Holiday Cottages in East Sussex

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Holiday Cottages in East Sussex

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Your Heathfield, East Sussex search returned 101 cottages

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Map View
A driveway leading to a white cottage and a black wooden garage with garden and trees at Oast Cottage in West Peckham near Hadlow
68
West Peckham near Hadlow, Kent, ME18
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A homely ground-floor cottage tucked away on the rural outskirts of West Peckham near Hadlow, Kent. Underfloor heating. Private garden. WiFi. Tonbridge 5.8 miles; Maidstone 9.1 miles; Royal Tunbridge Wells 10.8 miles. (Ref. 1068731)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £760

Last booked 2 days ago
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A brick garage with wooden doors and a tiled roof next to a brick wall with a wooden gate at Orchard Retreat in Paddock Wood Kent
33
Paddock Wood, Kent, Kent, TN12
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

This delightful holiday property rests in Paddock Wood, Kent. Countryside views. Woodburning stove. Large, lawned area. Tonbridge 6.2 miles; Royal Tunbridge Wells 7.2 miles; Maidstone 11.6 miles (Ref. 1127384)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £428

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Exterior view of a brick house with a tiled roof a small porch with plants on a gravel driveway at Stables Cottage Burwash near Heathfield
23
Burwash near Heathfield, East Sussex, TN21
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

An annexe on the grounds of the owner's home, on the outskirts of the town of Heathfield. Woodburning stove. New kitchen. Enclosed garden with barbecue and fire pit. Heathfield 3.4 miles; Battle 10.1 miles; Royal Tunbridge Wells 14.5 miles. (Ref. 1026426)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £500

Last booked yesterday
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A gravel driveway leading to a house with wooden and brick exterior surrounded by trees and plants at Spindlewood Cottage in Hawkhurst
Offer
46
Hawkhurst, Kent, TN18
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

This neatly-presented, two-bedroom annexe resides in Hawkhurst, Kent. In an AONB. Private patio. Smart TV. Royal Tunbridge Wells 15.3 miles; Maidstone 18.8 miles; Hastings 14.1 miles. (Ref. 1136422)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 10% off - Fri 8th Aug to 14th Aug 2025

7 nights from £576

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An exterior view of a brick and wooden building with plants in pots and gravel ground at Pump House in Hellingly near Hailsham
26
Hellingly near Hailsham, East Sussex, BN27
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Fabulous detached cottage in Hellingly near The Cuckoo Trail. Superb countryside views, WiFi and hot tub. Ideal for a romantic getaway. Underfloor heating. Pet-friendly. Herstmonceux 2.2 miles. (Ref. 932577)

  • Wi-fi
  • Hot Tub
  • Washing machine

7 nights from £537

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A white wooden building with a black door and windows under a sloped roof at White Hart Stables in Catsfield
35
Catsfield, East Sussex, TN33
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

This stunning converted stable is located in Catsfield, East Sussex. Enclosed courtyard. Open-plan living. Romantic. Battle 2.9 miles; Bexhill-on Sea 5 miles; Hastings 7.2 miles. (Ref. 1094693)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £380

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A patio with wooden table and chairs surrounded by potted plants and flowers at Herbrand House Cooden Beach near Bexhill-on-Sea
16
Cooden Beach near Bexhill-on-Sea, East Sussex, TN39
  • Sleeps3
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

Luxurious self-contained wing of the owner's home in Cooden Beach. Stunning garden with direct beach access. All ground floor. Patio. WiFi. Superb walking, cycling and touring. Bexhill-on-Sea 2.5 miles. (Ref. 930260)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £476

Last booked yesterday
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A rural farm area with trees fields and farm buildings at Forest Farm Cottage in Balcombe
24
Balcombe, West Sussex, RH17
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

An attractive, pet-friendly lodge sitting on the outskirts of Balcombe, West Sussex. Off-road parking. Enclosed garden. Family-friendly. Rural location. Smart TV. Woodburning stove. Haywards Heath 7.9 miles; Horsham 12.7 miles. (Ref. 1072258)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £659

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A gravel driveway leading to a small house with wooden doors and windows surrounded by trees and shrubs at The Old Stables in Headcorn
38
Headcorn, Kent, TN27
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

The Old Stables is a charming annexe, within extensive grounds boasting a lake, meadow, fields, and orchards, in the quaint village of Headcorn, Kent. Staplehurst 4.2 miles; Maidstone 9.2 miles; High Weald National Landscape 14.2 miles. (Ref. 1162125)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from £487

Last booked 2 days ago
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An exterior view of a brick building with wooden doors and a parking area at The Milking Parlour Frittenden near Cranbrook Kent
38
Frittenden near Cranbrook, Kent, Kent, TN17
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

The Milking Parlour is a characterful, two-bedroom cottage residing in Frittenden near Cranbrook, Kent. Near the High Weald AONB. Woodburning stove. Goudhurst 8.3 miles; Tenterden 8.4 miles; Maidstone 12.9 miles. (Ref. 1138166)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £613

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A brick exterior with a wooden door and two windows with brown frames and a black metal table with four chairs outside at Swallows Lodge in Dormansland
32
Dormansland, Surrey, TN8
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

This stunning, three-bedroom holiday home rests on the outskirts of Dormansland, Surrey. Smart TVs. Woodburning stove. Off-road parking. In an AONB. Crawley 13.4 miles; Royal Tunbridge Wells 14 miles; Horsham 22.2 miles. (Ref. 1133122)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £1012

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A wooden cabin with a sloped roof surrounded by trees and a gravel path at Ghyll Park Farm in Horam
49
Horam, East Sussex, TN21
  • Sleeps10
  • Bedrooms4
  • PetsYes

    5.0

    Sykes Rating

A fantastic five-bedroom barn conversion resting on the outskirts of Horam, Sussex. Open-plan. Woodburning stove. Off-road parking. Dog-friendly. Bedrooms with TVs. Eastbourne 15.3 miles; Royal Tunbridge Wells 15.4 miles; Hastings 20.3 miles. (Ref. 1107680)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £1527

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An outdoor patio with a metal table and four chairs next to a house with a window and a fenced garden at Albie's End in Battle
30
Battle, East Sussex, TN33
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A fabulous annexe resting near Ninfield in East Sussex. Electric fire. Countyside views. In the High Weald AONB. Romantic. Battle 3.4 miles; Bexhill-on-Sea 5.2 miles; Hastings 7.4 miles; Rye 17.1 miles. (Ref. 1057964)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £397

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A courtyard with a brick driveway surrounded by brick buildings and hanging flower baskets at Granary Cottage in Royal Tunbridge Wells
20
Royal Tunbridge Wells, East Sussex, TN3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Delightful bright and airy mews cottage, beautifully refurbished and close to the charming town of Tunbridge Wells. A cosy getaway for two. (Ref. 988999)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £579

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A patio with a table and four chairs outside a house with white walls and a tiled roof at Heath Retreat in Buxted
65
Buxted, East Sussex, TN22
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.3

    Sykes Rating

A bright and spacious single-storey holiday home resting in Buxted, in East Sussex. Ground-floor living. Off-road parking. Swimming pool. Crowborough 6.4 miles; Royal Tunbridge Wells 12.5 miles. (Ref. 1083739)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom

7 nights from £953

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A small outdoor seating area with a white table and chair next to a black wooden house surrounded by colorful flowers at Cherry Orchard Farm in Wateringbury
22
Wateringbury, Kent, ME15
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Cherry Orchard Farm, a lovely barn conversion resting just outside Wateringbury, Kent. Single-storey. Private garden. Open-plan. Private parking. Maidstone 4.8 miles; Tonbridge 10.9 miles; High Weald National Landscape 17.2 miles. (Ref. 1148600)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £554

Last booked 3 days ago
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A pond surrounded by trees and bushes with houses on the far side at Miswells Cottages - Lake View in Turners Hill near East Grinstead
31
Turners Hill near East Grinstead, West Sussex, RH10
  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

Delightful wing over 1st and 2nd floors in Turners Hill. Beautifully furnished in traditional style.Both bedrooms en-suite. Private decked area with views over lake and woodland. WiFi. Lovely walking, cycling and touring area. East Grinstead 3 miles (Ref. 933423)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £563

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A street view of a white and black building with a yellow door and stone sidewalks at All Saints in Hastings
40
Hastings, East Sussex, TN34
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

All Saints is a characterful, ground-floor apartment resting close to a beach, shop and pub in the town of Hastings, East Sussex, and is pet-friendly. St Leonards 2 miles; Rye 11.4 miles; High Weald National Landscape 17.8 miles. (Ref. 1162310)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £653

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A wooden outdoor seating area with chairs and table beside a small building at Loose Farm Lodge in Battle
19
Battle, East Sussex, TN33
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A charming two-bedroom detached lodge resting in Battle, East Sussex. Open-Plan. Smart TV. Off-road parking. Hastings 5.4 miles; Bexhill-on-Sea 7.9 miles; Eastbourne 16.5 miles. (Ref. 1076275)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £485

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A backyard with green grass a brick house patio with table chairs and green umbrella at The Cowshed in Sedlescombe near Westfield
26
Sedlescombe near Westfield, East Sussex, TN33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Ground floor barn conversion set just outside the village of Westfield. Ideal for small families. Open-plan. Sedlescombe 2.3 miles; Hastings 5 miles. (Ref. 1040511)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £493

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Map View

Choose inviting East Sussex cottages to explore a wonderfully unspoilt county boasting plenty of things to see and do. Whether you're seeking a cosy enchanting cottage in a pretty village, a romantic countryside retreat or a coastal holiday abode, holiday cottages in East Sussex offer picturesque landscapes sure to satisfy you.

Why East Sussex Holiday Cottages?

Boasting a diverse variety of delights, these East Sussex holiday cottages are nestled around numerous attractions to suit all ages and preferences, and the picturesque setting of coastline and countryside makes a splendid backdrop for enjoying outdoor activities. The fabulous Drusillas Park is widely considered the best small zoo in Europe or jump on board an adrenaline-filled boat trip for a close-up view of the stunning South Downs National Park. Alternatively, wander the cobbled streets of Arundel, with its thousands of years of history shining through independent shops, art galleries and restaurants or follow the crowd to vibrant Brighton for days splashing off pebble beaches and browsing lanes of alternate boutiques. Head down south to Hastings and see contemporary galleries, cute boutiques, and superb sea views, while Eastbourne is home to one of the South Coast's best-kept secrets, the Italian Gardens, where you can catch an outdoor Shakespeare show.

Places to visit near East Sussex

No matter your tastes and interests, there is bound to be somewhere to suit your preferences in East Sussex. Venture to the coast for a typical day at the beach, with piers and amusements, or meander through cobbled streets and narrow alleyways in a number of towns. Some East Sussex towns worth adding to your agenda include Brighton, Eastbourne, Rye and Hastings.

Types of Holiday

Tick a pick from a selection of self-catering East Sussex holidays and ensure your next getaway is ideal for you. Book a pet-friendly cottage along the South Coast and expect picturesque walks and doggy delights, while these cottages on the Dorset coast give you the chance to explore some of the most beautiful beaches and seaside resorts in the country. Whatever you're after, this catalogue of self-catering cottages in East Sussex is sure to offer something for everyone. Want to uncover more of the region? Explore these Sussex getaways and all cottages in the South East.