corfe Castle ...

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

7 nights from £1580

Choose from our exclusive collection at the best prices with real time availability.

Bay Tree Cottage is a 3 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £782

Bay Tree Cottage

4835

3 bedroom, dog friendly cottage near Bridport, Dorset.


Situated in a sleepy west Dorset village, just a short drive from the spectacular Jurassic Coast, you will find this pretty terraced cottage. Bay Tree Cottage offers all the deligh...

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

7 nights from £782

Clogmakers Cottage is a 2 bedroom, dog friendly self catering cottage near St Davids
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £725

Clogmakers Cottage

4834

2 bedroom, dog friendly self catering cottage near St Davids


Clogmakers is a charming little cottage situated in a sleepy corner of the rural hamlet of Treffynnon, less than four miles from the iconic Abereiddy Blue Lagoon and the popular ha...

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

7 nights from £725

Stonewater Barn is a 1 bedroom self catering cottage near the sea in Brixham, Dartmoor.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £740

Stonewater Barn

4851

1 bedroom self catering cottage near the sea in Brixham, Dartmoor.


Welcome to Stonewater Barn. A fabulously converted barn, boasting oodles of space for two and complemented by the most splendid manicured gardens and numerous sun-traps to enjoy. ...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £740

Dynnargh Barn is a 2 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £975

Dynnargh Barn

4842

2 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Named after the Cornish for welcome and for good reason as a warm Cornish welcome is waiting to greet you at this most tranquil of retreats. Follow leafy lanes that lead to this ch...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £975

Hatway Hideaway is a 1 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £490

Hatway Hideaway

4849

1 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.


Situated in an Area of Outstanding Natural Beauty, surrounded by unforgettable Devon countryside, Hatway Hideaway is a wonderful, pocket sized haven for those looking for peace and...

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

7 nights from £490

View
  • 10% off

    22 Nov 2024 - 29 Nov 2024

    £443.00 £398.70

  • 10% off

    29 Nov 2024 - 6 Dec 2024

    £443.00 £398.70

  • 10% off

    6 Dec 2024 - 13 Dec 2024

    From £443.00 £398.70

  • 10% off

    13 Dec 2024 - 20 Dec 2024

    £650.00 £585.00

  • 10% off

    20 Dec 2024 - 27 Dec 2024

    £650.00 £585.00

  • 10% off

    30 Dec 2024 - 3 Jan 2025

    £520.00 £468.00

Daisy Cottage  is a 2 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1120

Daisy Cottage

4824

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


Daisy Cottage is a lovely cosy and welcoming mid terrace cottage nestled in the heart of Bembridge. Located in one of the most desirable areas to live in on the Isle of Wight, this...

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

7 nights from £1120

Our property managers are local experts who handpick perfect places to stay.

Western Torrs Cottage is a 2 bedroom, dog friendly holiday cottage in Yealmpton, South Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1009

Western Torrs Cottage

4680

2 bedroom, dog friendly holiday cottage in Yealmpton, South Devon.


Hidden amongst secluded woodland and set back from the rambling Yealm river, this dreamy cottage is close to the pretty village of Yealmpton in the glorious South Hams, perfect for...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1009

Coastguard Cottage is a 2 bedroom, dog friendly cottage with sea views in Mousehole.
  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £966

Coastguard Cottage

4738

2 bedroom, dog friendly cottage with sea views in Mousehole.


Nestled in the timeless Cornish village of Mousehole, terraced Coastguard Cottage is a charming hideaway for four. Just minutes away from Mousehole's harbour and beach, savour a sl...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £966

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