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

74 properties

Properties with hot tubs

11 properties

Luxury

12 properties

Log cabins

7 properties

Properties with character

60 properties

Remote

7 properties

Weekend Breaks In Kent

REFINE SEARCH

Your Kent search returned 96 cottages

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Map View
The Hayloft - 1143828 - photo 1
33
Chislet near Herne Bay, Kent, CT3
  • 6 Guests
  • 3 Bedrooms
  • Pets No

    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

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Pentire House - 1096667 - photo 1
80
Kingsdown, Kent, CT14
  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.9

    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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The Old Stables - 1162125 - photo 1
38
Headcorn, Kent, TN27
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    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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4 Fishermans Wharf - 1038316 - photo 1
22
Whitstable, Kent, CT5
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    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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Orchard Retreat - 1127384 - photo 1
33
Paddock Wood, Kent, Kent, TN12
  • 4 Guests
  • 1 Bedroom
  • Pets Yes

    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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Westgate Cottage - 960985 - photo 1
35
Sittingbourne, Kent, ME9
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    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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Gingerbread Cottage - 1087113 - photo 1
26
Canterbury, Kent, CT2
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    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

3 nights from £700

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Cherry Orchard Farm - 1148600 - photo 1
22
Wateringbury, Kent, ME15
  • 2 Guests
  • 1 Bedroom
  • Pets No

    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

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Mountfield Farm Cottage - 1135762 - photo 1
49
Warehorne near Hamstreet, Kent, TN26
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Mountfield Farm Cottage is a wonderful, three-bedroom holiday home resting in Warehorne near Hamstreet, Kent. Off-road parking. Smart TV. Woodburning stove. Gardens. Ivychurch 5.6 miles; Ashford 7.3 miles; West Hythe 10.6 miles. (Ref. 1135762)

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

3 nights from £527

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35 Seabourne Way - 1077489 - photo 1
21
Dymchurch, Kent, TN29
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    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

3 nights from £708

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Spindlewood Cottage - 1136422 - photo 1
46
Hawkhurst, Kent, TN18
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    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

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Rose Cottage - 980449 - photo 1
17
Deal, Kent, CT14
  • 2 Guests
  • 1 Bedroom
  • Pets No

    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 today
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Smallcroft - 930347 - photo 1
27
Seasalter, Kent, CT5
  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    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

3 nights from £356

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Little Pontus - 1070677 - photo 1
41
Molash near Challock, Kent, CT4
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    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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Hopkins at The Homestead - 1157282 - photo 1
43
Church Hougham near Dover, Kent, CT15
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    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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The Milking Parlour - 1138166 - photo 1
38
Frittenden near Cranbrook, Kent, Kent, TN17
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    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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The Hideaway Beach House - 1060378 - photo 1
28
Littlestone-On-Sea, Kent, TN28
  • 8 Guests
  • 4 Bedrooms
  • Pets No

    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 4 hours ago
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Vine Cottage - 1052816 - photo 1
19
Tenterden, Kent, TN30
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    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

Last booked yesterday
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Berisal - 1162616 - photo 1
73
Challock, Kent, TN25
  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    5.0

    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

3 nights from £1656

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Goss Hall - 1163280 - photo 1
88
Ash near Sandwich, Kent, CT3
  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    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

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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.