Holiday cottages for September in South England

We have 127 South England holiday cottages available in September.

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 £2203

Pickeridge Barn

5216

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


This newly converted and 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 £2203

Dovecote Garden

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

7 nights from £1415

Choose from our exclusive collection at the best prices with real time availability.

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 £735

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 £735

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

7 nights from £750

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 £750

Cala Lily is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £90 per night

Cala Lily

5289

Dog friendly shepherds hut near Pulborough.


With countryside views and just two hours from London, Cala Lily is a luxury shepherd's hut situated in the beautiful countryside of West Sussex and offers a dreamy escape where yo...

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

From £90 per night

Douglas Fir is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £90 per night

Douglas Fir

5290

Dog friendly shepherds hut near Pulborough.


Hidden away in the West Sussex countryside yet just two hours from London, this luxury shepherd's hut offers a magical escape for two. Beautiful and handcrafted, it has all you ...

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

From £90 per night

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 £456

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 £456

Jessie is a Luxury dog friendly Shepherds Hut near Battle.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £81 per night

Jessie

5231

Luxury dog friendly Shepherds Hut near Battle.


Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £81 per night

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

South Barn at Pickeridge is a 3 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1218

South Barn at Pickeridge

5211

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


South Barn at Pickeridge is tucked away on a 120 acre working farm in a secluded valley between West Hoathly and Ardingly. It's the perfect retreat for families and friends looking...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1218

Newclose Houseboat is a 3 bedroom houseboat with sea views in Bembridge, Isle of Wight
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £1392

Newclose Houseboat

5200

3 bedroom houseboat with sea views in Bembridge, Isle of Wight


Welcome aboard Newclose Houseboat, a beautifully restored contemporary houseboat located in picturesque Bembridge harbour on the Isle of Wight, just a short stroll away from the st...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £1392

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