Cottages For May in South England

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

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

7 nights from £1605 *

Halland Rise

5500

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


Introducing Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lon...

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

7 nights from £1605 *

Firestone Lodge is a 4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1589

Firestone Lodge

5494

4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.


Set back from the road and only a short walk from the pretty tidal estuary at Wootton Creek, Firestone Lodge sets the scene for your luxury holiday with family, friends and your mu...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1589

Costers Lodge is a 3 bedroom, dog friendly self catering cottage in Midhurst.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2500

Costers Lodge

5490

3 bedroom, dog friendly self catering cottage in Midhurst.


Sitting in gorgeous countryside, this 100 year old luxury sandstone cottage is just a stone's throw from Cowdray House and only a five-minute drive from the centre of Midhurst. It'...

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

7 nights from £2500

Tap Cottage is a 3 bedroom, dog friendly cottage in the heart of Stockbridge and close to Winchester
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1908

Tap Cottage

5417

3 bedroom, dog friendly cottage in the heart of Stockbridge and close to Winchester


Within the bustling village of Stockbridge, this contemporary cottage has been renovated to an exceptional standard. There is so much to explore locally; with sites such as Salisbu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1908

Dar View is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1817

Dar View

5458

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


If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to Dar View. An exquisite 'New England' style holiday...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1817

Lower Buoys is a 2 bedroom luxury apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £840

Lower Buoys

5457

2 bedroom luxury apartment near the beach in Seaview, Isle of Wight.


Looking for buried treasure and an Island adventure? Look no further than this superb ground floor, luxury apartment in a premier destination, in the heart of Seaview. Enjoy beachs...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £840

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

North Barn at Pickeridge is a 2 bedroom self catering cottage near Haywards Heath.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £627

North Barn at Pickeridge

5215

2 bedroom self catering cottage near Haywards Heath.


North Barn at Pickeridge is the perfect abode for couples and families. It sits in a secluded location on a 120 acre working farm in a beautiful valley between Ardingly and West Ho...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £627

Matilda is a 1 bedroom, dog friendly self catering cabin near Battle.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £84 per night

Matilda

5380

1 bedroom, dog friendly self catering cabin near Battle.


This wonderful enchanting medieval-styled cabin is only a couple of hours from London, situated on land that was once part of the Battle Abbey Estate in 1066 country. If you're loo...

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

From £84 per night

Lazydays Hideaway is a 1 bedroom glamping Yurt with sea views and an outdoor bath near Ventnor, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night

Lazydays Hideaway

5381

1 bedroom glamping Yurt with sea views and an outdoor bath near Ventnor, Isle of Wight.


Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you wan...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night

Rose Cottage is a 3 bedroom self catering cottage near the beach in Hythe.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £883

Rose Cottage

5304

3 bedroom self catering cottage near the beach in Hythe.


Rose Cottage is an enchanting Grade II Listed period property situated in the heart of Hythe within walking distance of the Royal Military Canal, the seafront, and local amenities....

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £883

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