May half term holiday cottages

May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more

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

We've got 81 holiday cottages matching your search in the Isle of Man...

Norfolk Place is a Homestay registered property - only available for bookings during TT & MGP periods
  • Sleeps 8
  • No pets

Norfolk Place

209

Homestay registered property - only available for bookings during TT & MGP periods


This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. Norfolk Place is available for self-catering accommodation durin...

  • Sleeps 8
  • No pets
Abbey at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Abbey at Trail Lodge

174

Stylish studio apartment located in an idyllic national glen.


Abbey at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Ballasalla...

  • Sleeps 2
  • Dogs welcome
Silverburn at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Silverburn at Trail Lodge

170

Stylish studio apartment located in an idyllic national glen.


Silverburn at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Balla...

  • Sleeps 2
  • Dogs welcome
Cronk Urleigh Lodge is a Charming countryside retreat on the TT Course
  • Sleeps 4
  • Dogs welcome (1 only)

Cronk Urleigh Lodge

49

Charming countryside retreat on the TT Course


Situated on the world famous Isle of Man TT course just outside Kirk Michael village, guests at Cronk Urleigh Lodge can enjoy the racing from the raised patio of this property duri...

  • Sleeps 4
  • Dogs welcome (1 only)
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British Travel Awards 2025
Best company for UK holiday home rentals

Blackwood Cottage is a Romantic Ballaugh retreat with countryside views
  • Sleeps 5 + 2 cots
  • No pets

Blackwood Cottage

197

Romantic Ballaugh retreat with countryside views


Set amidst the rolling countryside of Ballaugh on the north-west coast of the Isle of Man, Blackwood Cottage is a beautifully characterful retreat offering peace, privacy and far-r...

  • Sleeps 5 + 2 cots
  • No pets
Croit Rance Cottage is a A charming rural retreat tucked into the peaceful hills of Ballafayle
  • Sleeps 4 + cot
  • Dogs welcome

Croit Rance Cottage

182

A charming rural retreat tucked into the peaceful hills of Ballafayle


Nestled in sweeping pastoral land with dreamy glimpses of the sea, Croit Rance Cottage offers a truly tranquil escape on the island’s beautiful east coast. Sitting moments from the...

  • Sleeps 4 + cot
  • Dogs welcome
Palm Villa is a Palm Villa is a spacious town house just seconds from the beach.
  • Sleeps 6 + cot
  • Dogs welcome

Palm Villa

179

Palm Villa is a spacious town house just seconds from the beach.


Ideal for families or groups of friends, Palm Villa is a tall, traditional 3-bedroom house recently refurbished to a modern standard. This self-catering holiday home offers a spaci...

  • Sleeps 6 + cot
  • Dogs welcome
Seaspray is a Luxury beachfront retreat with panoramic sea views.
  • Sleeps 8 + cot
  • Dogs welcome

Seaspray

180

Luxury beachfront retreat with panoramic sea views.


Seaspray is a luxurious 4-Star Gold self-catering retreat set right on the beach at Port Erin. Beautifully renovated throughout, this contemporary coastal haven combines comfort an...

  • Sleeps 8 + cot
  • Dogs welcome
Heron at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Heron at Trail Lodge

177

Stylish studio apartment located in an idyllic national glen.


Heron at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Ballasalla...

  • Sleeps 2
  • Dogs welcome
Drakes at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Drakes at Trail Lodge

176

Stylish studio apartment located in an idyllic national glen.


Drakes at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Ballasall...

  • Sleeps 2
  • Dogs welcome

Our guests rate us 4.8/5 on Feefo, the independent review site.

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With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Isle of Man. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.