May Half Term Holiday Cottages

We have 749 cottages available for May half term

The Tea Hut is a 1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £415

The Tea Hut

4477

1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...

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

7 nights from £415

Welloe Rock is a 4 bedroom, dog friendly cottage with sea views near the beach at Rinsey.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2058

Welloe Rock

4478

4 bedroom, dog friendly cottage with sea views near the beach at Rinsey.


The 'wow' when you walk in, will be audible! This quintessential and very spacious cottage by the sea at Rinsey is absolutely stunning. Be it the games barn with table-tennis, the ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2058

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

Tregye Farm is a 7 bedroom dog friendly self catering home near Truro, South Cornwall.
  • Sleeps 16 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3999

Tregye Farm

4455

7 bedroom dog friendly self catering home near Truro, South Cornwall.


The ultimate luxury getaway set in an idyllic and peaceful hamlet, this stunning property really has the wow factor. This gorgeous converted barn is in an acre of private garden an...

  • Sleeps 16 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3999

Windy Ridge is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2303

Windy Ridge

4464

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2303

The Newstead is a 4 bedroom house with sauna and cinema room near Crantock beach.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1853

The Newstead

4441

4 bedroom house with sauna and cinema room near Crantock beach.


Nestled in the pretty rural coastal village of Crantock, just a five minute walk from the large sandy beach, with its traditional village pubs, cute cafes and pretty village centre...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1853

Rosie's Hut is a Shepherds hut with wood-fired hot tub near Totnes, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £62 per night

Rosie's Hut

4431

Shepherds hut with wood-fired hot tub near Totnes, South Devon.


Simply wow! Set in the most idyllic location, Rosie's Hut is a beautifully appointed retreat, surrounded by uninterrupted countryside views. The icing on the cake is the glorious w...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £62 per night

Buttervilla Retreat is a 2 bedroom, dog friendly holiday cottage with hot tub near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £789

Buttervilla Retreat

4447

2 bedroom, dog friendly holiday cottage with hot tub near Looe, South Cornwall.


Buttervilla Retreat offers its own bubble of peacefulness from wonderful interiors to the perfect location for exploring two counties. No detail has been overlooked; furnished thro...

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

7 nights from £789

Stargazy is a 2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1080

Stargazy

4436

2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.


Tucked away between the open fields on Cornwall's alluring north coast, Stargazy is settled in the quiet idyll of rural bliss. This is a stunning semi-detached two bedroom, gra...

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

7 nights from £1080

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

Wreath Farmhouse is a 4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1348

Wreath Farmhouse

4445

4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.


Wreath Farm is in a rural setting overlooking open countryside, just 10 miles inland from the beach at Lyme Regis and the stunning Jurassic Coast. The farmstead now has a new li...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1348

Dreamcatcher Cottage is a 3 bedroom holiday cottage with sea views in Marazion, West Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £1413

Dreamcatcher Cottage

4435

3 bedroom holiday cottage with sea views in Marazion, West Cornwall.


If you're looking for a beautifully appointed house to soak up one of Cornwall's most picturesque scenes, this gem certainly fits the bill. Tucked away on the outskirts of Maraz...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £1413

Load more