Holiday cottages for September in South England

We have 136 South England holiday cottages available in September.

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

From £121 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 £121 per night

Lazydays Hideaway is a 1 bedroom glamping Yurt with sea views and an outdoor bathtub 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 bathtub 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

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

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

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

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

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

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

7 nights from £624

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 £624

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