Popular property types See all properties

24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Weekend Breaks In Kent

REFINE SEARCH

Your Kent search returned 97 cottages

Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 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

3 nights from £624

  • 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

3 nights from £526

Last booked 2 days ago
See more details
  • 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

3 nights from £377

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    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

3 nights from £1604

  • 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

3 nights from £319

  • 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

3 nights from £362

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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

Last booked yesterday
See more details
  • 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

3 nights from £700

  • 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

3 nights from £414

Last booked 2 days ago
See more details
  • 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

3 nights from £1442

  • 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

3 nights from £432

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • 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

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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
  • Washing machine

3 nights from £424

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • 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

  • 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

3 nights from £356

Last booked yesterday
See more details
  • 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
  • £137 off - Sat 3rd May to 10th May 2025

  • £200 off - Sat 9th Aug to 16th Aug 2025

  • £364 off - Sat 6th Sep to 13th Sep 2025

  • £348 off - Sat 20th Sep to 27th Sep 2025

  • £130 off - Sat 27th Sep to 4th Oct 2025

  • £301 off - Sat 18th Oct to 1st Nov 2025

3 nights from £572

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Lovely, detached bungalow in owner's grounds overlooking orchards. Spacious, modern and well equipped. Close to fishing lakes. Superb base for exploring Kent and Sussex. Yalding 2 miles. (Ref. 917453)

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

3 nights from £306

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

A stunning barn conversion situated on the outskirts of Iden, East Sussex. Pets welcome. WiFi. Ground-floor bedrooms. Tennis courts. Rye 5.7 miles; Hastings 18.1 miles. (Ref. 1045845)

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

3 nights from £469

Last booked within the hour
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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

Last booked yesterday
See more details

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