Cottages For May in South England

Cottages For May in South England

Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit South EnglandRead more

Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in South England. So have a look through our 145 holiday cottages available this May in South England.

We have 145 self catering cottages available to rent in May in South England

The Little Dairy Park Farm is a 2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £838

The Little Dairy Park Farm

5636

2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.


This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £838

The Shack is a 1 bedroom, dog friendly holiday cottage with sea views in Cowes.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £963

The Shack

5634

1 bedroom, dog friendly holiday cottage with sea views in Cowes.


Overlooking the waters of the Solent, start your mornings on the front deck admiring the view whilst deciding how to spend your day. Instantly relax into your holiday and breathe i...

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

7 nights from £963

Darjeeling Lodge is a 2 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £536

Darjeeling Lodge

5598

2 bedroom, dog friendly self catering cottage near Rye.


If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...

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

7 nights from £536

Driftwood is a 2 bedroom dog friendly luxury retreat with private hot tub.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £924 *

Driftwood

5613

2 bedroom dog friendly luxury retreat with private hot tub.


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do, an...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £924 *

Escape Away is a 2 bedroom dog friendly luxury retreat with private hot tub
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £924 *

Escape Away

5612

2 bedroom dog friendly luxury retreat with private hot tub


Close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful and relaxing h...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £924 *

4 Church Square is a 1 bedroom, dog friendly self catering cottage in Rye.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £506

4 Church Square

5520

1 bedroom, dog friendly self catering cottage in Rye.


Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...

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

7 nights from £506

Moo Cottage is a 3 bedroom, dog friendly holiday cottage near the sea, near Lymington.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1540

Moo Cottage

5566

3 bedroom, dog friendly holiday cottage near the sea, near Lymington.


Waiting for you overlooking the Beaulieu River, with views across the Solent to the Isle of Wight, is Moo Cottage. A welcoming haven to while away the days; with a beautiful art ga...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1540

View
  • 10% off

    3 May 2024 - 10 May 2024

    £1712.00£1540.80

  • 10% off

    10 May 2024 - 17 May 2024

    £1760.00£1584.00

  • 10% off

    17 May 2024 - 24 May 2024

    £1760.00£1584.00

Blakesley Cottage is a 2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £679

Blakesley Cottage

5565

2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight.


Nestled in the very heart of the Isle of Wight's rolling countryside close to the quintessential English village of Godshill yet just a short drive away from the stunning beaches o...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £679

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

Bagwich House

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1615

Tamarisk House is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2652

Tamarisk House

5516

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


If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2652

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