Rye Cottages

Rye Cottages

For an unforgettable Sussex holiday, head to the charming and timeless town of Rye. Wander around the picturesque cobbled streets with their medieval buildings, tea rooms, galleries and boutiques, and uncover the fascinating tales of Rye's smuggling history.  Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 13 self catering cottages in Rye to show you...

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 £490

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 £490

Pump Cottage is a 2 bedroom self-catering cottage in Rye.
  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £474

Pump Cottage

5788

2 bedroom self-catering cottage in Rye.


Situated in the heart of Rye and just a short walk from the railway station, Pump Cottage is perfectly positioned for exploring this medieval town, 1066 country and the golden beac...

  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £474

Hayesland Lodge is a 1 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £510

Hayesland Lodge

5700

1 bedroom, dog friendly self catering cottage near Rye.


This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...

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

7 nights from £510

The Little Lodge is a 1 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £391

The Little Lodge

5599

1 bedroom, dog friendly self catering cottage near Rye.


This peaceful retreat for two is nestled in an Area of Outstanding Natural Beauty, near the village of Broad Oak and a short drive from the medieval town of Rye, Battle and the bea...

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

7 nights from £391

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

Darjeeling Lodge is a 2 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £494

Darjeeling Lodge

5598

2 bedroom, dog friendly self catering cottage near Rye.


If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...

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

7 nights from £494

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

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

7 nights from £659

Strawberry Hole Barn

5814

2 bedroom thatched, dog friendly self catering cottage near Rye.


Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...

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

7 nights from £659

We are Gold accredited with the Green Tourism Business Scheme.

Luffs Farm is a 5 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1295

Luffs Farm

5653

5 bedroom, dog friendly self catering cottage near Battle.


This delightful farmhouse situated in 1066 country, has views over the valley towards the village of Sedlescombe. It makes an excellent retreat for families and friends looking for...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1295

Castlemans Stables West is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £563

Castlemans Stables West

4422

2 bedroom, dog-friendly self-catering cottage near Battle.


Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is one of a pair of sympathetically converted ...

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

7 nights from £563

Load more

History-lovers will enjoy a visit to St Mary's Church and Rye Castle Museum, and Bodiam Castle is just a short drive away. Explore the charm of East Sussex, where you can head to the seaside for a trip to the pretty beach of Camber Sands, uncover fascinating history and heritage at nearby Battle, and enjoy an idyllic afternoon at an award-winning vineyard.

Back to top