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

Holly Cottage, Pett
Customers' Choice

Pett, East Sussex

Holly Cottage

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

4.8

out of 5

4 Mar7 nights

£867
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

29 Oct7 nights

£841
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

4.9

out of 5

6 Nov7 nights

£403
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

4 Dec7 nights

£283
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

16 Nov7 nights

£497
View
Outdoor area | Bensfield Treehouse, Wadhurst
Customers' Choice

Wadhurst, East Sussex

Bensfield Treehouse

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

5

out of 5

7 Jan7 nights

£1,086
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

18 Nov7 nights

£503
View
Exterior | Keeper’s Cottage, Crowborough
Customers' Choice

Crowborough, East Sussex

Keeper’s Cottage

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

4.5

out of 5

17 Nov7 nights

£383
View
Exterior | Saunders Oast Barn, Guestling, nr. Hastings
Customers' Choice

Guestling, near Hastings, East Sussex

Saunders Oast Barn

Coastal
Luxury
Wifi
  • 9 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.6

out of 5

9 Jan7 nights

£961
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

4.2

out of 5

28 Jan7 nights

£413
View

See more cottages in High Weald

More Holiday Cottages in High Weald

Holly Cottage, Pett
Customers' Choice

Pett, East Sussex

Holly Cottage

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

4.8

out of 5

4 Mar7 nights

£867
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

29 Oct7 nights

£841
View
Exterior | Thornsdale - Thornsdale Oast, Iden

Iden, East Sussex

Thornsdale Oast

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.3

out of 5

14 Dec7 nights

£1,226
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

4.9

out of 5

6 Nov7 nights

£403
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

4 Dec7 nights

£283
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

16 Nov7 nights

£497
View
Outdoor area | Bensfield Treehouse, Wadhurst
Customers' Choice

Wadhurst, East Sussex

Bensfield Treehouse

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

5

out of 5

7 Jan7 nights

£1,086
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

18 Nov7 nights

£503
View
Exterior | Keeper’s Cottage, Crowborough
Customers' Choice

Crowborough, East Sussex

Keeper’s Cottage

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

4.5

out of 5

17 Nov7 nights

£383
View
Exterior | Saunders Oast Barn, Guestling, nr. Hastings
Customers' Choice

Guestling, near Hastings, East Sussex

Saunders Oast Barn

Coastal
Luxury
Wifi
  • 9 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.6

out of 5

9 Jan7 nights

£961
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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