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

12 properties

Luxury

12 properties

Log cabins

6 properties

Properties with character

60 properties

Remote

8 properties

Weekend Breaks In Kent

REFINE SEARCH

Your Kent search returned 101 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

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

3 nights from £624

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

    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

3 nights from £521

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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

3 nights from £377

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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

    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

3 nights from £1604

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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

    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

3 nights from £465

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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

3 nights from £362

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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

    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

3 nights from £432

Last booked yesterday
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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

    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

3 nights from £526

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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

    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

3 nights from £319

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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

    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

3 nights from £379

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A garden with lawn chairs a table hedges and a brick house at Little Pontus in Molash near Challock
41
Molash near Challock, Kent, CT4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

A romantic cottage sitting in Molash near Challock, Kent. Off-road parking. Woodburning stove. Smart TV. Swimming pool. Rural location. Bedroom with en-suite. Faversham 8.5 miles; Ashford 8.6 miles; Canterbury 10.8 miles. (Ref. 1070677)

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

3 nights from £483

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A brick house with multiple chimneys surrounded by trees and a large lawn at Goss Hall in Ash near Sandwich
88
Ash near Sandwich, Kent, CT3
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.9

    Sykes Rating

Goss Hall is a detached, pet-friendly holiday home resting on the outskirts of Ash near the lovely town of Sandwich in Kent with an enclosed garden. Eastry 3.3 miles. (Ref. 1163280)

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

3 nights from £1441

Last booked yesterday
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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

    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

3 nights from £704

Last booked 2 days ago
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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
New property
30
St Michaels, Kent, Kent, TN30
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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

3 nights from £271

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A small outdoor patio with a round metal table and wooden chairs against a brick wall at Rose Cottage in Deal
17
Deal, Kent, CT14
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A pleasant cottage located in the village of Deal in Kent. En-suite bedroom. Woodburner. Close to the sea front and beach. Dover 8.5 miles; Canterbury 24 miles. (Ref. 980449)

  • Wi-fi
  • Washing machine
  • Baby-friendly
  • Games room

3 nights from £282

Last booked yesterday
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A brick house with multiple windows and a white door on a paved driveway with potted plants and a hedge in the background at Little Aluph in Wye
35
Wye, Kent, TN25
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Aluph House is a well-appointed, two-bedroom cottage resting in Boughton Aluph near Wye, Kent. Enclosed garden. Use of tennis court. Close to amenities. Near AONB. Ashford 4.3 miles; Canterbury 11.7 miles; Folkestone 18.2 miles. (Ref. 1138367)

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

3 nights from £424

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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

    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

3 nights from £301

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A white two-story house with a stone retaining wall and stairs leading to the entrance at Kits Cottage in Hythe
26
Hythe, Kent, CT21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

Well-appointed, semi-detached cottage boasting an elevated position in the centre of Hythe, Kent. Sea views. WiFi. Pet-friendly. Shop 0.6 miles, pub 0.5 miles. (Ref. 967013)

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

3 nights from £406

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A brick house front with a blue door and bay window surrounded by plants at Vine Cottage in Tenterden
19
Tenterden, Kent, TN30
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A beautifully-presented cottage resting within the centre of Tenterden. Unrestricted on-street parking. WiFi. Close to all amenities. Ashford 12.2 miles; Camber 15.6 miles; Hastings 20.4 miles. (Ref. 1052816)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from £446

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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

3 nights from £414

Last booked 2 days ago
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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.