High Weald Cottages

From bluebell-filled woodlands to heathlands dotted with wildflowers this outdoor playground is waiting to be discovered from one of our High Weald cottages.

High Weald

High Weald Holiday Cottages - Top Rated by our Customers

Exterior | Lower Marley Farm - Quince Cottage, Sedlescombe, nr. Battle
Customers' Choice

Sedlescombe, near Battle, East Sussex

Lower Marley Farm - Quince Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£333
View
Outdoor area | Culver Croft, Chiddingstone
Customers' Choice

Chiddingstone, Kent

Culver Croft

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£727
View
Bathroom | The Challoners, Robertsbridge
Customers' Choice

Robertsbridge, East Sussex

The Challoners

Pets stay free
Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£841
View
Bedroom | Garden Cottage, Icklesham
Customers' Choice

Icklesham, East Sussex

Garden Cottage

Coastal
Wifi
Car parking on site
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£467
View
Delightful detached barn conversion | Ivy Cottage, Ewhurst Green, near Bodiam
Customers' Choice

Ewhurst Green, near Bodiam, East Sussex

Ivy Cottage

Wifi
Car parking on site
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£527
View
Exterior | Keeper’s Cottage, Crowborough
Customers' Choice

Crowborough, East Sussex

Keeper’s Cottage

Pets stay free
Wifi
Car parking on site
Detached
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 nights

From

£437
View
Exterior | Quail Cottage, Cuckfield
Customers' Choice

Cuckfield, East Sussex

Quail Cottage

Wifi
Car parking on site
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£417
View
Exterior | Mouse House, Hastings
Customers' Choice

Hastings, East Sussex

Mouse House

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.7

out of 5

7 nights

From

£403
View
Delightful holiday cottage on a former hop farm | Pickdick Stable, Brede, near Rye
Customers' Choice

Brede, near Rye, East Sussex

Pickdick Stable

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£533
View
Exterior | Lower Marley Farm - Apple Cottage, Sedlescombe, nr. Battle

Sedlescombe, near Battle, East Sussex

Lower Marley Farm - Apple Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£333
View
Well presented open plan living space | Newhope, Winchelsea Beach, near Rye

Winchelsea Beach, near Rye, East Sussex

Newhope

Pets stay free
Coastal
Car parking on site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.1

out of 5

7 nights

From

£407
View

More Holiday Cottages in High Weald

Exterior | Thornsdale - Thornsdale Oast, Iden

Iden, East Sussex

Thornsdale Oast

Pets stay free
Wifi
Car parking on site
Enclosed Garden / Patio
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.3

out of 5

7 nights

From

£1,162
View
Exterior | Lower Marley Farm - Quince Cottage, Sedlescombe, nr. Battle
Customers' Choice

Sedlescombe, near Battle, East Sussex

Lower Marley Farm - Quince Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£333
View
Outdoor area | Culver Croft, Chiddingstone
Customers' Choice

Chiddingstone, Kent

Culver Croft

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£727
View
Bathroom | The Challoners, Robertsbridge
Customers' Choice

Robertsbridge, East Sussex

The Challoners

Pets stay free
Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£841
View
Bedroom | Garden Cottage, Icklesham
Customers' Choice

Icklesham, East Sussex

Garden Cottage

Coastal
Wifi
Car parking on site
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£467
View
Delightful detached barn conversion | Ivy Cottage, Ewhurst Green, near Bodiam
Customers' Choice

Ewhurst Green, near Bodiam, East Sussex

Ivy Cottage

Wifi
Car parking on site
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£527
View
Exterior | Keeper’s Cottage, Crowborough
Customers' Choice

Crowborough, East Sussex

Keeper’s Cottage

Pets stay free
Wifi
Car parking on site
Detached
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 nights

From

£437
View
Exterior | Quail Cottage, Cuckfield
Customers' Choice

Cuckfield, East Sussex

Quail Cottage

Wifi
Car parking on site
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£417
View
Exterior | Mouse House, Hastings
Customers' Choice

Hastings, East Sussex

Mouse House

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.7

out of 5

7 nights

From

£403
View
Delightful holiday cottage on a former hop farm | Pickdick Stable, Brede, near Rye
Customers' Choice

Brede, near Rye, East Sussex

Pickdick Stable

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£533
View
Exterior | Lower Marley Farm - Apple Cottage, Sedlescombe, nr. Battle

Sedlescombe, near Battle, East Sussex

Lower Marley Farm - Apple Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£333
View

Why book a High Weald cottage with cottages.com?

This stunning region offers the perfect backdrop for any type of holiday, whether you’re seeking a cosy self-catering cottage for a family retreat or a luxurious holiday cottage for a romantic getaway, we've got you covered. Our holiday cottages in High Weald are ideal for families, couples, and solo travellers, our cottages provide a home-from-home experience with fully equipped kitchens and comfortable living areas. Enjoy the freedom to explore the Sussex countryside at your own pace.

Where to stay in High Weald?

The High Weald AONB is dotted with picturesque towns and villages, each with its own unique character and charm. Explore the historic town of Rye, the picturesque village of Battle, or the bustling town of Hastings to experience the region’s rich history and culture. With over 1,000 miles of footpaths and bridleways, the High Weald AONB is a walker’s paradise. Whether you prefer gentle strolls or challenging hikes, there’s a trail for everyone. For the more adventurous, the High Weald AONB offers a variety of rock climbing routes. Whether you’re a beginner or an experienced climber, you’ll find climbs to suit your skill level.

Explore