Holiday cottages for 2027 in South England

Self catering holiday cottages for rent in 2027

Colwell Bay Cottages

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1680

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 £601

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 £601

Need more time? Reserve any cottage for up to 24 hours before booking.

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 £1652

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 £1652

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 £1480

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 £1480

Pickeridge Barn is a 6 bedroom, dog friendly self catering home near Haywards Heath.
  • Sleeps 14 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2070

Pickeridge Barn

5216

6 bedroom, dog friendly self catering home near Haywards Heath.


This beautifully converted eco-friendly barn is rather unique, the perfect holiday home for those looking for a multi-family getaway in the heart of the Sussex countryside. Situat...

  • Sleeps 14 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2070

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

7 nights from £623

Heringaud Barn

5251

2 bedroom, dog friendly self catering cottage near Alfriston.


This peaceful retreat is situated in the sleepy picturesque village of West Dean in the heart of the South Downs National Park, a short distance from Cuckmere Haven and the Seven S...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £623

Weald View Cottage is a 2 bedroom self catering cottage near Maidstone.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £550

Weald View Cottage

5284

2 bedroom self catering cottage near Maidstone.


Perfectly situated in the heart of the Kent countryside, this pretty semi-detached cottage with spectacular views across the Kent Weald is ideally located for walkers, couples and ...

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

7 nights from £550

Dovecote Garden

  • Sleeps 8 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £1214

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

Berry Cabin is a 2 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £428

Berry Cabin

5286

2 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.


What a little cutie! Berry Cabin is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrysid...

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

7 nights from £428

Reysons Barn is a 2 bedroom thatched self catering cottage near Rye.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £480

Reysons Barn

5285

2 bedroom thatched self catering cottage near Rye.


Reysons Barn is perfect for couples and families who are looking for a rural escape in East Sussex. Converted in 2009, this lovely thatched barn sits on the edge of a small orchard...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £480

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