Surrey Holiday Cottages

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Popular property types See all properties

Pet friendly

54 properties

Properties with hot tubs

10 properties

Luxury

4 properties

Log cabins

7 properties

Properties with character

27 properties

Remote

4 properties

Surrey Holiday Cottages

REFINE SEARCH

Your Kent & Sussex search returned 299 cottages

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Map View
Exterior of a house with thatched roof flower boxes and gravel driveway at The Hayloft in Chislet near Herne Bay
33
Chislet near Herne Bay, Kent, CT3
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

The Hayloft is a beautiful, detached barn-conversion settled in Chislet near Herne Bay, Kent. Near Kent Downs AONB. Woodburning stove. Thatched roof. Whitstable 9.6 miles; Canterbury 7.8 miles; Broadstairs 13.5 miles; Dover 21.2 miles. (Ref. 1143828)

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

7 nights from £811

Last booked yesterday
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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★

    Perfect

  • 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

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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★

    Perfect

  • 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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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★

    Perfect

  • 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 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★

    Outstanding

  • 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

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A garden with a grass lawn, a stone path, bushes, and a white house with a red tiled roof at Hop House in Three Oaks near Hastings
56
Three Oaks near Hastings, East Sussex, TN35
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Delightful semi-detached cottage forming part of an oast house in Three Oaks. Peaceful setting. Woodburner. Fabulous area for walking, cycling and exploring. Hastings 4.5 miles. (Ref. 986640)

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

7 nights from £563

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An outdoor garden area with a round table and chairs near a brick and tile roof house at Baa Lamb Cottage in Dymchurch
Offer
52
Dymchurch, Kent, TN29
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A beautiful two-bedroom cottage resting on the outskirts of Burmarsh, Kent. Off-road parking. Private garden. Woodburning stove. Near a beach. West Hythe 4.7 miles; Ashford 11.0 miles; Ivychurch 13.4 miles. (Ref. 1108217)

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

  • £491 off - Sat 18th Oct to 1st Nov 2025

7 nights from £632

Last booked yesterday
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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★

    Outstanding

  • 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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Two brick semi detached houses with upper balconies and garages in front at Seascape in Bexhill on Sea near Hastings
38
Bexhill-on-Sea near Hastings, East Sussex, TN40
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Semi-detached townhouse, over three floors, superb, quality accommodation with enclosed garden. Short walk to Bexhill-on-Sea town centre and a two-minute walk from the beach. Hastings 5.5 miles. (Ref. 21166)

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

7 nights from £790

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A house with black wooden siding and a red tiled roof with skylights a gravel yard a wooden picnic table and potted plants at Thistledown Cottage in Chidham near Bosham
33
Chidham near Bosham, West Sussex, PO18
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A stunning annex located down the country roads of Chidham. Countryside views. Parking. Chichester 6 miles. (Ref. 1012555)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from £553

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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
46
Hawkhurst, Kent, TN18
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • 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

7 nights from £576

Last booked yesterday
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A patio with outdoor chairs and an umbrella on a lawn near a wooden building at Hopkins at The Homestead in Church Hougham near Dover
43
Church Hougham near Dover, Kent, CT15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Hopkins at The Homestead, a charming cottage, overlooking the countryside, located in Church Hougham near Dover in Kent, with a pet-friendly policy. Whitfield 5.7 miles; Folkestone 5.5 miles; Canterbury 21 miles. (Ref. 1157282)

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

7 nights from £616

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A grassy lawn with trees and a black wooden building with outdoor chairs at The Goose Shed in Adisham near Wingham
40
Adisham near Wingham, Kent, CT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A beautiful single-storey barn conversion settled into a working farm in Adisham, near Wingham, Kent. Pet-friendly. Open-plan. Off-road parking. Wingham 5 miles; Canterbury 8.1 miles; Dover 12.9 miles. (Ref. 1066479)

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

7 nights from £625

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A two-story house with a tiled roof and a driveway at Pentire House in Kingsdown
80
Kingsdown, Kent, CT14
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

An outstanding four-bedroom detached house in Kingsdown, Kent. Beautiful sea views. Balcony. Child and pet-friendly. Deal 4.3 miles; Dover 7.9 miles; Canterbury 21.9 miles. (Ref. 1096667)

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

7 nights from £1848

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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★

    Outstanding

  • 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 of a townhouse with a small tree and balconies at 4 Fishermans Wharf in Whitstable
22
Whitstable, Kent, CT5
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This three-storey townhouse can be found in Whitstable, Kent. Dog-friendly. Private courtyard. Amenities within walking distance. Herne Bay 5.1 miles; Canterbury 7.2 miles. (Ref. 1038316)

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

7 nights from £615

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A modern apartment building exterior with wooden cladding glass balconies and numbered black doors at 7 Ocean Gateway in Hythe
41
Hythe, Kent, CT21
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A stunning four-storey, beach front townhouse on Fisherman's Beach in Hythe. WiFi. Sky TV. Contemporary living. Shop 1 mile, pub 2 miles. Beach 2 mins walk. (Ref. 978862)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £594

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A black wooden house with gravel and a patio area with a wooden picnic table and green umbrella at The Old Dairy in Adisham near Wingham
45
Adisham near Wingham, Kent, CT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A beautiful rural barn conversion resting in the hamlet of Adisham, near Wingham, Kent. Pet-friendly. Rural location. Garden. Wingham 5 miles; Canterbury 8.1 miles; Dover 12.9 miles. (Ref. 1092150)

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

7 nights from £625

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An outdoor area with a wooden fence gravel ground plants and a white door at Westgate Cottage in Sittingbourne
35
Sittingbourne, Kent, ME9
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A ground floor annexe situated near the hamlet of Oad Street near Sittingbourne in Kent. Pet-friendly. Garden with patio area. Sittingbourne 1.7 miles; Rochester 10.2 miles; Tunbridge Wells 31.2 miles. (Ref. 960985)

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

7 nights from £367

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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

    5.0★

    Perfect

  • 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 £622

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Map View

Despite being so close to England's capital, our holiday cottages in Surrey come surrounded by luscious greenery and outdoor attractions aplenty. Choose from one of many wonderful Surrey holiday homes to base your next break.

Why Surrey Cottages?

Considering the bustling metropolis of London is just sixteen miles away, Surrey is a county of green landscapes, peppered with market towns, historic villages and numerous attractions. Stay in a Surrey cottage and explore the North Downs Way National Trail across the Surrey Hills AONB. Look out for wildlife and admire sweeping, panoramic views from south-east England's highest point at Leith Hill. Tantalise those tastebuds in the cellars of Denbies Wine Estate, England's largest vineyard. Admire the magnificent glasshouses and floral displays of Kew's Royal Botanical Gardens, a World Heritage Site, or admire the charming 18th-century horticulture of Claremont Landscape Gardens.

Places to Visit from a Surrey Cottage

There is much to see and do across wonderful Surrey, all accessible from our plentiful Surrey holiday homes. Discover many timeless villages throughout the Surrey Hills AONB and the northern tip of the South Downs National Park. Alternatively, discover a range of large bustling towns, bursting with things to do and see. Time your Surrey cottage holiday with one of the county's major events - Epsom's International Derby Festival, the Hampton Court Palace Flower Show, the RHS Garden Wisley and Guilfest Music Festivals - even the Farnborough Air Show just across the border in Hampshire. Popular places to visit close to our self-catering Surrey accommodation include East Sussex, Hampshire, Kent and West Sussex.

Types of Surrey Holidays

Select from our Surrey holiday types to ensure that your next getaway is perfect for you. For a flying visit in this beautiful county, these short cottage breaks in Surrey are ideal. If you are looking to bring your canine companion, why not rent one of these pet-friendly Surrey cottages? If these Surrey cottages have caught your eye, book your dream break today.