Romantic valentine breaks in Sussex

Romantic valentine breaks in Sussex

What better way to show your loved one how much you care, than to whisk them off for a romantic Valentine's break in Sussex? Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 11 luxury cottages for a valentine's break in Sussex.

Moorhen Cottage is a 1 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £604

Moorhen Cottage

4548

1 bedroom, dog friendly self catering cottage near Battle.


Moorhen Cottage is a single-storey barn situated in a rural location in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the Sout...

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

7 nights from £604

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

From £100 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 £100 per night

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

From £100 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 £100 per night

Little Oak Treehouse is a Dog friendly treehouse near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £140 per night

Little Oak Treehouse

5288

Dog friendly treehouse near Pulborough.


This gorgeous quirky treehouse situated just two hours from London, is the perfect escape for a romantic getaway. Truly unique and in a lovely part of West Sussex, it sits in a sec...

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

From £140 per night

4 Roberts Row is a 2 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £631

4 Roberts Row

4823

2 bedroom, dog friendly self catering cottage near Rye.


4 Roberts Row is a delightful cottage bursting with character, situated in the small hamlet of Beckley with easy access to the popular town of Rye. This beautiful terraced cotta...

  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £631

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

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 £572

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 £572

Medleys Barn is a 2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £591

Medleys Barn

4476

2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £591

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  • 20% off

    30 Dec 2024 - 3 Jan 2025

    £858.00 £686.40

We’re here to help you find your perfect place to stay 7 days a week.

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

7 nights from £617

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 £617

Castlemans Coach House is a 4 bedroom self catering cottage near Battle.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1322

Castlemans Coach House

5124

4 bedroom self catering cottage near Battle.


In the heart of 1066 country and within walking distance of the pretty village of Sedlescombe, this former coach house is the perfect place for families and friends looking for a l...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1322

Load more

Treat your other half to a romantic Valentine's break and whisk them away to Cornwall, Devon, Somerset, Dorset, the New Forest or over onto the Isle of Wight. The South and West is the perfect place to spend the Valentine weekend. Whether you fancy hiding away in a cottage deep in the heart of the countryside, or snuggling up in a cosy fisherman's cottage by the sea, we've got lots of romantic hideaways for you to choose from. Here's our selection of Luxury holiday cottages available for Valentine's breaks.

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