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 944 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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 944 cottages available for May half term

Box Cottage is a 3 bedroom, dog friendly cottage near the beach in Croyde, Devon.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £905 booking fees included

Box Cottage

6207

3 bedroom, dog friendly cottage near the beach in Croyde, Devon.


In the heart of the charming village of Georgeham, just two miles from the golden sands of Croyde Bay and one mile from beautiful Putsborough Beach, Box Cottage is perfectly placed...

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

7 nights from £905

Ruska is a Luxury cabin for two with an outdoor bath, privately nestled in the Forest of Dean.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £230 per night + £53 booking fees

Ruska

6209

Luxury cabin for two with an outdoor bath, privately nestled in the Forest of Dean.


Sitting in the Gloucestershire countryside, this lakeside retreat for two offers a peaceful and romantic getaway. This gorgeous cabin has been lovingly handcrafted with luxury in m...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £230 per night

Reserve your 2027 holiday for just £40.00

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Ballacosney Cottage is a Stylish Laxey cottage with private gym and sauna
  • Sleeps 6 + cot
  • No pets

Ballacosney Cottage

219

Stylish Laxey cottage with private gym and sauna


Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...

  • Sleeps 6 + cot
  • No pets
Rubena Cottage is a 2 bedroom, dog friendly cottage near the beach in Port Isaac.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £946 booking fees included

Rubena Cottage

6200

2 bedroom, dog friendly cottage near the beach in Port Isaac.


A mere hop, skip and a jump from the water's edge, this absolute gem of a cottage has been restored with exquisite care, creating a most desirable retreat that's perfect for warm s...

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

7 nights from £946

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Best company for UK holiday home rentals

St Peter's House is a 2 bedroom self catering cottage in Gloucester.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £990 booking fees included

St Peter's House

6202

2 bedroom self catering cottage in Gloucester.


Set within Gloucester Cathedral's grounds with a magnificent glimpse of the Cathedral spires from the impressive staircase, St Peter's House enjoys a truly amazing location. A hous...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £990

Hooper's House is a 4 bedroom self catering cottage in Gloucester.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1249 booking fees included

Hooper's House

6203

4 bedroom self catering cottage in Gloucester.


Hooper's House is a centuries-old property sitting in harmony with the historic buildings of Gloucester Cathedral but with a contemporary interior vibe, mixing traditional and mode...

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

7 nights from £1249

Bottle Lodge is a Grade II Listed, lovingly restored 1807 Bottle Lodge for two in Staffordshire.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £113 per night + £53 booking fees

Bottle Lodge

6206

Grade II Listed, lovingly restored 1807 Bottle Lodge for two in Staffordshire.


Sitting in the Staffordshire countryside at the entrance to Tixall Estate, a unique and historic stay awaits at Bottle Lodge - named for its quirky octagonal shape that looks like ...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £113 per night

Beau's Barn is a 3 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £838 booking fees included

Beau's Barn

6197

3 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.


Escape the everyday with a well-deserved break at this rural retreat, nestled in the glorious Cornish countryside, yet only four miles from Padstow, Cornwall's culinary capital, an...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £838

Hawcombe Cottage is a 1 bedroom, dog friendly cottage with sea views near Tavistock.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £682 booking fees included

Hawcombe Cottage

6205

1 bedroom, dog friendly cottage with sea views near Tavistock.


Tucked away in the pretty riverside village of Bere Ferrers, Hawcombe Cottage is a charming hideaway for two, perfectly placed for those seeking a peaceful escape surrounded by the...

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

7 nights from £682

April Cottage is a 2 bedroom, dog friendly cottage near the beach near Coverack.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £693 booking fees included

April Cottage

6199

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


Tucked away in an historic beachside location, this chic yet characterful semi-detached cottage has been lovingly restored and brought back to life, creating the perfect escape for...

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

7 nights from £693

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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.