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

Charming property | The Cart Lodge, Hooe, Battle
Customers' Choice

Hooe, Battle, East Sussex

The Cart Lodge

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

2 Feb•7 nights

£393
View
Exterior | Lower Marley Farm - Quince Cottage, Sedlescombe, nr. Battle
Customers' Choice

Sedlescombe, near Battle, East Sussex

Lower Marley Farm - Quince Cottage

Coastal
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.6

out of 5

20 Nov•7 nights

£263
View
Living room/dining room | Chilsham Barn, Herstmonceux, nr. Hailsham
Customers' Choice

Herstmonceux, near Hailsham, East Sussex

Chilsham Barn

Wifi
Car Parking On Site
Detached
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

16 Jan•7 nights

£527
View
Well presented open plan living space | Newhope, Winchelsea Beach, near Rye

Winchelsea Beach, near Rye, East Sussex

Newhope

Coastal
Car Parking On Site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.4

out of 5

28 Jan•7 nights

£377
View
Lovely single-storey cottage lies within the grounds of the owner’s 400-year-old farmhouse | Cornbrash Farm Cottage, Earlsdown, near Heathfield
Customers' Choice

Earlsdown, near Heathfield, East Sussex

Cornbrash Farm Cottage

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

23 Nov•7 nights

£383
View
Bathroom | The Challoners, Robertsbridge
Customers' Choice

Robertsbridge, East Sussex

The Challoners

Luxury
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

5

out of 5

15 Nov•7 nights

£841
View
Exterior | Brook Farm Annex, Ashford
Customers' Choice

Ashford, Kent

Brook Farm Annex

Luxury
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

27 Jan•7 nights

£393
View
Exterior | The Quarter House, Rye

Rye, East Sussex

The Quarter House

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.2

out of 5

7 Jan•7 nights

£377
View
Charming property | Woodpeckers, Cowbeech, near Hailsham
Customers' Choice

Cowbeech, near Hailsham, East Sussex

Woodpeckers

Car Parking On Site
Enclosed Garden / Patio
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.4

out of 5

5 Dec•7 nights

£413
View
Charming holiday apartment | Seagull’s Nest, Hastings

Hastings, East Sussex

Seagull’s Nest

Coastal
Wifi
Pub Within 1 Mile
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.5

out of 5

10 Dec•7 nights

£367
View
Exterior | Swallow’s Barn, Ashburnham, Battle
Customers' Choice

Ashburnham, Battle, East Sussex

Swallow’s Barn

Wifi
Car Parking On Site
Detached
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 Jan•7 nights

£637
View

See more cottages in High Weald

More Holiday Cottages in High Weald

Charming property | The Cart Lodge, Hooe, Battle
Customers' Choice

Hooe, Battle, East Sussex

The Cart Lodge

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

2 Feb•7 nights

£393
View
Exterior | Lower Marley Farm - Quince Cottage, Sedlescombe, nr. Battle
Customers' Choice

Sedlescombe, near Battle, East Sussex

Lower Marley Farm - Quince Cottage

Coastal
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.6

out of 5

20 Nov•7 nights

£263
View
Living room/dining room | Chilsham Barn, Herstmonceux, nr. Hailsham
Customers' Choice

Herstmonceux, near Hailsham, East Sussex

Chilsham Barn

Wifi
Car Parking On Site
Detached
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

16 Jan•7 nights

£527
View
Well presented open plan living space | Newhope, Winchelsea Beach, near Rye

Winchelsea Beach, near Rye, East Sussex

Newhope

Coastal
Car Parking On Site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.4

out of 5

28 Jan•7 nights

£377
View
Lovely single-storey cottage lies within the grounds of the owner’s 400-year-old farmhouse | Cornbrash Farm Cottage, Earlsdown, near Heathfield
Customers' Choice

Earlsdown, near Heathfield, East Sussex

Cornbrash Farm Cottage

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

23 Nov•7 nights

£383
View
Bathroom | The Challoners, Robertsbridge
Customers' Choice

Robertsbridge, East Sussex

The Challoners

Luxury
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

5

out of 5

15 Nov•7 nights

£841
View
Exterior | Brook Farm Annex, Ashford
Customers' Choice

Ashford, Kent

Brook Farm Annex

Luxury
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

27 Jan•7 nights

£393
View
Exterior | The Quarter House, Rye

Rye, East Sussex

The Quarter House

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.2

out of 5

7 Jan•7 nights

£377
View
Charming property | Woodpeckers, Cowbeech, near Hailsham
Customers' Choice

Cowbeech, near Hailsham, East Sussex

Woodpeckers

Car Parking On Site
Enclosed Garden / Patio
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.4

out of 5

5 Dec•7 nights

£413
View
Charming holiday apartment | Seagull’s Nest, Hastings

Hastings, East Sussex

Seagull’s Nest

Coastal
Wifi
Pub Within 1 Mile
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.5

out of 5

10 Dec•7 nights

£367
View
Exterior | Swallow’s Barn, Ashburnham, Battle
Customers' Choice

Ashburnham, Battle, East Sussex

Swallow’s Barn

Wifi
Car Parking On Site
Detached
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 Jan•7 nights

£637
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.

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