May half term holiday cottages

We've got 76 holiday cottages matching your search in the South of England...

The Granary is a 2 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £822 booking fees included

The Granary

5037

2 bedroom, dog friendly self catering cottage near Haywards Heath.


The Granary is situated beside a working organic farm, a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty (...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £822

Valdora is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1077 booking fees included

Valdora

4959

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Perfectly situated in the heart of the charming village of Seaview, Valdora is a gorgeous holiday retreat, beautifully styled to offer the very best in contemporary living. Seaview...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1077

The Piggery at John Bulls House is a 1 bedroom self catering cottage near Horsham.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £119 per night + £63 booking fees

The Piggery at John Bulls House

4922

1 bedroom self catering cottage near Horsham.


The Piggery at John Bulls House is the perfect retreat for couples looking to stay at the foot of South Downs National Park. Situated in a quiet, rural and secluded location it giv...

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

From £119 per night

Quebec Barn is a 2 bedroom, dog friendly self catering apartment near Alfriston.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £797 booking fees included

Quebec Barn

4889

2 bedroom, dog friendly self catering apartment near Alfriston.


This historic property is situated in the unspoilt village of West Dean in the Cuckmere Valley close to the village of Alfriston and the Seven Sisters Country Park. The village, wh...

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

7 nights from £797

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  • 20% off

    16 Oct 2026 - 23 Oct 2026

    From £720.00 £588.60 booking fees included

  • 20% off

    23 Oct 2026 - 30 Oct 2026

    From £824.00 £671.80 booking fees included

Reserve your 2027 holiday for just £40.00

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The Old Stables is a 1 bedroom self catering cottage near the sea near Chichester.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £809 booking fees included

The Old Stables

4866

1 bedroom self catering cottage near the sea near Chichester.


The Old Stables has been beautifully converted and is a great base for visiting the Goodwood Estate, the city of Chichester, the beautiful village of Bosham and Emsworth, with its ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £809

Oystercatcher is a 3 bedroom luxury houseboat in Bembridge, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1498 * booking fees included

Oystercatcher

4869

3 bedroom luxury houseboat in Bembridge, Isle of Wight.


Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on boa...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1498 *

Westhill View is a 2 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £817 booking fees included

Westhill View

4882

2 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.


With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £817

9 The Ruskins  is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1599 booking fees included

9 The Ruskins

4865

3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.


This delightful family holiday home can be found just a short stroll from the beautiful beaches of Bembridge and a wonderful array of traditional shops and restaurants. Light fille...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1599

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 £1204 booking fees included

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 £1204

Moorhen Cottage is a 1 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £695 booking fees included

Moorhen Cottage

4548

1 bedroom, dog friendly self catering cottage near Battle.


Moorhen Cottage is a single-storey barn situated in a rural location in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the Sout...

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

7 nights from £695

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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