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 805 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 805 cottages available for May half term

Heringaud Barn is a 2 bedroom, dog friendly self catering cottage near Alfriston.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £772

Heringaud Barn

5251

2 bedroom, dog friendly self catering cottage near Alfriston.


This peaceful retreat is situated in the sleepy picturesque village of West Dean in the heart of the South Downs National Park, a short distance from Cuckmere Haven and the Seven S...

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

7 nights from £772

View
  • 20% off

    29 Nov 2024 - 6 Dec 2024

    £626.00 £500.80

  • 20% off

    6 Dec 2024 - 13 Dec 2024

    £626.00 £500.80

  • 20% off

    13 Dec 2024 - 20 Dec 2024

    From £626.00 £500.80

Weald View Cottage is a 2 bedroom self catering cottage near Maidstone.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £673

Weald View Cottage

5284

2 bedroom self catering cottage near Maidstone.


Perfectly situated in the heart of the Kent countryside, this pretty semi-detached cottage with spectacular views across the Kent Weald is ideally located for walkers, couples and ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £673

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

Dovecote Garden

  • Sleeps 8 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £1504

The Nest is a 1 bedroom, dog friendly apartment near the beach in Coverack.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £679

The Nest

5316

1 bedroom, dog friendly apartment near the beach in Coverack.


One of a collection of fabulous apartments located in The Headland in the traditional Cornish fishing village of Coverack, The Nest is a beautifully furnished bijou abode, perfect ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £679

No 7 Churchtown is a 2 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £820

No 7 Churchtown

5308

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


Nestled in the very heart of the charming Cornish town of St Agnes, No 7 Churchtown is a simply gorgeous, dog friendly cottage - ideal for that cosy cottage holiday by the sea, any...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £820

Seagull House is a 3 bedroom, dog friendly cottage with sea views in Appledore, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £861

Seagull House

5303

3 bedroom, dog friendly cottage with sea views in Appledore, Devon.


Perfectly located in the charming village of Appledore, with the pretty harbourside, shops and galleries just a stroll away, Seagull House is a beautiful holiday abode found in a t...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £861

Pengelly Manor is a 5 bedroom, dog friendly cottage near Tavistock, North Cornwall.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1145 *

Pengelly Manor

5317

5 bedroom, dog friendly cottage near Tavistock, North Cornwall.


Offering country living at its best, Pengelly Manor is a stunning detached manor house, situated near to the peaceful hamlet of Linkinhorne on the doorstep of beautiful Bodmin Moor...

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

7 nights from £1145 *

Sammi's Freight Train is a Dog friendly vintage railway carriage with wood-fired hot tub near Richmond.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £115 per night

Sammi's Freight Train

5287

Dog friendly vintage railway carriage with wood-fired hot tub near Richmond.


Immerse yourself in a restful rural getaway and escape the rush of everyday life. Disappear into the heart of the Yorkshire Dales and return for evening starlit soaks in the wood-f...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £115 per night

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Little Oak Treehouse is a Gorgeous dog friendly treehouse with a wood burner near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £135 per night

Little Oak Treehouse

5288

Gorgeous dog friendly treehouse with a wood burner near Pulborough.


This gorgeous quirky treehouse situated just two hours from London, is the perfect escape for a romantic getaway. Truly unique and in a lovely part of West Sussex, it sits in a sec...

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

From £135 per night

Douglas Fir is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £93 per night

Douglas Fir

5290

Dog friendly shepherds hut near Pulborough.


Hidden away in the West Sussex countryside yet just two hours from London, this luxury shepherd's hut offers a magical escape for two. Beautiful and handcrafted, it has all you ...

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

From £93 per night

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