Weekend Breaks In Kent

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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

73 properties

Properties with hot tubs

5 properties

Luxury

8 properties

Log cabins

2 properties

Properties with character

36 properties

Remote

7 properties

Weekend Breaks In Kent

REFINE SEARCH

Your Kent search returned 103 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


for 3 nights €713

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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


for 3 nights €438

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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


for 3 nights €420

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A small garden shed with open doors and a fenced grassy yard surrounded by trees at Songbirds in St Michaels Kent
30
St Michaels, Kent, Kent, TN30
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Songbirds is a gorgeous shepherd's hut in St Michaels, Kent, boasting unbelievable countryside views all around, a woodburning stove and a barbecue. Tenterden 1.9 mile; Ashford 11.2 mile; Maidstone 18.1 miles (Ref. 1174175)

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


for 3 nights €315

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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


for 3 nights €540

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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★

    Outstanding

  • 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


for 3 nights €481

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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


for 3 nights €605

Last booked 2 days ago
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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


for 3 nights €370

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A white bungalow with tiled roof a paved driveway and a wooden fence at Jasmine Cottage in Herne Bay
42
Herne Bay, Kent, CT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Jasmine Cottage, a lovely, single-storey bungalow located in the seaside town of Herne Bay in Kent with off-road parking and a short walk from the beach. Whitstable 4.6 miles; Canterbury 7.6 miles; Broadstairs 17 miles; Dover 23 miles. (Ref. 1161759)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Baby-friendly


for 3 nights €440

Last booked 7 hours ago
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A blue single-story house with white trim and a concrete driveway at Smallcroft in Seasalter
27
Seasalter, Kent, CT5
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A detached bungalow situated in the village of Seasalter, Kent. All ground floor. Patio areas with furniture. Whitstable 2 miles; Herne Bay 6 miles. (Ref. 930347)

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


for 3 nights €413

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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


for 3 nights €610

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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


for 3 nights €501

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A brick cottage with two yellow doors and flowering plants around at Gingerbread Cottage in Canterbury
26
Canterbury, Kent, CT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A contemporary holiday home nestled in the heart of Canterbury, Kent. Enclosed garden. Close to amenities. Woodburning stove. Whitstable 6.5 miles; Herne Bay 7.7 miles. (Ref. 1087113)

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


for 3 nights €812

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A house with a driveway lawn and wooden fence at The Hideaway Beach House in Littlestone-On-Sea
28
Littlestone-On-Sea, Kent, TN28
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Detached, contemporary, three-storey property in Littlestone near Greatstone-On-Sea, Kent. Ample off-road parking. Woodburning stove. Juliet balconies. Dungeness 5.1 miles; Folkestone 20.2 miles; Hastings 26 miles. (Ref. 1060378)

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


for 3 nights €816

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A brick building with a tiled roof a wooden pergola with outdoor furniture and plants in a grassy area at The Snug at Pickelden Farmhouse Mystole near Chilham
31
Mystole near Chilham, Kent, CT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A delightful, single-storey cottage resting in Mystole near Chilham, Kent. Hot tub. Rural. Near AONB. Romantic. Open-plan living. Stylish. Canterbury 5.6 miles; Ashford 10.1 miles; Folkestone 19.9 miles. (Ref. 1129449)

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


for 3 nights €516

Last booked yesterday
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A brick bungalow with white framed windows and a driveway leading to a garage at 35 Seabourne Way in Dymchurch
21
Dymchurch, Kent, TN29
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming bungalow resting in the seaside village of Dymchurch, Kent. Near to beach. WiFi. Enclosed garden. Pet-friendly. Folkestone 10 miles; Dover 18.2 miles. (Ref. 1077489)

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


for 3 nights €821

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An outdoor area with two chairs and a table beside a dark green hut under trees at The Shepherds Hut at Marley in Marley near Barham Kent
12
Marley near Barham, Kent, Kent, CT4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Pretty shepherd's hut located on the fringes of Canterbury, near Barham in Kent. WiFi. Countryside views. Log burner. Pub 1.2 miles. Canterbury 7.4 miles; Dover 14.2 miles (Ref. 1075279)

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


for 3 nights €349

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An outdoor dining area with a view of the beach at Flat 4 in Hythe
43
Hythe, Kent, CT21
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Flat 4 is a third-floor penthouse apartment situated along the coast in Hythe, Kent, boasting a south-facing wraparound balcony with stunning sea views. Folkestone 4.7 miles; Dymchurch 5.3 miles; Dover 14 miles; Canterbury 17.6 miles. (Ref. 1178253)

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


for 3 nights €756

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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
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

  • €607 off - Sat 18th Oct to 25th Oct 2025

  • €606 off - Sat 25th Oct to 1st Nov 2025

  • €452 off - Sat 15th Nov to 22nd Nov 2025

  • €305 off - Sat 22nd Nov to 6th Dec 2025

  • €151 off - Tue 23rd Dec to 30th Dec 2025

  • €137 off - Tue 30th Dec 2025 to 6th Jan 2026


for 3 nights €629

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A two-story house with brick and gray siding exterior and multiple windows with shutters at Berisal in Challock
73
Challock, Kent, TN25
  • Sleeps10
  • Bedrooms5
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Berisal is a detached, pet-friendly holiday home situated in the charming wooded village of Challock in Kent with a private hot tub and open-plan space. Ashford 6.2 miles; Faversham 7.6 miles; Canterbury 11.5 miles (Ref. 1162616)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room


for 3 nights €1694

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Map View

When it comes to weekend breaks in Kent, these cottages make for amazing bases. The county is beautiful; imagine picturesque villages and towns dotted about tranquil rolling countryside. When you want to escape the country, the coastline offers a varying landscape of award-winning beaches and dramatic cliffs.

Why Weekend Breaks in Kent?

A weekend away in Kent is great for many occasions, with ample opportunities for both active and relaxing days out. Whether it's lounging on an award-winning beach, strolling through delightful countryside, participating in adrenaline-filled, high-energy watersports or taking a brisk coastal walk and absorbing the dramatic and iconic white cliffs of Dover; there are plenty of fantastic options to fill up your weekend break in Kent. After making the most of the things to do here, these delightful holiday homes will welcome you with open arms, allowing you to enjoy a well-deserved moment of relaxation.

Places to Visit Near Kent Weekend Breaks

Discover Kent's famous landmarks, such as Dover Castle and Canterbury’s cathedral, browse through some of its famous towns and uncover where the region got its nickname of 'The Garden of England'. For a coastal outing to remember, be sure to make your way to Dungeness. Here, a glorious beach awaits, alongside a range of historical buildings, from Dungeness Old Lighthouse to Dungeness Bird Observatory. Alternatively, enjoy a traditional beach day at Margate, where another delightful beach awaits, along with Dreamland Margate and Shell Grotto.

Other places in Kent to visit include:

Ashford

Deal

Herne

Maidstone

Ramsgate

Whitstable

Types of Kent Holidays

If weekend breaks in Kent are too short of a break for you, we recommend exploring this wider range of Kent holiday cottages. Love being by the coast? Kent cottages by the sea could be ideal for you. If you can’t wait to get away, this range of last-minute cottages in Kent is worth browsing. If you’re looking to bring the whole family along then check out these south coast dog-friendly cottages. If you are still looking for a short break, then view a collection of weekend and short breaks across the UK.