Holiday cottages for September in Sussex

We have 34 Sussex 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 £2266 booking fees included

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 £2266

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

7 nights from £569 booking fees included

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

7 nights from £569

We are Gold accredited with the Green Tourism Business Scheme.

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

7 nights from £569 booking fees included

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

7 nights from £569

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

7 nights from £687 booking fees included

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 £687

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

From £81 per night + £53 booking fees

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

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 £1281 booking fees included

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 £1281

The Granary is a 2 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £888 booking fees included

The Granary

5037

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


The Granary is situated beside a working organic farm, a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty (...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £888

The Piggery at John Bulls House is a 1 bedroom self catering cottage near Horsham.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £119 per night + £63 booking fees

The Piggery at John Bulls House

4922

1 bedroom self catering cottage near Horsham.


The Piggery at John Bulls House is the perfect retreat for couples looking to stay at the foot of South Downs National Park. Situated in a quiet, rural and secluded location it giv...

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

From £119 per night

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

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

7 nights from £743 booking fees included

Quebec Barn

4889

2 bedroom, dog friendly self catering apartment near Alfriston.


This historic property is situated in the unspoilt village of West Dean in the Cuckmere Valley close to the village of Alfriston and the Seven Sisters Country Park. The village, wh...

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

7 nights from £743

View
  • 20% off

    17 Jul 2026 - 24 Jul 2026

    From £1123.00 £911.00 booking fees included

  • 20% off

    31 Jul 2026 - 7 Aug 2026

    £1183.00 £959.00 booking fees included

  • 20% off

    7 Aug 2026 - 14 Aug 2026

    £1183.00 £959.00 booking fees included

The Old Stables is a 1 bedroom self catering cottage near the sea near Chichester.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £800 booking fees included

The Old Stables

4866

1 bedroom self catering cottage near the sea near Chichester.


The Old Stables has been beautifully converted and is a great base for visiting the Goodwood Estate, the city of Chichester, the beautiful village of Bosham and Emsworth, with its ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £800

Load more